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Recommended hotels in Southwest Side
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (1)
"Family-friendly, quiet, perfect for a family or friends vacationing in Chicago. The apartment is very clean and the host was always available and responded quickly. The next time I come to Chicago, i will definitely stay at the apartment [if available]. "
Fabian H.
The price is €205
includes taxes & fees
9 Dec - 10 Dec
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Brighton Park
9.2 out of 10, Wonderful, (7)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
Jessica H.
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
Nichole S.
The price is €183
includes taxes & fees
22 Dec - 23 Dec
Carlton Inn Midway
Archer Heights
6.4 out of 10, (1004)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
Charles
The price is €100
includes taxes & fees
1 Jan - 2 Jan 2026
Skylark Motel
Garfield Ridge
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 €90
includes taxes & fees
21 Dec - 22 Dec
Rainbow Motel
Garfield Ridge
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
20 Dec - 21 Dec
Palmer House a Hilton Hotel
Downtown Chicago
8.4 out of 10, Very good, (2122)
"Loved and enjoyed our stay"
Luis
The price is €125
includes taxes & fees
28 Dec - 29 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
9.4 out of 10, Exceptional, (2260)
"Smooth check in and beautiful hotel"
Monique
The price is €125
includes taxes & fees
6 Jan - 7 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.
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Top Southwest Side Hotel Reviews
Hyatt Regency Chicago
10/10 Excellent
Find out more about Southwest Side
Southwest Side Cabin Rentals information
Number of reviews | 40,513 |
|---|---|
Accommodation | 0 Cabin Rentals |
Lowest Price | €82 |
Highest Price | €205 |
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