Southwest Side Hotels from S$88

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Our top choices for Southwest Side hotels

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very good, (1,004 reviews)
"Great stay!"
United States
Nancy
The price is S$216
includes taxes & fees
7 Jun - 8 Jun
Holiday Inn Chicago – Midway Airport S by IHG

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.2 out of 10, (1,003 reviews)
"The staff were very kind and understanding but we had to get a refund due to bed bugs in the room."
United States
Malachi
The price is S$145
includes taxes & fees
25 May - 26 May
Carlton Inn Midway

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.4 out of 10, (21 reviews)
"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
Conner
The price is S$128
includes taxes & fees
25 May - 26 May
Rainbow Motel

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (124 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
United States
Roop
The price is S$148
includes taxes & fees
28 May - 29 May
Skylark Motel

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,506 reviews)
"I loved it here and will definitely stay again."
United States
Gina
The price is S$355
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,131 reviews)
"Excellent stay"
United States
Jennifer
The price is S$203
includes taxes & fees
25 May - 26 May
Congress Plaza Hotel

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (3,016 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is S$158
includes taxes & fees
25 May - 26 May
Freehand Chicago

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,836 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is S$231
includes taxes & fees
26 May - 27 May
The Wade

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,239 reviews)
"Nice place to stay"
United States
Jimmie
The price is S$227
includes taxes & fees
26 May - 27 May
Aloft by Marriott Chicago Mag Mile

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,246 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is S$220
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,336 reviews)
"Great location and very convenient to river walk and vicinity."
United States
Sridhar
The price is S$300
includes taxes & fees
25 May - 26 May
Swissotel - Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,446 reviews)
"My favorite place to stay!"
United States
Teresa
The price is S$318
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,487 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is S$234
includes taxes & fees
2 Jun - 3 Jun
The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,190 reviews)
"excellent stay"
United States
Jaeyoung
The price is S$193
includes taxes & fees
25 May - 26 May
River Hotel

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,626 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is S$409
includes taxes & fees
25 May - 26 May
Sheraton Grand Chicago Riverwalk

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,393 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is S$303
includes taxes & fees
26 May - 27 May
Sports Illustrated Resorts Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,456 reviews)
"Great stay"
United States
Ontario
The price is S$185
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection - Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,611 reviews)
"Staff was friendly and helpful.. location was great"
United States
Amber
The price is S$163
includes taxes & fees
25 May - 26 May
Travelodge by Wyndham Downtown Chicago

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,697 reviews)
"we've stayed there many times for years & have always been very satisfied ."
United States
cheri
The price is S$177
includes taxes & fees
27 May - 28 May
Best Western Grant Park Hotel

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,214 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is S$278
includes taxes & fees
27 May - 28 May
Hotel Riu Plaza Chicago
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.
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Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.

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