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Check prices for these dates

Tonight
18 Jul - 19 Jul
Tomorrow
19 Jul - 20 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

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Top 10 trending Southwest Side hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2034)
"Amazing property clean comfy bedding and wonderful views"
The price is S$376
includes taxes & fees
18 Aug - 19 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1252)
"Comfy bed and linens, nice amenities and the staff checked on me via text throughout the stay. "
The price is S$267
includes taxes & fees
20 Jul - 21 Jul
Claridge House
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Excellent location and great vibe. "
The price is S$285
includes taxes & fees
17 Aug - 18 Aug
The Hoxton Chicago
Rainbow Motel
Interior detail

Rainbow Motel

7.6 out of 10, Good, (4)
"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 "
The price is S$135
includes taxes & fees
23 Jul - 24 Jul
Rainbow Motel
Carlton Inn Midway
Coffee and/or coffee maker

Carlton Inn Midway

2.0 star property
6.6 out of 10, (1003)
"The female clerk was very friendly and helpful!"
The price is S$179
includes taxes & fees
24 Jul - 25 Jul
Carlton Inn Midway
Skylark Motel
Exterior

Skylark Motel

2.0 star property
4.8 out of 10, (112)
"Poorly cleaned and not kept up well."
The price is S$164
includes taxes & fees
22 Jul - 23 Jul
Skylark Motel
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2079)
"Stayed many times, great fun!"
The price is S$184
includes taxes & fees
18 Aug - 19 Aug
Freehand Chicago
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1169)
"Great location and property!"
The price is S$224
includes taxes & fees
17 Aug - 18 Aug
Thompson Chicago, by Hyatt
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3333)
"Great stay"
The price is S$267
includes taxes & fees
10 Aug - 11 Aug
LondonHouse Chicago, Curio Collection by Hilton
The Chicago Hotel Collection - Magnificent Mile
Breakfast and dinner served

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1105)
"Great stay"
The price is S$242
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection - Magnificent Mile
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2557)
"Excellent Hotel!!"
The price is S$216
includes taxes & fees
14 Aug - 15 Aug
Best Western Grant Park Hotel
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2246)
"Best Travelodge I have stayed at "
The price is S$182
includes taxes & fees
18 Aug - 19 Aug
Travelodge by Wyndham Downtown Chicago
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great place to stay!"
The price is S$199
includes taxes & fees
4 Aug - 5 Aug
Ohio House Motel
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1886)
"Great location near bars and restaurants "
The price is S$221
includes taxes & fees
13 Aug - 14 Aug
Millennium Knickerbocker Chicago
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1132)
"Great hotel, location, friendly staff, and overall fit the bill very well!"
The price is S$867
includes taxes & fees
1 Aug - 2 Aug
The Emily Hotel
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8867)
"Historic hotel!"
The price is S$267
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
Pendry Chicago
View from property

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1024)
"Nice hotel, centrally located"
The price is S$385
includes taxes & fees
11 Aug - 12 Aug
Pendry Chicago
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1280)
"Great location and hotel "
The price is S$247
includes taxes & fees
10 Aug - 11 Aug
Crowne Plaza Chicago West Loop by IHG
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1004)
"Excellent area of Chicago with dining and shopping "
The price is S$235
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1012)
"The staff is very helpful. Walking distance to sounds, sites and palate.Great place to visit."
The price is S$204
includes taxes & fees
17 Aug - 18 Aug
Best Western River North Hotel
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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Top Southwest Side Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"It is a historic place"
Marc 1-night trip
Posted 15 hours ago
Congress Plaza Hotel