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Our top choices for Southwest Side hotels
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 AU$175
includes taxes & fees
1 Jan - 2 Jan 2026
8.4 out of 10, Very good, (1000)
"Great stay"
Maria
The price is AU$202
includes taxes & fees
4 Jan - 5 Jan 2026
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 AU$154
includes taxes & fees
15 Dec - 16 Dec
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 AU$186
includes taxes & fees
15 Dec - 16 Dec
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by HiltonDowntown Chicago
9.0 out of 10, Wonderful, (1482)
"I really liked this location - we will stay here again. "
Lynnsey
The price is AU$166
includes taxes & fees
21 Dec - 22 Dec
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, (2260)
"This place was amazing !"
Jayla Danyell
The price is AU$215
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.
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Learn more about Southwest Side
Explore attractions like Balzekas Museum of Lithuanian Culture and Union Stock Yard Gate as you discover things to see and do in Southwest Side.
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Top Southwest Side Hotel Reviews
Recent Reviews in Southwest Side
Eurostars Magnificent Mile
10/10 Excellent
More cheap accommodation in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
The price is AU$75 per night from 24 Dec to 25 Dec
AU$75
24 Dec - 25 Dec
includes taxes & fees
7.8/10 Good! (1,141 reviews)
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