Photo by by Midway Intl Airport
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Recommended hotels in Southwest Side
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6Brighton Park
8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
Nichole S.
$180 nightly
The price is $202
Dec 22 - Dec 23
Total with taxes and fees
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | ArcadeBrighton 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.
$226 nightly
The price is $253
Dec 22 - Dec 23
Total with taxes and fees
6.4 out of 10, (1001)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
Charles
$99 nightly
The price is $116
Jan 1 - Jan 2, 2026
Total with taxes and fees
4.6 out of 10, (119)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
Stephen
$80 nightly
The price is $94
Dec 23 - Dec 24
Total with taxes and fees
8.4 out of 10, Very Good, (1000)
"Great stay"
Maria
$116 nightly
The price is $134
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$107 nightly
The price is $124
Dec 18 - Dec 19
Total with taxes and fees
8.6 out of 10, Excellent, (2967)
"Great location, the staff was friendly and the room was very clean. "
Breanna
$76 nightly
The price is $89
Dec 21 - Dec 22
Total with taxes and fees
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, (2266)
"Great staff and restaurants!!"
Abigale
$122 nightly
The price is $143
Jan 6 - Jan 7, 2026
Total with taxes and fees
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
Hilton Chicago
10/10 Excellent
Find out more about Southwest Side
Southwest Side Inns information
Number of reviews | 42,830 |
|---|---|
Accommodation | 0 Inns |
Lowest Price | $76 |
Highest Price | $253 |
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