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Recommended hotels in Southwest Side
Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHG8.4 out of 10, Very good, (1002)
"They held my credit card for over 30 minutes because something was going on with their cash register. I was really upset because it was ruining my evening and I needed my card. Is there anyway I could be compensated for all of this negative energy that I received from not getting my credit card Back one time "
Michael
The price is HK$824
HK$1,045 total
includes taxes & fees
7 Jan - 8 Jan 2026
Motel in Archer Heights
Carlton Inn Midway6.4 out of 10, (1003)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
Charles
The price is HK$847
HK$994 total
includes taxes & fees
7 Jan - 8 Jan 2026
Apartment in Brighton Park
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 68.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
Nichole S.
The price is HK$629
HK$1,749 total
includes taxes & fees
1 Jan - 2 Jan 2026
Motel in Garfield Ridge
Skylark Motel4.6 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 HK$664
HK$780 total
includes taxes & fees
1 Jan - 2 Jan 2026
Rainbow Motel
Rainbow Motel5.8 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 HK$754
HK$963 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hyatt Regency Chicago
Hyatt Regency Chicago9.4 out of 10, Exceptional, (3408)
"The Hotel was amazing great location "
Donnisha
The price is HK$1,119
HK$1,542 total
includes taxes & fees
20 Jan - 21 Jan 2026
The price is HK$634
HK$745 total
includes taxes & fees
12 Jan - 13 Jan 2026
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG8.8 out of 10, Excellent, (3539)
"Great location and breakfast.. can be a bit pricey but worth it. "
Shaurya
The price is HK$901
HK$1,058 total
includes taxes & fees
28 Jan - 29 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
Silversmith Hotel Chicago Downtown
10/10 Excellent
Find out more about Southwest Side
Southwest Side Residences information
Number of reviews | 43,826 |
|---|---|
Accommodation | 1 Residences |
Lowest Price | HK$688 |
Highest Price | HK$1,749 |