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Top hotels and accommodation in Southwest Side

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 AU$451
includes taxes & fees
18 Aug - 19 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1251)
"Comfy bed and linens, nice amenities and the staff checked on me via text throughout the stay. "
The price is AU$320
includes taxes & fees
20 July - 21 July
Claridge House

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Excellent location and great vibe. "
The price is AU$340
includes taxes & fees
17 Aug - 18 Aug
The Hoxton Chicago

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 AU$161
includes taxes & fees
21 July - 22 July
Rainbow Motel

Carlton Inn Midway

2.0 star property
6.6 out of 10, (1003)
"The female clerk was very friendly and helpful!"
The price is AU$214
includes taxes & fees
22 July - 23 July
Carlton Inn Midway

Skylark Motel

2.0 star property
4.8 out of 10, (112)
"Poorly cleaned and not kept up well."
The price is AU$196
includes taxes & fees
20 July - 21 July
Skylark Motel

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2086)
"Stayed many times, great fun!"
The price is AU$220
includes taxes & fees
18 Aug - 19 Aug
Freehand Chicago

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1167)
"Great location and property!"
The price is AU$267
includes taxes & fees
17 Aug - 18 Aug
Thompson Chicago, by Hyatt

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3332)
"Great stay"
The price is AU$320
includes taxes & fees
10 Aug - 11 Aug
LondonHouse Chicago, Curio Collection by Hilton

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1105)
"Great stay"
The price is AU$290
includes taxes & fees
27 July - 28 July
The Chicago Hotel Collection - Magnificent Mile

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2556)
"Excellent Hotel!!"
The price is AU$258
includes taxes & fees
14 Aug - 15 Aug
Best Western Grant Park Hotel

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 AU$217
includes taxes & fees
18 Aug - 19 Aug
Travelodge by Wyndham Downtown Chicago

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great place to stay!"
The price is AU$222
includes taxes & fees
18 Aug - 19 Aug
Ohio House Motel

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1885)
"Great location near bars and restaurants "
The price is AU$266
includes taxes & fees
13 Aug - 14 Aug
Millennium Knickerbocker Chicago

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 AU$959
includes taxes & fees
1 Aug - 2 Aug
The Emily Hotel

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8865)
"Historic hotel!"
The price is AU$242
includes taxes & fees
18 Aug - 19 Aug
Congress Plaza Hotel

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1024)
"Nice hotel, centrally located"
The price is AU$459
includes taxes & fees
11 Aug - 12 Aug
Pendry Chicago

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1278)
"Great location and hotel "
The price is AU$313
includes taxes & fees
10 Aug - 11 Aug
Crowne Plaza Chicago West Loop by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1003)
"Excellent area of Chicago with dining and shopping "
The price is AU$281
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1011)
"The staff is very helpful. Walking distance to sounds, sites and palate.Great place to visit."
The price is AU$243
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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Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and S.S. Peter and Paul Church as you discover things to see and do in Southwest Side.

Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews