Title: Book The Best Hotels in Southwest Side, IL for 2026 from CA $73 - Fully Refundable Options - Expedia.ca

[Southwest Side Travel Guide](https://expedia.ca/Southwest-Side.dx553248635976475403)[Vacation Rentals in Southwest Side](https://expedia.ca/Southwest-Side-Vacation-Rentals.d553248635976475403.Travel-Guide-VacationRentals)[Flights to Southwest Side](https://expedia.ca/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights)[Southwest Side Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Side.d553248635976475403.Car-Rental-Guide)[Southwest Side Vacation Packages](https://expedia.ca/Southwest-Side.d553248635976475403.Destination-Travel-Guides)

![Chicago, IL showing interior views, heritage elements and an airport](https://images.trvl-media.com/place/5719117/ef1b962b-07e6-469b-abf5-73ab99ceb6ee.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by by Midway Intl Airport

# Find hotels in Southwest Side, IL from CA $73

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## Go beyond your typical stay in Southwest Side

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&travelerType=family_friendly)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&amenities=SPA_ON_SITE)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&lodging=APART_HOTEL)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&amenities=HOT_TUB)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&amenities=PETS)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&lodging=APARTMENT)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&amenities=WATER_PARK)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&lodging=COTTAGE)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-01-16&d1=2026-01-16&endDate=2026-01-18&d2=2026-01-18&lodging=CONDO)

## Check prices for these dates

Tonight

[Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976475403&startDate=2026-01-02&endDate=2026-01-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976475403&startDate=2026-01-03&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976475403&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976475403&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Southwest Side hotels

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/f68ff75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/w3835h2161x6y0-831944db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Mobility Accessible (Accessible Tub)](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/eae811db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/w3836h2161x5y0-7f85e9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Chicago – Midway Airport S by IHG

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information)

West Lawn

8.4/10

Very good

(1001)

"Nice room, chill environment and a super fun staff! Watching the Bears game in the bar was a blast."

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

Wayne

CA $145

CA $184 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information)

![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/f9196562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/26ad2ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/073ee6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/acd4cf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carlton Inn Midway

[](https://www.expedia.ca/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information)

Archer Heights

6.4/10

(1002)

"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."

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

Charles

CA $127

CA $149 total

includes taxes & fees

Jan 3 - Jan 4

[](https://www.expedia.ca/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/84aefbd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-refrigerator](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/b118c2d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/953521af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/3da50eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Skylark Motel

[](https://www.expedia.ca/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information)

Garfield Ridge

4.6/10

(119)

"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."

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

Stephen

CA $111

CA $131 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information)

![Room, 1 Queen Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/5c5ac2f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/132642eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/5248f523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/7ebf8cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rainbow Motel

[](https://www.expedia.ca/Chicago-Hotels-Rainbow-Motel.h115345673.Hotel-Information)

Garfield Ridge

5.8/10

(18)

"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "

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

Conner

CA $133

CA $170 total

includes taxes & fees

Jan 3 - Jan 4

[](https://www.expedia.ca/Chicago-Hotels-Rainbow-Motel.h115345673.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)

![Business centre](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/511c43ea.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)

![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)

Downtown Chicago

8.8/10

Excellent

(4882)

"Clean friendly hotel "

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

maria

CA $100

CA $118 total

includes taxes & fees

Jan 24 - Jan 25

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

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

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

Downtown Chicago

8.6/10

Excellent

(3002)

"Great place to stay"

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

Elisha

CA $112

CA $132 total

includes taxes & fees

Jan 7 - Jan 8

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

![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/2866aa1e.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)

![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)

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

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

Downtown Chicago

9.4/10

Exceptional

(2306)

"Great stay!"

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

Angela

CA $132

CA $201 total

includes taxes & fees

Jan 13 - Jan 14

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

![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Riu Plaza Chicago

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

Downtown Chicago

9.4/10

Exceptional

(3092)

"Second time to stay here, everything is great!"

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

Wei

CA $137

CA $199 total

includes taxes & fees

Jan 4 - Jan 5

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

![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6efd5146.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)

![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)

### The Wade

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

Downtown Chicago

8.4/10

Very good

(1562)

"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 8 - Jan 9

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

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2.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)

![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)

### Congress Plaza Hotel

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

Downtown Chicago

8.0/10

Very good

(9747)

"Wonderful stay!"

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

Zach

CA $107

CA $126 total

includes taxes & fees

Jan 3 - Jan 4

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

![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.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)

![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)

### DoubleTree by Hilton Chicago - Magnificent Mile

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

Downtown Chicago

8.8/10

Excellent

(2212)

"It was a beautiful stay "

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

Donald

CA $117

CA $137 total

includes taxes & fees

Jan 8 - Jan 9

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

![Reception](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/c8521e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/fbf72db1.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/1000000/20000/17300/17288/bebf91fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Swissotel - Chicago

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

Downtown Chicago

9.0/10

Wonderful

(3080)

"Amazing staff and location beautiful hotel "

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

RANDIE

CA $156

CA $224 total

includes taxes & fees

Jan 3 - Jan 4

[](https://www.expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.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/w3837h2695x3y3-e619dd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/fb110cc2.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)

Downtown Chicago

9.4/10

Exceptional

(3426)

"The Hotel was amazing great location "

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

Donnisha

CA $198

CA $272 total

includes taxes & fees

Jan 20 - Jan 21

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

![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)

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

### Hilton Chicago/Magnificent Mile Suites

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

Downtown Chicago

9.0/10

Wonderful

(3649)

"Great place to stay "

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

RaShawna

CA $123

CA $144 total

includes taxes & fees

Jan 11 - Jan 12

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

![Lobby](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/74cf409f.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)

![Interior](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/d2c9858e.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)

Downtown Chicago

8.8/10

Excellent

(2029)

"Great stay"

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

Kramer

CA $101

CA $118 total

includes taxes & fees

Jan 18 - Jan 19

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

![Standard Room](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/22cb8b3e.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)

![Front of property](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/43039f7e.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)

Downtown Chicago

8.4/10

Very good

(3014)

"Every thing is perfect, the location, safe for solo travel. "

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

Ken

CA $85

CA $141 total

includes taxes & fees

Jan 11 - Jan 12

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

Downtown Chicago

8.8/10

Excellent

(3550)

"Great location and breakfast.. can be a bit pricey but worth it. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Shaurya

CA $158

CA $185 total

includes taxes & fees

Jan 15 - Jan 16

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

![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/461957e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/186b641d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/63edec8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/19cc7c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Centric Chicago Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(1055)

"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "

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

Rebecca

CA $134

CA $198 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.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)

![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)

![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)

### Club Quarters Hotel, Central Loop, Chicago

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

Downtown Chicago

8.8/10

Excellent

(3351)

"Great hotel "

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

Anthony

CA $99

CA $116 total

includes taxes & fees

Jan 28 - Jan 29

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

![Exterior](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/71356b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/2435ca6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/be69fa71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Embassy Suites by Hilton Chicago Downtown Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information)

Downtown Chicago

8.2/10

Very good

(2790)

"Great hotel staff and location. "

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

Jacqueline

CA $118

CA $178 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.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=2026-01-16&endDate=2026-01-17&regionId=553248635976475403&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

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Sign up, it's free

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## Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Union Stock Yard Gate as you discover things to see and do in Southwest Side.

[See all hotels in Southwest Side](https://www.expedia.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-17&adults=2&regionId=553248635976475403)

![Chicago, IL showing interior views, heritage elements and an airport](https://images.trvl-media.com/place/5719117/ef1b962b-07e6-469b-abf5-73ab99ceb6ee.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

Photo by by Midway Intl Airport

### Stay near popular Southwest Side attractions

[](https://expedia.ca/Marquette-Park-Hotels.0-l507385-0.Travel-Guide-Filter-Hotels)

#### Marquette Park

After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=507385)

[](https://expedia.ca/Holy-Cross-Hospital-Hotels.0-l553248635997987118-0.Travel-Guide-Filter-Hotels)

#### Holy Cross Hospital

Though Holy Cross Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Chicago while you are here. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635997987118)

[](https://expedia.ca/St-Bernard-Hospital-Hotels.0-l553248635997986877-0.Travel-Guide-Filter-Hotels)

#### St. Bernard Hospital

Though St. Bernard Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Chicago while you are here. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635997986877)

[](https://expedia.ca/SS-Peter-And-Paul-Church-Hotels.0-l6247219-0.Travel-Guide-Filter-Hotels)

#### S.S. Peter and Paul Church

After visiting S.S. Peter and Paul Church, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6247219)

[](https://expedia.ca/Balzekas-Museum-Of-Lithuanian-Culture-Hotels.0-l553248621555594769-0.Travel-Guide-Filter-Hotels)

#### Balzekas Museum of Lithuanian Culture

You can spend time exploring the galleries in Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621555594769)

## More cheap stays in Southwest Side

![Motel 6 Naperville, IL](https://images.trvl-media.com/lodging/1000000/10000/9300/9225/4ecd9a2e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL

CA $65

CA $73 total

Jan 13 - Jan 14

includes taxes & fees

7.8/10 Good! (1,175 reviews)

[](https://expedia.ca/Chicago-Hotels-Motel-6-Naperville.h9225.Hotel-Information)

![Motel 6 Schiller Park, IL - Chicago O'Hare](https://images.trvl-media.com/lodging/1000000/990000/983700/983642/4802495f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

CA $72

CA $82 total

Jan 11 - Jan 12

includes taxes & fees

6.4/10 (1,902 reviews)

[](https://expedia.ca/Chicago-Hotels-Motel-6-Schiller-Park.h983642.Hotel-Information)

![Quality Inn O'Hare Airport](https://images.trvl-media.com/lodging/1000000/20000/12700/12621/8f09eb11_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn O'Hare Airport

3801 North Mannheim Road Schiller Park IL

CA $86

CA $98 total

Feb 1 - Feb 2

includes taxes & fees

7.6/10 Good! (1,847 reviews)

[](https://expedia.ca/Chicago-Hotels-Quality-Inn-OHare-Airport.h12621.Hotel-Information)

![Best Western Grant Park Hotel](https://images.trvl-media.com/lodging/1000000/30000/23100/23023/a243f0c9_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

CA $99

CA $116 total

Jan 6 - Jan 7

includes taxes & fees

8/10 Very Good! (2,671 reviews)

[](https://expedia.ca/Chicago-Hotels-Best-Western-Grant-Park-Hotel.h23023.Hotel-Information)

![SureStay Plus Hotel by Best Western Chicago Lombard](https://images.trvl-media.com/lodging/1000000/20000/10700/10641/w3838h2556x2y3-00664b38_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

CA $109

CA $121 total

Jan 9 - Jan 10

includes taxes & fees

9/10 Wonderful! (2,462 reviews)

[](https://expedia.ca/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.Hotel-Information)

![Sonesta Simply Suites Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/c5f12fbd_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Sonesta Simply Suites Chicago O'Hare Airport

4021 North Mannheim Rd Schiller Park IL

CA $130

CA $148 total

Jan 8 - Jan 9

includes taxes & fees

8.2/10 Very Good! (2,231 reviews)

[](https://expedia.ca/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-OHare.h328524.Hotel-Information)

## Hotels in Southwest Side with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

10 properties

[](https://expedia.ca/5Star-Southwest-Side-Hotels.s50-0-d553248635976475403.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

151 properties

[](https://expedia.ca/4Star-Southwest-Side-Hotels.s40-0-d553248635976475403.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

268 properties

[](https://expedia.ca/3Star-Southwest-Side-Hotels.s30-0-d553248635976475403.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

381 properties

[](https://expedia.ca/2Star-Southwest-Side-Hotels.s20-0-d553248635976475403.Travel-Guide-Filter-Hotels)

## Recent reviews of Southwest Side hotels

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

### Palmer House a Hilton Hotel

5/5 Excellent

"Dolores was incredible and our room was gorgeous! "

A verified traveller stayed at Palmer House a Hilton Hotel

Posted 1 day ago

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

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

### River Hotel

5/5 Excellent

"I was there for the new years celebrations downtown. The hotel was very clean and organized. The security was also very attentive. They were checking people at the door and making sure that only registered guest came in which made me feel at ease, and at night the noice control was super quiet. For that festive occasion it was very controlled. "

A verified traveller stayed at River Hotel

Posted 1 day ago

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

5/5 Excellent

"The view really makes this hotel worth it! The bench in my room was a bit worn but other than that nice hotel and great stay "

A verified traveller from lithonia stayed at Sable at Navy Pier Chicago, Curio Collection by Hilton

Posted 2 days ago

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

![InterContinental Chicago Magnificent Mile by IHG](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg)

### InterContinental Chicago Magnificent Mile by IHG

5/5 Excellent

"The room was spacious with a great view. The bathroom was also plenty bug. 4 of us stayed comfortably for the night. The fitness center is great, if a bit warm, and the pool is excellent. Location is also perfect."

A verified traveller stayed at InterContinental Chicago Magnificent Mile by IHG

Posted 2 days ago

[](https://expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information)

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

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

5/5 Excellent

"Great view of downtown Chicago, easy access to the Mart, and friendly/helpful staff "

A verified traveller from Cedarburg stayed at Holiday Inn Chicago Dwtn - The Mart by IHG

Posted 3 days ago

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

![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg)

### Silversmith Hotel Chicago Downtown

5/5 Excellent

"."

A verified traveller stayed at Silversmith Hotel Chicago Downtown

Posted 3 days ago

[](https://expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information)

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

### Embassy Suites by Hilton Chicago Downtown River North

5/5 Excellent

"Staff was great, clean, nice bed"

A verified traveller stayed at Embassy Suites by Hilton Chicago Downtown River North

Posted 4 days ago

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

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

### Hyatt Regency Chicago

5/5 Excellent

"Wonderful breakfast. Friendly and professionally competent staff!"

A verified traveller stayed at Hyatt Regency Chicago

Posted 4 days ago

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

5/5 Excellent

"Good Service "

A verified traveller from Montgomery stayed at The Royal Sonesta Chicago Downtown

Posted 4 days ago

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

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