Title: 10 Best Hotels in Little Italy, Chicago for 2026 | Expedia.ca

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# Hotels in Little Italy, Chicago 

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## Check prices for these dates

Tonight

[Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976007736&startDate=2025-12-23&endDate=2025-12-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976007736&startDate=2025-12-24&endDate=2025-12-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976007736&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976007736&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Our top choices for Little Italy hotels

![Garden](https://images.trvl-media.com/lodging/1000000/20000/13500/13487/2c190e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/13500/13487/919ed5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/13500/13487/135f8285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/20000/13500/13487/707ab82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Chicago at Medical District/UIC

[](https://www.expedia.ca/Chicago-Hotels-Chicago-Marriott-At-Medical-DistrictUIC.h13487.Hotel-Information)

Little Italy

8.8/10

Excellent

(1001)

"great locaiton, cost and facility "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William

CA $109

CA $128 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Chicago-Hotels-Chicago-Marriott-At-Medical-DistrictUIC.h13487.Hotel-Information)

![Cocktail bar](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/50be090a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/ada94c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aloft Chicago Mag Mile

[](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

Streeterville, 4 km from Little Italy

8.6/10

Excellent

(2982)

"Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elisha

CA $118

CA $138 total

includes taxes & fees

Jan 22 - Jan 23, 2026

[](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/6b27f192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/ddbd86a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/dd081548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/5496cb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### voco Chicago Downtown - Riverwalk by IHG

[](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information)

River North, 2.7 km from Little Italy

8.8/10

Excellent

(3509)

"Really nice hotel"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Saulius

CA $140

CA $164 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information)

![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/4df3bcb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2695x3y3-e619dd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Lake View](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2561x3y0-ec3252d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Regency Chicago

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

The Loop, 3.6 km from Little Italy

9.4/10

Exceptional

(3415)

"The Hotel was amazing great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Donnisha

CA $198

CA $273 total

includes taxes & fees

Jan 20 - Jan 21, 2026

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e85c42c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/511c43ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e50ef89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Hotel

[](https://www.expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

The Loop, 3.3 km from Little Italy

8.8/10

Excellent

(4863)

"Great location, comfortable room, and nice staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Claudia

CA $102

CA $119 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a9c979ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/55a8ba7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/5d460cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sable at Navy Pier Chicago, Curio Collection by Hilton

[](https://www.expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

Streeterville, 5.1 km from Little Italy

9.4/10

Exceptional

(2284)

"Great staff and restaurants!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Abigale

CA $118

CA $185 total

includes taxes & fees

Jan 20 - Jan 21, 2026

[](https://www.expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

![American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/ab309a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/64fc97f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/a073ef3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop bar, alfresco dining, open daily](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/69e6751f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Godfrey Hotel Chicago

[](https://www.expedia.ca/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information)

River North, 3.6 km from Little Italy

8.6/10

Excellent

(1953)

"The room was nice, the area was perfect for walking distance for food and activities. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alexis

CA $117

CA $170 total

includes taxes & fees

Jan 22 - Jan 23, 2026

[](https://www.expedia.ca/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/19b0236f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Queen Bed, Kitchenette](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/a9bc446d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/aaae0504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/9378ca8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Club Quarters Hotel, Central Loop, Chicago

[](https://www.expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h565746.Hotel-Information)

Theatre District, 2.4 km from Little Italy

8.8/10

Excellent

(3330)

"Great hotel "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony

CA $102

CA $119 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h565746.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/50000/50000/49985/2489547a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/50000/50000/49985/17f1a3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/50000/50000/49985/63f719c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/50000/50000/49985/3be95933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Saint Clair- Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-The-St-Clair-Hotel-Magnificent-Mile.h49985.Hotel-Information)

Streeterville, 4 km from Little Italy

8.4/10

Very good

(1797)

"Very clean and comfortable hotel!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

HYUNJI

CA $125

CA $149 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Chicago-Hotels-The-St-Clair-Hotel-Magnificent-Mile.h49985.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/023ff9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/ccacdd84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/22cb8b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Warwick Allerton - Chicago

[](https://www.expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information)

Magnificent Mile, 4 km from Little Italy

8.4/10

Very good

(3018)

"Enjoyed this hotel stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimberly

CA $88

CA $143 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/8e39b688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b1113923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b131add8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Chicago - Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

Streeterville, 4 km from Little Italy

8.8/10

Excellent

(2197)

"Great location, easy parking. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maria

CA $122

CA $144 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/9ee1245e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/d448079c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/w4000h2662x0y0-94d02a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (USD 20.00 per person)](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/83c82ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### citizenM Chicago Downtown

[](https://www.expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information)

Theatre District, 3.3 km from Little Italy

9.4/10

Exceptional

(4122)

"Great hotel"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard

CA $146

CA $172 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information)

![Indoor pool, seasonal outdoor pool, free cabanas, sun loungers](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/8cd3425b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/d70c748e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/a8e4a21a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/e4356fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Radisson Blu Aqua Hotel Chicago

[](https://www.expedia.ca/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information)

3.6 km from Little Italy

8.6/10

Excellent

(1798)

"Great hotel, close to shopping and restaurants, excellent customer service, highly recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gina

CA $183

CA $250 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Kitchenette (One Room)](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/61142942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/74cf409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/c5202ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Club Quarters Hotel Wacker at Michigan, Chicago

[](https://www.expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information)

The Loop, 3.3 km from Little Italy

8.8/10

Excellent

(2013)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kramer

CA $101

CA $119 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/9cc7a10c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/7012a512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor wedding](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/481e5f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Chicago Dwtn - The Mart by IHG

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information)

River North, 2.7 km from Little Italy

8.8/10

Excellent

(2063)

"Really nice rooms at a good rate "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Madelyn

CA $138

CA $163 total

includes taxes & fees

Dec 25 - Dec 26

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4c0ebbe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/311c65a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, Netflix, pay movies, streaming services](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/edeb1954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake view](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/247d9e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sheraton Grand Chicago Riverwalk

[](https://www.expedia.ca/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information)

Streeterville, 3.8 km from Little Italy

8.4/10

Very good

(1578)

"Rooms were very nice and staff was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nancy

CA $204

CA $280 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/06b28362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/e69bed89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception hall](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eurostars Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

River North, 3.7 km from Little Italy

9.0/10

Wonderful

(3156)

"Amazing stay very clean and beautiful views "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deigo

CA $128

CA $150 total

includes taxes & fees

Jan 22 - Jan 23, 2026

[](https://www.expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/943262bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/e47956bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/c042bdff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wade

[](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

Streeterville, 4.4 km from Little Italy

8.4/10

Very good

(1532)

"Great staff and great location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joe

CA $127

CA $149 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/ca08eac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fa2dd97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fea423fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Royal Sonesta Chicago Downtown

[](https://www.expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

The Loop, 3.3 km from Little Italy

9.4/10

Exceptional

(3181)

"Staff, location, views and rooms were amazing!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gabriela Michelle Riveiro

CA $140

CA $209 total

includes taxes & fees

Jan 22 - Jan 23, 2026

[](https://www.expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-07&endDate=2026-01-08&regionId=553248635976007736&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Little Italy

Find the best Little Italy areas and neighborhoods for the activities you enjoy most. 

- Downtown Chicago
- Magnificent Mile
- The Loop
- River North
- Theatre District

![Downtown Chicago showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191755-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago which includes a high-rise building and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332087-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago featuring signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332073-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago featuring a city and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332084-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6350699)

![Downtown Chicago map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:uxq%7EFvjavOurAq%40mA%7DgDuTtO%7BFzJuOr%40mk%40z_%40MifBum%40%7EAGmaAx%7EAopCna%40uM%7EoC%7C%7DAx%40%7CkCnk%40yAy%40n%7B%40gt%40dE%7Bg%40pFo%40%60%7EB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XpzTv33-iXOpq3icViGLtz3e_jE=)

### Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6350699)

![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543374-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North showing signage and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191832-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North which includes street scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191836-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North showing a hotel, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24572-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=800025)

![Magnificent Mile map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gnt%7EF%60dyuOugAK%3FcChgALJ%60C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=eJaOW3wrdH9kguwKvLeM9_7UbMs=)

### Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=800025)

![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543387-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543370-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![The Loop - Downtown featuring a river or creek and a ferry](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191752-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192010-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=800024)

![The Loop map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:syr%7EFxx%7BuOqa%40mAeEqK_%40sp%40kG%7BKvAwg%40Xok%40%7C_%40x%40xF%7EPtlAi%40dCh%40DzOxDxCDnbBkNr%40e%5E%7EEkKzGiVfC&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XwfHKgKFqor-NvwNZdw8nZOnNbI=)

### The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=800024)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543384-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Shops at North Bridge which includes central business district, a city and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191962-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191756-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Shops at North Bridge showing a city, central business district and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191961-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6350695)

![River North map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7B%7Cu%7EFl_%7DuOWcpA%7CECQ%7Db%40xi%40w%40nGbNJ%7Ep%40xCbHxAdBcB%7ECuAhA%7DKdCyGvFiGdDsD%7CDeCzEwBfBoN%5E&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=pVk_WdkeHd9iD-9kitVtoqcFN2A=)

### River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6350695)

![Chicago which includes rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23717-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Chicago which includes skyline, cbd and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23710-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Chicago featuring theatre scenes, a city and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23730-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Frank Lloyd Wright Home and Studio which includes interior views and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26627-Frank-Lloyd-Wright-Home-And-Studio.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Chicago featuring night scenes, rides and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23718-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=651190586167894016)

![Theatre District map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:mxs%7EF%7E%7EzuOa%40wb%40mAwCKcDmHiMl%7B%40MZry%40_o%40v%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=wPQBnQtd4sat1wXcy-Q0SbgXS1s=)

### Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line). 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=651190586167894016)

## Top Little Italy Hotel Reviews

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Staff was incredibly welcoming upon arrival and was fantastic throughout the stay! Perfect location for walking as well as catching the train, can’t recommend enough"

[](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg)

### Swissotel - Chicago

10/10 Excellent

"Clean"

[](https://expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information)

![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg)

### River Hotel

10/10 Excellent

"It's great "

[](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg)

### The Royal Sonesta Chicago Downtown

10/10 Excellent

"The lady who checked us in (the countess) was very friendly and welcoming. Even though she was the only person working the front desk, she did not get frazzled or curt. She was great! Room was beautiful and had an amazing view!"

[](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg)

### Pendry Chicago

10/10 Excellent

"Excellent hotel and location."

[](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information)

![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg)

### Hyatt Regency Chicago

10/10 Excellent

"Staff was friendly and helpful. Our room was comfortable and had a great city view."

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg)

### Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent

"The room was amazing, views were amazing, staff is very friendly and helpful, I’m definitely coming back here for sure ."

[](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg)

### Palmer House a Hilton Hotel

10/10 Excellent

"Staff was so amazing nice and helpfuk"

[](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg)

### Hilton Chicago

10/10 Excellent

"Amazing experience! The rooms were spotless, comfortable, and thoughtfully maintained. All hotel amenities were clean, well-organized, and ready to use. The breakfast was excellent, with a great variety of options to choose from. What truly made this stay extraordinary was the outstanding service. Brad, Vicente, Cruz, Eric, Ruby, and the entire team went above and beyond to ensure a memorable experience. Their professionalism, kindness, and attention to detail were exceptional. Without a doubt, this was a unique and unforgettable stay — truly a hotel that exceeds five-star expectations. ❤️"

[](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

## Find out more about Little Italy

### Top reasons to visit Little Italy

- **Delicious Italian Cuisine:**  Little Italy is renowned for its authentic Italian restaurants, offering a taste of traditional dishes that delight food lovers.
- **Cultural Experiences:**  Immerse yourself in the rich Italian heritage through local festivals, art, and community events.
- **Proximity to Downtown:**  Just a short walk from downtown Chicago, making it easy to explore other attractions.
- **Charming Atmosphere:**  Enjoy scenic strolls amidst historic buildings and vibrant streets filled with friendly locals.
- **Accommodations for All:**  Diverse lodging options, from guesthouses to modern hotels, cater to every traveller’s needs.

### Find great hotels near Little Italy

Discover an array of hotel accommodations in Little Italy, Chicago, where comfort meets culture. From charming guesthouses to modern hotels, this vibrant neighbourhood offers options for every traveller, including pet-friendly and LGBTQIA welcoming choices. Whether you seek a business-themed stay or a relaxing retreat, Little Italy boasts some of the best hotels that perfectly blend convenience and charm. Your perfect getaway awaits in this delightful slice of Italian heritage.

- **[Congress Plaza Hotel: ](https://www.expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)** Nestled in the vibrant shopping district and only 3.2km from Little Italy, Congress Plaza Hotel is a 3.5-star lodging ideal for business-oriented travellers. This hotel boasts a robust array of business-friendly amenities, including multiple meeting rooms, an accessible business centre, and extensive conference space. The property combines convenience with a strategic location, making it an excellent choice for those looking to blend work and leisure during their stay in Chicago.
- **The Whitehall Hotel, BW Premier Collection:**  A charming 4-star boutique hotel located 4.8km from Little Italy, The Whitehall Hotel exudes a unique character with its distinctive decor and artistic touches. Perfect for pet-friendly travellers, this hotel allows pets on-site with specific policies in place. Business amenities such as a meeting room and business centre cater to professional needs, while the eclectic atmosphere promises a memorable stay for those seeking a blend of style and functionality.
- **[Best Western Grant Park Hotel: ](https://www.expedia.ca/Chicago-Hotels-Best-Western-Grant-Park-Hotel.h23023.Hotel-Information)** Situated just 3.2km from Little Italy, Best Western Grant Park Hotel is a family-friendly accommodation that prioritizes comfort and convenience. With a focus on family amenities, the hotel offers services such as free cribs, window guards for children, and a well-equipped first aid kit. Located in a bustling shopping district, this hotel ensures that both parents and children enjoy a pleasant and exciting stay in Chicago.

### Where to stay near Little Italy

Little Italy, Chicago, is a charming neighbourhood perfect for family outings and romantic getaways. Just a minute's walk from downtown, visitors can immerse themselves in a vibrant urban atmosphere filled with friendly faces and enticing Italian cuisine. Explore nearby attractions, enjoy scenic strolls, and take in the unique blend of culture and community that defines this area. With its convenient location, Little Italy offers the ideal base for discovering the best of Chicago.

- **[Chicago: ](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels)** As a vibrant metropolis, Chicago offers a rich tapestry of culture, history, and entertainment. Little Italy is nestled within its bustling streets, making it a prime spot for visitors. The city sees a steady flow of tourists year-round, with peak seasons from June to August, drawing families and outdoor enthusiasts alike. Visitors can indulge in shopping, explore educational venues, and enjoy arena entertainment. Notable landmarks include various stadiums and a lively tourist precinct, ensuring that there's never a dull moment in the Windy City.
- **[Downtown Chicago: ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)** Located merely 3.2km from Little Italy, Downtown Chicago is a dynamic neighbourhood brimming with energy. This area also experiences consistent tourist traffic, particularly in the warmer months. Families and city adventurers are drawn to its vibrant shopping areas and renowned theatres. Proximity to stadiums and a bustling tourist precinct makes Downtown a must-visit for those looking to immerse themselves in the urban experience. Whether you’re catching a show or simply strolling through its lively streets, Downtown Chicago is a hub of excitement.
- **[The Loop: ](https://www.expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels)** Also situated 3.2km from Little Italy, The Loop is Chicago's bustling business district and cultural heart. Its appeal lies in its vibrant atmosphere, attracting families and outdoor lovers throughout the year, particularly peaking in March to April and July. The Loop is a treasure trove of shopping areas, theatres, and urban parks. Visitors can enjoy the scenic beauty of the parks, catch a live performance, or explore the various stadiums nearby. The Loop's central location and plethora of attractions make it an essential stop for any traveller.

### Things to do near Little Italy

Little Italy in Chicago is perfect for families and urban adventurers alike. Visitors can enjoy a variety of activities, including educational experiences, shopping, and arena entertainment. A standout event in the area is the Chicago Marathon, which draws participants and spectators from around the world. Whether you're exploring the vibrant community or indulging in delicious cuisine, Little Italy offers a memorable vacation experience.

**Shopping**

For a unique shopping experience in Little Italy, visit the nearby [Chicago Place Mall](https://www.expedia.ca/Chicago-Place-Mall-Hotels.0-l6199336-0.Travel-Guide-Filter-Hotels) and [900 North Michigan Shops](https://www.expedia.ca/900-North-Michigan-Shops-Hotels.0-l6199347-0.Travel-Guide-Filter-Hotels), both 4.8km away, offering diverse vibes. Closer to home, explore the [Maxwell Street Market](https://www.expedia.ca/Maxwell-Street-Market-Hotels.0-l6199360-0.Travel-Guide-Filter-Hotels), just 1.1km away, for local treasures and vibrant city energy.

**Recreation**

At [Wrigley Field](https://www.expedia.ca/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels), immerse yourself in the vibrant sports culture, just a short drive from Little Italy. Enjoy live music and a lively atmosphere at the [House of Blues Chicago](https://www.expedia.ca/House-Of-Blues-Chicago-Hotels.0-l6227753-0.Travel-Guide-Filter-Hotels), while [Northerly Island Natural Area](https://www.expedia.ca/Northerly-Island-Natural-Area-Hotels.0-l6125418-0.Travel-Guide-Filter-Hotels) offers serene landscapes for relaxation and rejuvenation, perfect for unwinding in nature.

**Adventure**

Explore [Salt Creek Trail](https://www.expedia.ca/Salt-Creek-Trail-Hotels.0-l553248621532658620-0.Travel-Guide-Filter-Hotels), a scenic hiking path located 16.1km from Little Italy, perfect for outdoor enthusiasts seeking adventure amidst nature. For family fun, visit [Rainbow Falls Waterpark](https://www.expedia.ca/Rainbow-Falls-Waterpark-Hotels.0-l6247247-0.Travel-Guide-Filter-Hotels), situated 32.2km away, offering thrilling water rides and entertainment for all ages.

**Nightlife**

Experience the vibrant nightlife in Little Italy by catching a show at the [Chicago Theatre](https://www.expedia.ca/Chicago-Theatre-Hotels.0-l6064049-0.Travel-Guide-Filter-Hotels), just 3.2km away, where culture meets romance. For a fun night, visit [Dave & Buster's](https://www.expedia.ca/Dave-Busters-Hotels.0-l553248621532658508-0.Travel-Guide-Filter-Hotels), 4.8km away, for drinks and games, or enjoy a film at [Film Row Cinema](https://www.expedia.ca/Film-Row-Cinema-Hotels.0-l6132166-0.Travel-Guide-Filter-Hotels), also 3.2km away.

\*Distances are measured in a straight line; actual driving distances may vary depending on the route.

### Booking tips and Expedia advantages for Little Italy

To save money on your trip to Little Italy, consider visiting between December and February when accommodation prices are lower. Booking your stay on a Monday can also help you avoid the Saturday price hike. Use Expedia’s search tool to filter options based on your budget and preferences, and consider bundling your hotel, flights, and activities for extra savings. Take advantage of travel rewards and flexible booking options, and keep an eye out for eligible discounts to get the best prices.

- **The most and least expensive months on average to stay in a hotel:**  The cheapest months to stay around Little Italy are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
- **The most and least expensive days on average to stay in a hotel:**  The least expensive day to stay around Little Italy is Monday. The most expensive day to stay around Little Italy is Saturday.
- **Find cheap hotels on Expedia:**  Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. To find the best prices and deals, simply arrange the price filter from lowest to highest.
- **Consider bundling your trip:**  You can potentially save some money by combining your hotel stay in Little Italy with your flights and activities through an Expedia package.

### Find the best attractions near Little Italy

Little Italy in Chicago is perfect for family-friendly, city-themed outdoor vacations. Visitors can explore a variety of attractions, including urban parks, towering skyscrapers, and historic buildings. This vibrant neighbourhood caters to travellers seeking cultural experiences and family activities, making it an ideal destination for anyone looking to immerse themselves in the local charm and history.

- **[Michigan Avenue: ](https://www.expedia.ca/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels)** Experience the bustling energy of Michigan Avenue, a vibrant street famous for its shopping, dining, and iconic architecture. Explore high-end boutiques and historic landmarks as you soak in the lively city atmosphere.
- **[McCormick Place: ](https://www.expedia.ca/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels)** As the largest convention centre in North America, McCormick Place is a hub for business and events. Engage with innovative exhibitions and conferences, making it a prime destination for networking and professional growth.
- **[Millennium Park: ](https://www.expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels)** Enjoy the greenery and art installations of Millennium Park, an urban oasis perfect for families and outdoor enthusiasts. Join locals in leisurely strolls, picnicking, or attending concerts in this vibrant city space.

### Best time to go to Little Italy

The best time to visit Little Italy is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain. 

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- |
| January                                                                                                          | 25.7°F (-3.5°C)                                                                                                      | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Slightly Low                                                                                                   | Slightly Low                                                                                                  |
| February                                                                                                         | 27.0°F (-2.8°C)                                                                                                      | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Slightly Low                                                                                                   | Slightly Low                                                                                                  |
| March                                                                                                            | 37.0°F (2.8°C)                                                                                                       | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Average                                                                                                        | Average                                                                                                       |
| April                                                                                                            | 46.0°F (7.8°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Average                                                                                                       |
| May                                                                                                              | 57.0°F (13.9°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| June                                                                                                             | 67.3°F (19.6°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Slightly High                                                                                                 |
| July                                                                                                             | 73.4°F (23.0°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Average                                                                                                       |
| August                                                                                                           | 73.0°F (22.8°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Average                                                                                                       |
| September                                                                                                        | 67.1°F (19.5°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| October                                                                                                          | 54.9°F (12.7°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| November                                                                                                         | 42.3°F (5.7°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| December                                                                                                         | 33.1°F (0.6°C)                                                                                                       | Light Rain                                                                                                       | Mostly Cloudy                                                                                                                | Average                                                                                                        | Slightly Low                                                                                                  |

### The nearest major airports for your trip to Little Italy

Accessing Little Italy in Chicago is convenient via its major airports. Chicago O'Hare International Airport ([ORD](https://www.expedia.ca/OHare-Intl-Airport-Hotels.0-aORD-0.Travel-Guide-Filter-Hotels)) is located 24.1km from Little Italy, with nearby accommodations like the 4.5-star [Loews Chicago O'Hare Hotel](https://www.expedia.ca/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) and the Hyatt Regency O'Hare, both 3.2km away. Midway International Airport ([MDW](https://www.expedia.ca/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels)) is closer at 11.3km, with luxury options such as the Trump International Hotel & Tower and Nobu Hotel, located 9 and 12.9km away, respectively. For those flying into Chicago Executive Airport ([PWK](https://www.expedia.ca/Chicago-Executive-Airport-Hotels.0-aPWK-0.Travel-Guide-Filter-Hotels)), located 33.8km away, the [Deer Path Inn](https://www.expedia.ca/Chicago-Hotels-Deer-Path-Inn.h449424.Hotel-Information) and [Hilton Chicago/Northbrook](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-Northbrook.h3008.Hotel-Information), situated 10 and 1.6km away, offer excellent stays.

## Frequently asked questions

### What are the best hotels in Little Italy that travellers recommend?

> Families will find [SpringHill Suites by Marriott Chicago Chinatown](https://www.expedia.ca/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information) particularly appealing. Also rated 9.6, this hotel provides spacious suites equipped with kitchens, making it easier to prepare meals for little ones. The complimentary buffet breakfast fuels your day of adventure, while the fitness centre ensures parents can stay active. The location in Chinatown adds a unique cultural twist to your family's itinerary, making it a delightful base for exploration.
> 
>   
> For couples looking for a romantic getaway, the [Silversmith Hotel Chicago Downtown](https://www.expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information) is a standout with a traveller rating of 9.4\. Its art deco charm and luxurious amenities, including premium bedding and designer toiletries, set the stage for a cozy retreat. Situated in a shopping district, it's great for those who want to indulge in a little retail therapy together while enjoying the nearby attractions.
> 
>   
> Business travellers will appreciate the convenience of the [Residence Inn Chicago Downtown/Loop](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-Chicago-DowntownLoop.h11544584.Hotel-Information), also rated at 9.4\. With its accessible business centre and meeting rooms, this hotel caters to all work-related needs. The spacious suites with kitchens provide the great space to unwind after a busy day, and the free breakfast on weekends adds extra value to your stay.
> 
>   
> [Staypineapple, An Iconic Hotel, The Loop](https://www.expedia.ca/Chicago-Hotels-Staypineapple.h284792.Hotel-Information), rated 9.4, is another great option for those traveling with pets. The hotel permits dogs and provides food and water bowls, ensuring that your furry friends feel just as welcome. With a location in the bustling business district, it's ideal for both leisure and work, allowing guests to enjoy the vibrant atmosphere of the city.

### What are the best family hotels in Little Italy?

> Another great option is the Bluegreen Vacations Hotel Blake, part of the Ascend Resort Collection, which boasts a great rating of 9.6\. This property also offers connecting rooms and rollaway beds, allowing families to customize their sleeping arrangements. Plus, children can stay for free, making it an excellent value for larger families. With daily housekeeping services, you can enjoy a comfortable and worry-free stay.
> 
>   
> [SpringHill Suites by Marriott Chicago Chinatown](https://www.expedia.ca/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information) is another family-friendly gem with a review score of 9.6\. This hotel features spacious rooms equipped with sofa beds and connecting rooms, superb for families needing extra space. The complimentary buffet breakfast is a delightful start to each day, and the in-room microwaves allow for easy meal prep, making dining convenient for families on the go.
> 
>   
> [Silversmith Hotel Chicago Downtown](https://www.expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information), rated 9.4, combines a central location with family-friendly amenities. With sofa beds, connecting rooms, and free cribs available, it caters well to families. Guests rave about the complimentary breakfast options, which include choices for children, ensuring everyone starts their day with a satisfying meal.
> 
>   
> Lastly, consider the [Residence Inn Chicago Downtown/Loop](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-Chicago-DowntownLoop.h11544584.Hotel-Information), also rated 9.4\. This hotel stands out with its spacious rooms, including connecting rooms and sofa beds, plus the added benefit of free cribs. Families can enjoy the buffet breakfast each morning, and with a well-equipped kitchen in every suite, you can easily prepare meals or snacks for your little ones.

### What are the best 5-star hotels in Little Italy?

### What are the best spa hotels in Little Italy?

> Another fantastic option is the [JW Marriott Chicago](https://www.expedia.ca/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information), rated 9.2\. This hotel takes wellness to the next level with a full-service spa offering a variety of treatments, including body scrubs, massages, and facials. Couples can indulge in intimate experiences, such as pampering together in treatment rooms designed for two. The addition of a sauna enhances the relaxation experience, making this hotel a prime destination for those who value quality and convenience.
> 
>   
> Both hotels provide a blend of luxurious amenities and thoughtful touches, ensuring a memorable stay for couples seeking a romantic and restorative getaway in Little Italy. Whether you're looking to indulge in a couple's massage or simply enjoy the tranquil ambiance, these spa hotels deliver a superb backdrop for relaxation and connection.

### What hotels in Little Italy offer free breakfast?

> Another excellent option is the [SpringHill Suites by Marriott Chicago Chinatown](https://www.expedia.ca/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information), with an excellent review score of 9.6\. This family-friendly property features a delicious buffet breakfast, along with suites that come equipped with kitchens, making it convenient to prepare meals for your little ones. The 24-hour fitness facilities mean you can work out at your convenience, while the nearby historical district provides an engaging exploration area for families looking to immerse themselves in local culture.
> 
>   
> For couples or solo travellers, the [Residence Inn Chicago Downtown/Loop](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-Chicago-DowntownLoop.h11544584.Hotel-Information), boasting a 9.4 rating, offers a blend of comfort and convenience. With spacious suites and a complimentary breakfast on weekends, it's ideal for those seeking a relaxing city escape. The property's grocery shopping service adds an extra layer of ease, allowing guests to settle in and enjoy a home-like experience.
> 
>   
> Whether you're traveling with kids or planning a romantic getaway, these hotels in Little Italy provide the superb blend of amenities and comfort to enhance your stay.

### What are the top boutique hotels in Little Italy?

> For those seeking a great experience, the [Staypineapple, An Iconic Hotel, The Loop](https://www.expedia.ca/Chicago-Hotels-Staypineapple.h284792.Hotel-Information), is another delightful option, rated 9.4 by travellers. Situated in a prime shopping district, this hotel combines modern flair with warm hospitality. Valet parking adds convenience, allowing guests to explore the vibrant surroundings without hassle. The luxurious bathrobes and designer toiletries ensure that every moment spent in the hotel feels like a pampering retreat.
> 
>   
> Couples will find the [Virgin Hotels Chicago](https://www.expedia.ca/Chicago-Hotels-Virgin-Hotels-Chicago.h9119528.Hotel-Information) particularly appealing, with its chic Art Deco design and a strong emphasis on romance, reflected in its 9.2 review score. This hotel not only offers a cozy ambiance but also features couples dining options and champagne service, creating an intimate dining experience. The covered valet parking and luxurious bedding ensure that your stay is both comfortable and stylish.
> 
>   
> Each of these boutique hotels in Little Italy promises an unforgettable experience, superb for travellers who appreciate quality, convenience, and a touch of luxury. Whether you're seeking a romantic getaway or a cozy retreat, these options will cater to your every need, allowing you to create cherished memories in the Windy City.

### What are the best budget hotels in Little Italy?

> Another fantastic option for families is the [SpringHill Suites by Marriott Chicago Chinatown](https://www.expedia.ca/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information), which boasts a review score of 9.6\. This property not only offers a free buffet breakfast but also spacious suites equipped with kitchen facilities, allowing families to prepare their own meals when needed. The 24-hour fitness centre ensures that parents can maintain their workout routines while the kids enjoy the fun of exploring the local historical district.
> 
>   
> For couples or solo travellers, the [Residence Inn Chicago Downtown/Loop](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-Chicago-DowntownLoop.h11544584.Hotel-Information) provides a cozy retreat with a review score of 9.4\. Its spacious suites and free breakfast on weekends make it a great choice for those looking to relax in the heart of the city. With a grocery shopping service and a convenient downtown location, it's superb for anyone wanting to experience the urban vibe of Chicago, whether it's a romantic getaway or a solo adventure.
> 
>   
> These options cater wonderfully to families while also providing experiences that other travellers can enjoy, making them ideal choices for a memorable stay in Little Italy.

### What are the most romantic hotels in Little Italy for couples?

> Another fantastic option is [Virgin Hotels Chicago](https://www.expedia.ca/Chicago-Hotels-Virgin-Hotels-Chicago.h9119528.Hotel-Information), rated 9.2 by guests. This hotel combines stylish Art Deco design with modern comforts, making it an ideal retreat for couples. Enjoy the convenience of a rooftop terrace alongside premium amenities, including designer toiletries and bathrobes. The hotel's proximity to a vibrant shopping district adds to the charm, allowing couples to explore the area together.
> 
>   
> For couples who appreciate a lakeside view, [The Buckingham Hotel](https://www.expedia.ca/Chicago-Hotels-The-Buckingham-Hotel.h1112252.Hotel-Information) offers partial lake views and a serene atmosphere, with a strong review score of 9.0\. This hotel includes a spa with a resort fee inclusive, enabling you to unwind and relax together after a day of exploring the beautiful surroundings.
> 
>   
> These romantic hotels in Little Italy provide a superb blend of luxury, comfort, and charm, making them ideal for couples looking to create unforgettable memories during their stay.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Little Italy hotel booking with Expedia?

### How much is the nightly rate at a Little Italy hotel?

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- [Flights from Toronto (YYZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)

- [Visit Downtown Chicago ](https://www.expedia.ca/Chicago-Downtown-Chicago.dx6350699)
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- [Things to do in Chicago ](https://www.expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)

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