Title: 10 Best Hotels in Sleepy Hollow, Chicago for 2025 | Expedia.ca

  

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# Hotels in Sleepy Hollow, Chicago

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## Go beyond your typical stay in Sleepy Hollow

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&amenities=SPA_ON_SITE)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&amenities=PETS)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&lodging=APART_HOTEL)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&travelerType=family_friendly)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&lodging=APARTMENT)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&lodging=CONDO)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&amenities=HOT_TUB)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&amenities=POOL)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Sleepy+Hollow%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132427&latLong=41.812556%2C-87.740765&adults=2&startDate=2025-10-26&d1=2025-10-26&endDate=2025-10-28&d2=2025-10-28&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6132427&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Sleepy Hollow hotels and places to stay

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

![Suite (Magnificent)](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/53a89031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/edcb7f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/7697ff8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eurostars Magnificent Mile

River North, 13 km from Sleepy Hollow

9.0/10

Wonderful

(3074)

"The hotel has a restaurant on the first floor with patio seating and great views."

CA $151

CA $178 total

includes taxes & fees

Nov 10 - Nov 11

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

![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)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e.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

Streeterville, 13.4 km from Sleepy Hollow

8.8/10

Excellent

(2087)

"Great hotel"

CA $223

CA $262 total

includes taxes & fees

Nov 2 - Nov 3

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

![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)

![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)

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

Streeterville, 14.4 km from Sleepy Hollow

9.4/10

Exceptional

(2182)

"Great hotel "

CA $223

CA $309 total

includes taxes & fees

Nov 9 - Nov 10

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

![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.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)

### Aloft Chicago Mag Mile

Streeterville, 13.4 km from Sleepy Hollow

8.6/10

Excellent

(2860)

"Had a great stay!"

CA $193

CA $227 total

includes taxes & fees

Nov 9 - Nov 10

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

![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, City View | View from room](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/c06f4b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/1792d463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/bb272e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### citizenM Chicago Downtown

Theatre District, 12.7 km from Sleepy Hollow

9.2/10

Wonderful

(3939)

"Great place to stay. "

CA $195

CA $229 total

includes taxes & fees

Nov 10 - Nov 11

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

![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, City View | Living area](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/cc919354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Suite, 1 King Bed, Lake View, Lakeside](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e932b9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e43f096f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Congress Plaza Hotel

The Loop, 11.9 km from Sleepy Hollow

8.0/10

Very good

(9387)

"Beautiful hotel!"

CA $179

CA $210 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/f2c5642d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b812d0f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b5bf3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Chicago

The Loop, 11.7 km from Sleepy Hollow

8.4/10

Very good

(2256)

"We loved this hotel it was beautiful and convenient . "

CA $258

CA $344 total

includes taxes & fees

Oct 23 - Oct 24

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

![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/0030a761.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/1000000/20000/18600/18514/172457c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/d24507d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Chicago/Magnificent Mile Suites

Streeterville, 13.8 km from Sleepy Hollow

8.8/10

Excellent

(3082)

"Our stay was great"

CA $201

CA $236 total

includes taxes & fees

Nov 9 - Nov 10

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

![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/c14e1876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/5132819a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/cb4330d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freehand Chicago

River North, 12.9 km from Sleepy Hollow

8.0/10

Very good

(2457)

"Great place"

CA $95

CA $137 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/59baefbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/18c5ca41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/b9be2277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Chicago Downtown/Magnificent Mile

River North, 12.9 km from Sleepy Hollow

8.4/10

Very good

(4070)

"We definitely will stay there again place was very nice "

CA $225

CA $264 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information)

![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f7f78ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/520a670b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f9eed5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, 2 Double Beds, Non Smoking, Refrigerator (with Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/aeb6fede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western River North Hotel

River North, 12.6 km from Sleepy Hollow

7.8/10

Good

(1022)

"Great stay"

CA $142

CA $166 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Chicago-Hotels-Best-Western-River-North-Hotel.h17227.Hotel-Information)

![American cuisine](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/871940a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/c46ad167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/5b3c70b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Crowne Plaza Chicago West Loop by IHG

10.9 km from Sleepy Hollow

9.0/10

Wonderful

(1592)

"Great Hotel"

CA $182

CA $214 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/2f70f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/f5c52beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/c0ded825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Riu Plaza Chicago

Streeterville, 13.2 km from Sleepy Hollow

9.4/10

Exceptional

(2585)

"Great place to stay "

CA $206

CA $281 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/cbeee5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/68145d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/0c9aebe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/2b6118c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FOUND Hotel Chicago River North

River North, 12.6 km from Sleepy Hollow

8.2/10

Very good

(273)

"Perfect location! Tons of restaurants and shopping nearby! "

CA $109

CA $129 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/3df6d1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/a1af2bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/373ba7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1310000/1305500/1305402/3a3575cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Regal Inn - Chicago O'Hare Airport

17.1 km from Sleepy Hollow

8.0/10

Very good

(1009)

"Inexpensive, close to the airport, clean"

[](https://www.expedia.ca/Chicago-Hotels-Regal-Inn-Chicago-OHare-Airport.h1305402.Hotel-Information)

![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/a23482f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/c8177aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/fd235ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Whitehall Hotel, BW Premier Collection

Streeterville, 13.5 km from Sleepy Hollow

8.2/10

Very good

(3649)

"Great location , good breakfast"

CA $137

CA $161 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f3b451c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f9eb35b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/ca3aaed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, pizza](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/27ecd933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Suites Chicago O'Hare Airport

18.7 km from Sleepy Hollow

8.2/10

Very good

(2651)

"Clean quiet and great location!"

CA $118

CA $134 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/450000/440500/440405/938c3a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/450000/440500/440405/cc07f74b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/450000/440500/440405/1733f91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/450000/440500/440405/0d409450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Chicago O'Hare Airport

27.1 km from Sleepy Hollow

7.6/10

Good

(1468)

"Budget rate rooms - decent price and decent place to sleep"

CA $107

CA $121 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Chicago-Hotels-Super-8-By-Wyndham-Chicago-OHare-Airport.h440405.Hotel-Information)

![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/af0ef9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/c12c78f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/d36b65bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/0ec157ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Centric The Loop Chicago

Theatre District, 11.8 km from Sleepy Hollow

9.0/10

Wonderful

(2176)

"It was an amazing stay!"

CA $255

CA $299 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.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)

![In-room safe, desk, laptop workspace, free cribs/infant beds](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/64c4029a.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/77000000/76460000/76459200/76459163/5496cb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### voco Chicago Downtown - Riverwalk by IHG

River North, 12 km from Sleepy Hollow

8.8/10

Excellent

(3202)

"Great stay "

CA $223

CA $262 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.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=2025-10-26&endDate=2025-10-27&regionId=6132427&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Sleepy Hollow

Find the best Sleepy Hollow areas and neighborhoods for the activities you enjoy most.

-   Downtown Chicago
-   Magnificent Mile
-   The Loop
-   River North
-   Lincoln Park

![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 modern architecture and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54398-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24578-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Lincoln Park Zoo showing autumn colours and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26661-Lincoln-Park-Zoo.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24579-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Chicago History Museum featuring interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24583-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6059328)

![Lincoln Park map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:u%7E%7C%7EFhscvO%40%7DMjAWEyE_JFsDaCAl%40qDD%3F%7DBjU_%40AkAiAQ%40aWbAKAyFqALQeJzAIKaNiAJOgUTi%40%7E%40KEgF_BD%3FuMbBMc%40_NiAAI%7DImAIKmB%7CAQMeVxAKQ%7BOwGaCnCQHeCtBKFgC%7DAUSaGbBIx%40i%60Axp%40mMbD%7EGpa%40%7DJpR%7DM%60NgVzGrLV%60n%40mJ%7EEh%40%60AfIKClIuCNp%40xRrBWl%40b%7EAoEJoElF%7CArEjIiGKpNoVzJqItQvCfKsArA%7DL%60FuXhVm%40%60NaKhR%7BK%7CAcFbKiAzFsK_MqLbN%7DAJ&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=KktfaLNeQ_9ZFVphttKdls3N5TA=)

### Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6059328)

## Top Sleepy Hollow Hotel Reviews

![Holiday Inn Chicago Dwtn - The Mart by IHG](//images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344_y.jpg)

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

10/10 Excellent

"Great hotel - great location. It's a bummer that the view from the restaurant/bar isn't as cool as it used to be, because of the new buildings in front of it, but it's still pretty - and the drinks and food are very good. Room was very nice and clean. "

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

![Embassy Suites by Hilton Chicago Downtown River North](//images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"The onsite parking is worth the money compared to other lots. Walk where you can. The Embassy is in the perfect location for a lot of attractions."

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![The Allegro Royal Sonesta Hotel Chicago Loop](//images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg)

### The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"We stayed here for two nights, and I would definitely stay again. It is located next to the Cadillac Palace theater, and about a block from the Wells and Washington L stop. It was easy to take the train around the city, or walk to beautiful city views and great restaurants. The staff was friendly, the room was clean and quiet. Great for a weekend in Chicago!"

[](https://expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information)

![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg)

### The Whitehall Hotel, BW Premier Collection

10/10 Excellent

"This was definitely the perfect choice to stay "

[](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information)

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

### Hyatt Regency Chicago

10/10 Excellent

"Lovely hotel"

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

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

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

10/10 Excellent

"Absolutely loved this place.... views were great, staff was great, atmosphere was great! One of my most favorite places to stay."

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

![Aloft Chicago Mag Mile](//images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/8b47be0c_y.jpg)

### Aloft Chicago Mag Mile

10/10 Excellent

"The room was a bit dusty in places but overall great experience "

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

![citizenM Chicago Downtown](//images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg)

### citizenM Chicago Downtown

10/10 Excellent

"The property of the hotel was very much nice , art work was uniquely designed ! Very tea as the new generation would say ! The distant of everything being close to the river, Michigan Ave and very good restaurants . I believe this will be our new Chicago hotel every time we stay ! "

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

![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg)

### Congress Plaza Hotel

10/10 Excellent

"This was our 3rd time staying here in 6 months. As always…excellent experience! "

[](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

## Frequently asked questions

### What are the best family hotels in Sleepy Hollow?

> The [Carlton Inn Midway](https://www.expedia.ca/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) in Chicago is a fantastic option for families seeking comfort and convenience during their travels. This family-friendly hotel offers complimentary cribs and free stays for children, making it an excellent choice for those traveling with little ones.

### What hotels in Sleepy Hollow offer free breakfast?

> [Carlton Inn Midway](https://www.expedia.ca/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) in Chicago is an excellent choice for travellers seeking a family-friendly atmosphere with convenient amenities. This welcoming hotel offers a complimentary continental breakfast, ensuring that families can start their day off right without any hassle. The 24-hour airport shuttle service makes it easy for guests to navigate their travel plans, great for families arriving with little ones in tow.

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

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Sleepy Hollow hotel for you.

### How can I save on a Sleepy Hollow hotel booking with Expedia?

> Before booking your Sleepy Hollow hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.

### How much is the nightly rate at a Sleepy Hollow hotel?

> Hotel prices in Sleepy Hollow often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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-   [Lavergne Hotels](https://www.expedia.ca/Lavergne-Hotels.d6132171.Travel-Guide-Hotels)
-   [Lawndale Hotels](https://www.expedia.ca/Lawndale-Chicago-Hotels.0-n553248635976384042-0.Travel-Guide-Filter-Hotels)
-   [Little Village Hotels](https://www.expedia.ca/Little-Village-Chicago-Hotels.0-n6132436-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Marquette Park](https://www.expedia.ca/Marquette-Park-Hotels.0-l507385-0.Travel-Guide-Filter-Hotels)
-   [Mckinley Park Hotels](https://www.expedia.ca/McKinley-Park-Chicago-Hotels.0-n6132389-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Midway Intl.](https://www.expedia.ca/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Midway Station](https://www.expedia.ca/Midway-Station-Hotels.d6211025.Travel-Guide-Hotels)
-   [New City Hotels](https://www.expedia.ca/New-City-Chicago-Hotels.0-n6132388-0.Travel-Guide-Filter-Hotels)
-   [North Lawndale Hotels](https://www.expedia.ca/North-Lawndale-Chicago-Hotels.0-n6132403-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Pulaski Station](https://www.expedia.ca/Pulaski-Station-Hotels.d6211019.Travel-Guide-Hotels)
-   [Hotels near Saint Anthony Hospital](https://www.expedia.ca/Saint-Anthony-Hospital-Hotels.0-l553248635997986659-0.Travel-Guide-Filter-Hotels)
-   [Stickney Hotels](https://www.expedia.ca/Stickney-Hotels.d6132201.Travel-Guide-Hotels)
-   [Summit Hotels](https://www.expedia.ca/Summit-Hotels.d177671.Travel-Guide-Hotels)
-   [West Lawn Hotels](https://www.expedia.ca/West-Lawn-Chicago-Hotels.0-n6132413-0.Travel-Guide-Filter-Hotels)

-   [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)
-   [Flights to Midway Intl.](https://www.expedia.ca/Cheap-Flights-To-Midway-Intl.d5719117.Travel-Guide-Flights)
-   [Flights from Midway Intl.](https://www.expedia.ca/lp/airports/mdw/flights-from-midway-intl-airport)
-   [Porter Airlines Toronto (YTZ) to Chicago (MDW) flights](https://www.expedia.ca/lp/flight-routes/porter-airlines-from-billy-bishop-toronto-city-to-midway-intl/pd/ytz/mdw)
-   [Porter Airlines Ottawa (YOW) to Chicago (MDW) flights](https://www.expedia.ca/lp/flight-routes/porter-airlines-from-macdonald-cartier-intl-to-midway-intl/pd/yow/mdw)
-   [Porter Airlines Montreal (YUL) to Chicago (MDW) flights](https://www.expedia.ca/lp/flight-routes/porter-airlines-from-pierre-elliott-trudeau-intl-to-midway-intl/pd/yul/mdw)
-   [Porter Airlines Thunder Bay (YQT) to Chicago (MDW) flights](https://www.expedia.ca/lp/flight-routes/porter-airlines-from-thunder-bay-intl-to-midway-intl/pd/yqt/mdw)
-   [Flights from Lake Of The Ozarks (AIZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/aiz/mdw/lake-of-the-ozarks-to-chicago)
-   [Flights from Atlanta (ATL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/atl/mdw/atlanta-to-chicago)
-   [Flights from Aurora (AUZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/auz/mdw/aurora-to-chicago)
-   [Flights from Bellingham (BLI) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bli/mdw/bellingham-to-chicago)
-   [Flights from Boston (BOS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bos/mdw/boston-to-chicago)
-   [Flights from Buffalo (BUF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/buf/mdw/buffalo-to-chicago)
-   [Flights from Baltimore (BWI) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bwi/mdw/baltimore-to-chicago)
-   [Flights from Sault Ste. Marie (CIU) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ciu/mdw/sault-ste-marie-to-chicago)
-   [Flights from Delhi (DEL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/del/mdw/delhi-to-chicago)
-   [Flights from Detroit (DTW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/dtw/mdw/detroit-to-chicago)
-   [Flights from Newark Liberty Intl. Airport (EWR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ewr/mdw/newark-liberty-intl-airport-to-chicago)
-   [Flights from Fishers Island (FID) to Chicago (MDW)](https://www.expedia.ca/lp/flights/fid/mdw/fishers-island-to-chicago)
-   [Flights from Niagara Falls (IAG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/iag/mdw/niagara-falls-to-chicago)
-   [Flights from Las Vegas (LAS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/las/mdw/las-vegas-to-chicago)
-   [Flights from Montego Bay (MBJ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mbj/mdw/montego-bay-to-chicago)
-   [Flights from Orlando (MCO) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mco/mdw/orlando-to-chicago)
-   [Flights from Michigan City (MGC) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mgc/mdw/michigan-city-to-chicago)
-   [Flights from Minneapolis (MSP) to Chicago (MDW)](https://www.expedia.ca/lp/flights/msp/mdw/minneapolis-to-chicago)
-   [Flights from Ogdensburg (OGS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ogs/mdw/ogdensburg-to-chicago)
-   [Flights from Omaha (OMA) to Chicago (MDW)](https://www.expedia.ca/lp/flights/oma/mdw/omaha-to-chicago)
-   [Flights from Ontario (ONT) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ont/mdw/ontario-to-chicago)
-   [Flights from Plattsburgh (PBG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/pbg/mdw/plattsburgh-to-chicago)
-   [Flights from Philadelphia (PHL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/phl/mdw/philadelphia-to-chicago)
-   [Flights from South Bend (SBN) to Chicago (MDW)](https://www.expedia.ca/lp/flights/sbn/mdw/south-bend-to-chicago)
-   [Flights from Seattle (SEA) to Chicago (MDW)](https://www.expedia.ca/lp/flights/sea/mdw/seattle-to-chicago)
-   [Flights from Brandon (YBR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ybr/mdw/brandon-to-chicago)
-   [Flights from Edmonton (YEG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yeg/mdw/edmonton-to-chicago)
-   [Flights from Hamilton (YHM) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yhm/mdw/hamilton-to-chicago)
-   [Flights from Halifax (YHZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yhz/mdw/halifax-to-chicago)
-   [Flights from Kelowna (YLW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ylw/mdw/kelowna-to-chicago)
-   [Flights from Ottawa (YOW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yow/mdw/ottawa-to-chicago)
-   [Flights from Peterborough (YPQ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ypq/mdw/peterborough-to-chicago)
-   [Flights from Québec (YQB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqb/mdw/quebec-to-chicago)
-   [Flights from Windsor (YQG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqg/mdw/windsor-to-chicago)
-   [Flights from Moncton (YQM) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqm/mdw/moncton-to-chicago)
-   [Flights from Thunder Bay (YQT) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqt/mdw/thunder-bay-to-chicago)
-   [Flights from Sudbury (YSB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ysb/mdw/sudbury-to-chicago)
-   [Flights from Timmins (YTS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yts/mdw/timmins-to-chicago)
-   [Flights from Toronto (YTZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ytz/mdw/toronto-to-chicago)
-   [Flights from Montreal (YUL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yul/mdw/montreal-to-chicago)
-   [Flights from Vancouver (YVR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yvr/mdw/vancouver-to-chicago)
-   [Flights from Winnipeg (YWG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ywg/mdw/winnipeg-to-chicago)
-   [Flights from Saskatoon (YXE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yxe/mdw/saskatoon-to-chicago)
-   [Flights from North Bay (YYB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yyb/mdw/north-bay-to-chicago)
-   [Flights from Calgary (YYC) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yyc/mdw/calgary-to-chicago)
-   [Flights from Toronto (YYZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yyz/mdw/toronto-to-chicago)
-   [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)

-   [Ace Rental Cars in Midway Intl.](https://www.expedia.ca/Ace-Car-Rentals-In-Midway-Intl.d5719117-c2.Car-Rental-Guide-Suppliers)
-   [Alamo Rent A Car Rental Cars in Midway Intl.](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Midway-Intl.d5719117-c6.Car-Rental-Guide-Suppliers)
-   [Budget Rental Cars in Midway Intl.](https://www.expedia.ca/Budget-Car-Rentals-In-Midway-Intl.d5719117-c39.Car-Rental-Guide-Suppliers)
-   [Rental cars Midway Intl. airport](https://www.expedia.ca/Car-Rentals-In-Midway-Intl.d5719117.Car-Rental-Guide)
-   [Dollar Rent A Car Rental Cars in Midway Intl.](https://www.expedia.ca/Dollar-Rent-A-Car-Car-Rentals-In-Midway-Intl.d5719117-c43.Car-Rental-Guide-Suppliers)
-   [Enterprise Rental Cars in Midway Intl.](https://www.expedia.ca/Enterprise-Car-Rentals-In-Midway-Intl.d5719117-c15.Car-Rental-Guide-Suppliers)
-   [Express Travel Group Rental Cars in Midway Intl.](https://www.expedia.ca/Express-Travel-Group-Car-Rentals-In-Midway-Intl.d5719117-c1124.Car-Rental-Guide-Suppliers)
-   [Hertz Rental Cars in Midway Intl.](https://www.expedia.ca/Hertz-Car-Rentals-In-Midway-Intl.d5719117-c40.Car-Rental-Guide-Suppliers)
-   [Premium Car Rentals near Midway Intl.](https://www.expedia.ca/Premium-Car-Rentals-In-Midway-Intl.d5719117-tPremium.Car-Rental-Guide-Class)
-   [Van Car Rentals near Midway Intl.](https://www.expedia.ca/Van-Car-Rentals-In-Midway-Intl.d5719117-tVan.Car-Rental-Guide-Class)

-   [Book Hotels in Sleepy Hollow on Expedia.com](https://www.expedia.com/Sleepy-Hollow-Chicago-Hotels.0-n6132427-0.Travel-Guide-Filter-Hotels)

-   Explore a world of travel with Expedia

### Hotels in top Chicago neighborhoods

-   [Hotels in Downtown Chicago](https://expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Magnificent Mile](https://expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels)
-   [Hotels in The Loop](https://expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels)
-   [Hotels in River North](https://expedia.ca/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Lincoln Park](https://expedia.ca/Lincoln-Park-Chicago-Hotels.0-n6059328-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Theatre District](https://expedia.ca/Theatre-District-Chicago-Hotels.0-n651190586167894016-0.Travel-Guide-Filter-Hotels)
-   [Hotels in West Loop](https://expedia.ca/West-Loop-Chicago-Hotels.0-n553248634029130868-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Lakeview](https://expedia.ca/Lakeview-Chicago-Hotels.0-n178166-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Streeterville](https://expedia.ca/Streeterville-Chicago-Hotels.0-n6130109-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Near North Side](https://expedia.ca/Near-North-Side-Chicago-Hotels.0-n137043-0.Travel-Guide-Filter-Hotels)
-   [Hotels in O'Hare](https://expedia.ca/OHare-Chicago-Hotels.0-n553248635074842747-0.Travel-Guide-Filter-Hotels)
-   [Hotels in West Town](https://expedia.ca/West-Town-Chicago-Hotels.0-n6132439-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Near West Side](https://expedia.ca/Near-West-Side-Chicago-Hotels.0-n6132434-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Near South Side](https://expedia.ca/Near-South-Side-Chicago-Hotels.0-n6132399-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Wrigleyville](https://expedia.ca/Wrigleyville-Chicago-Hotels.0-n6338684-0.Travel-Guide-Filter-Hotels)
-   [Hotels in South Loop](https://expedia.ca/South-Loop-Chicago-Hotels.0-n6130108-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Hyde Park](https://expedia.ca/Hyde-Park-Chicago-Hotels.0-n117842-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Old Town Chicago](https://expedia.ca/Old-Town-Chicago-Chicago-Hotels.0-n6351828-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Wicker Park](https://expedia.ca/Wicker-Park-Chicago-Hotels.0-n6227639-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Gold Coast](https://expedia.ca/Gold-Coast-Chicago-Hotels.0-n6130105-0.Travel-Guide-Filter-Hotels)

### Hotels near popular Chicago Attractions

-   [Hotels near Wrigley Field](https://expedia.ca/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Michigan Avenue](https://expedia.ca/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Navy Pier](https://expedia.ca/Navy-Pier-Hotels.0-l6069215-0.Travel-Guide-Filter-Hotels)
-   [Hotels near McCormick Place](https://expedia.ca/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Millennium Park](https://expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Soldier Field](https://expedia.ca/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Grant Park](https://expedia.ca/Grant-Park-Hotels.0-l507389-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Chicago Riverwalk](https://expedia.ca/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Lake Michigan](https://expedia.ca/Lake-Michigan-Hotels.0-l6338716-0.Travel-Guide-Filter-Hotels)
-   [Hotels near United Center](https://expedia.ca/United-Center-Hotels.0-l6064077-0.Travel-Guide-Filter-Hotels)

### More Accommodation Types in Sleepy Hollow

-   [Apartments in Chicago](https://expedia.ca/Chicago-Apartments.d178248-aaApartments.Travel-Guide-Accommodation)
-   [Vacation Homes in Chicago](https://expedia.ca/Chicago-Private-Vacation-Homes.d178248-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Condo Rentals in Chicago](https://expedia.ca/Chicago-Condos.d178248-aaCondos.Travel-Guide-Accommodation)
-   [Aparthotels in Chicago](https://expedia.ca/Chicago-Apart-Hotels.d178248-aaApartHotels.Travel-Guide-Accommodation)
-   [Motels in Chicago](https://expedia.ca/Chicago-Motels.d178248-aaMotels.Travel-Guide-Accommodation)
-   [B&B in Chicago](https://expedia.ca/Chicago-Bed-And-Breakfast.d178248-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cottages in Chicago](https://expedia.ca/Chicago-Cottages.d178248-aaCottages.Travel-Guide-Accommodation)
-   [Guest Houses in Chicago](https://expedia.ca/Chicago-Guest-Houses.d178248-aaGuestHouses.Travel-Guide-Accommodation)
-   [Villas in Chicago](https://expedia.ca/Chicago-Villas.d178248-aaVillas.Travel-Guide-Accommodation)
-   [Hostels in Chicago](https://expedia.ca/Chicago-Hostels.d178248-aaHostels.Travel-Guide-Accommodation)
-   [Resorts in Chicago](https://expedia.ca/Chicago-Resort-Hotels.d178248-aaResortHotels.Travel-Guide-Accommodation)
-   [Cabin Rentals in Chicago](https://expedia.ca/Chicago-Cabins.d178248-aaCabins.Travel-Guide-Accommodation)
-   [Farmstay in Chicago](https://expedia.ca/Chicago-Agritourism.d178248-aaAgritourism.Travel-Guide-Accommodation)
-   [RV Parks in Chicago](https://expedia.ca/Chicago-RV-Parks.d178248-aaRVParks.Travel-Guide-Accommodation)
-   [Houseboats in Chicago](https://expedia.ca/Chicago-Houseboats.d178248-aaHouseboats.Travel-Guide-Accommodation)
-   [Inns in Chicago](https://expedia.ca/Chicago-Inns.d178248-aaInns.Travel-Guide-Accommodation)
-   [Residences in Chicago](https://expedia.ca/Chicago-Residences.d178248-aaResidences.Travel-Guide-Accommodation)

### Hotels Close to Nearby Airports

-   [Hotels near O'Hare Intl. Airport](https://expedia.ca/OHare-Intl-Airport-Hotels.0-aORD-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Midway Intl. Airport](https://expedia.ca/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Chicago Executive Airport](https://expedia.ca/Chicago-Executive-Airport-Hotels.0-aPWK-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Dupage Airport](https://expedia.ca/Dupage-Airport-Hotels.0-aDPA-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Greater Rockford Airport](https://expedia.ca/Greater-Rockford-Airport-Hotels.0-aRFD-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Gary - Chicago Intl. Airport](https://expedia.ca/Gary-Chicago-Intl-Airport-Hotels.0-aGYY-0.Travel-Guide-Filter-Hotels)

### Sleepy Hollow Hotels by Star Rating

-   [2 Star Hotels in Sleepy Hollow](https://expedia.ca/2Star-Sleepy-Hollow-Chicago-Hotels.s20-n6132427-0.Travel-Guide-Filter-Hotels)
-   [3 Star Hotels in Sleepy Hollow](https://expedia.ca/3Star-Sleepy-Hollow-Chicago-Hotels.s30-n6132427-0.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in Sleepy Hollow](https://expedia.ca/4Star-Sleepy-Hollow-Chicago-Hotels.s40-n6132427-0.Travel-Guide-Filter-Hotels)
-   [5 Star Hotels in Sleepy Hollow](https://expedia.ca/5Star-Sleepy-Hollow-Chicago-Hotels.s50-n6132427-0.Travel-Guide-Filter-Hotels)

### Sleepy Hollow Hotels by Brand

-   [Best Western Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-Best-Western.0-n6132427-0--bBestWestern.Travel-Guide-Filter-Hotels)
-   [Club Quarters Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-Club-Quarters.0-n6132427-0--bClubQuarters.Travel-Guide-Filter-Hotels)
-   [Fairmont Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-Fairmont.0-n6132427-0--bFairmont.Travel-Guide-Filter-Hotels)
-   [Hilton Hotels Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-Hilton-Hotels.0-n6132427-0--bHiltonHotels.Travel-Guide-Filter-Hotels)
-   [Independent Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-Independent.0-n6132427-0--bIndependent.Travel-Guide-Filter-Hotels)
-   [La Quinta Inn & Suites Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-La-Quinta-Inn-Suites.0-n6132427-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels)
-   [Loews Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-Loews.0-n6132427-0--bLoews.Travel-Guide-Filter-Hotels)
-   [Marriott Hotels & Resorts Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-Marriott-Hotels-Resorts.0-n6132427-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
-   [Motel 6 Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-Motel-6.0-n6132427-0--bMotel6.Travel-Guide-Filter-Hotels)
-   [Red Roof Inn Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-Red-Roof-Inn.0-n6132427-0--bRedRoofInn.Travel-Guide-Filter-Hotels)
-   [Sonesta Hotel Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-Sonesta-Hotel.0-n6132427-0--bSonestaHotel.Travel-Guide-Filter-Hotels)
-   [Wyndham Hotels Hotels](https://expedia.ca/Sleepy-Hollow-Chicago-Hotels-Wyndham-Hotels.0-n6132427-0--bWyndhamHotels.Travel-Guide-Filter-Hotels)

### Explore more hotels

-   [The Whitehall Hotel, BW Premier Collection](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information)
-   [Sable at Navy Pier Chicago, Curio Collection by Hilton](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)
-   [Aloft Chicago Mag Mile](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)
-   [Crowne Plaza Chicago West Loop by IHG](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information)
-   [The Wade](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)
-   [Palmer House a Hilton Hotel](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)
-   [The Royal Sonesta Chicago Downtown](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)
-   [Hyatt Regency Chicago](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)
-   [DoubleTree by Hilton Chicago - Magnificent Mile](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)
-   [River Hotel](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)
-   [Hilton Chicago](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)
-   [Hotel Riu Plaza Chicago](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

[See a list of all hotels in Chicago](https://expedia.ca/All-Chicago-Hotels.d178248.Travel-Guide-City-All-Hotels)

### More ways to book

-   [Book Hotels in Sleepy Hollow on Expedia.com](https://www.expedia.com/Sleepy-Hollow-Chicago-Hotels.0-n6132427-0.Travel-Guide-Filter-Hotels)

### Expedia's Latest Trends

Hotels

-   [Hotels in Fulton Market](https://expedia.ca/Fulton-Market-Chicago-Hotels.0-n553248635976007493-0.Travel-Guide-Filter-Hotels)
-   [Hotels in The Loop](https://expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels)
-   [Downtown Chicago Hotels with Free Parking](https://expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Free-Parking.0-n6350699-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
-   [Downtown Chicago Cheap Hotels](https://expedia.ca/Downtown-Chicago-Chicago-Hotels-Cheap-Hotels.0-n6350699-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels in Magnificent Mile](https://expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels)
-   [Hotels in River North](https://expedia.ca/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Wicker Park](https://expedia.ca/Wicker-Park-Chicago-Hotels.0-n6227639-0.Travel-Guide-Filter-Hotels)
-   [Soldier Field hotels](https://expedia.ca/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Gold Coast](https://expedia.ca/Gold-Coast-Chicago-Hotels.0-n6130105-0.Travel-Guide-Filter-Hotels)
-   [United Center hotels](https://expedia.ca/United-Center-Hotels.0-l6064077-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Lincoln Park](https://expedia.ca/Lincoln-Park-Chicago-Hotels.0-n6059328-0.Travel-Guide-Filter-Hotels)
-   [McCormick Place hotels](https://expedia.ca/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Downtown Chicago](https://expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)
-   [Wrigley Field hotels](https://expedia.ca/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels)
-   [Hotels in West Loop](https://expedia.ca/West-Loop-Chicago-Hotels.0-n553248634029130868-0.Travel-Guide-Filter-Hotels)
-   [Lollapalooza hotels](https://expedia.ca/Lollapalooza-Hotels.0-l553248635977254161-0.Travel-Guide-Filter-Hotels)
-   [Michigan Avenue hotels](https://expedia.ca/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels)
-   [Art Institute of Chicago hotels](https://expedia.ca/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels)
-   [Millennium Park hotels](https://expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels)
-   [Chicago Riverwalk hotels](https://expedia.ca/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels)

Flights

-   [Cheap Flights to India](https://expedia.ca/Destinations-In-India.d80.Flight-Destinations)

Packages

-   [Navy Pier](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction)
-   [Chicago Museum of Science and Industry](https://expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction)
-   [Lincoln Park Zoo](https://expedia.ca/Lincoln-Park-Zoo-Lincoln-Park.d6065147.Vacation-Attraction)
-   [Willis Tower](https://expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction)
-   [Downtown Chicago Trip](https://expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides)
-   [Grant Park](https://expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction)

General

-   [Visit Magnificent Mile](https://expedia.ca/Chicago-Magnificent-Mile.dx800025)
-   [Visit The Loop](https://expedia.ca/Chicago-The-Loop.dx800024)
-   [Visit Downtown Chicago](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699)