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Southwest Side Hotel Guide - Cheap Hotels in Southwest Side, Chicago
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Our top choices for Southwest Side cheap hotels
4.6 out of 10, (119)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
Stephen
The price is €89
includes taxes & fees
15 Dec - 16 Dec
6.4 out of 10, (1001)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
Charles
The price is €99
includes taxes & fees
1 Jan - 2 Jan 2026
5.8 out of 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 "
Conner
The price is €106
includes taxes & fees
15 Dec - 16 Dec
8.4 out of 10, Very good, (1000)
"Great stay"
Maria
The price is €115
includes taxes & fees
4 Jan - 5 Jan 2026
8.6 out of 10, Excellent, (2961)
"Great location and great staff!!"
lynne
The price is €79
includes taxes & fees
14 Jan - 15 Jan 2026
8.0 out of 10, Very good, (2642)
"The room was spotless and the staff where great!"
Maria
The price is €73
includes taxes & fees
4 Jan - 5 Jan 2026
9.0 out of 10, Wonderful, (3485)
"Great place to stay "
RaShawna
The price is €81
includes taxes & fees
5 Jan - 6 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2261)
"This place was amazing !"
Jayla Danyell
The price is €122
includes taxes & fees
13 Jan - 14 Jan 2026
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.
Top Southwest Side Hotel Reviews
Hyatt Regency Chicago
10/10 Excellent
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- Hyatt Regency Chicago
- Homewood Suites by Hilton Chicago Downtown South Loop
- Crowne Plaza Chicago West Loop by IHG
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- Sable at Navy Pier Chicago, Curio Collection by Hilton
- InterContinental Chicago Magnificent Mile by IHG
- Swissotel - Chicago
- citizenM Chicago Downtown
- LondonHouse Chicago, Curio Collection by Hilton
- Club Quarters Hotel, Central Loop, Chicago
- The Allegro Royal Sonesta Hotel Chicago Loop
- Warwick Allerton - Chicago
- Hotel Riu Plaza Chicago
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- DoubleTree by Hilton Chicago - Magnificent Mile
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