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Recommended hotels in Southwest Side
Motel in Archer Heights
Carlton Inn Midway6.4 out of 10, (1001)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
Charles
The price is S$150
includes taxes & fees
4 Jan - 5 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 S$160
includes taxes & fees
27 Dec - 28 Dec
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 S$129
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHG8.4 out of 10, Very good, (1000)
"Great stay"
Maria
The price is S$168
includes taxes & fees
23 Dec - 24 Dec
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile8.6 out of 10, Excellent, (2965)
"The room was very clean, the location was excellent."
Craig
The price is S$123
includes taxes & fees
4 Jan - 5 Jan, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton9.4 out of 10, Exceptional, (2271)
"Great staff and restaurants!!"
Abigale
The price is S$172
includes taxes & fees
20 Jan - 21 Jan, 2026
River Hotel
River Hotel8.8 out of 10, Excellent, (4852)
"Great location, comfortable room, and nice staff."
Claudia
The price is S$126
includes taxes & fees
21 Dec - 22 Dec
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites9.0 out of 10, Wonderful, (3523)
"Great place to stay "
RaShawna
The price is S$135
includes taxes & fees
12 Jan - 13 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
LondonHouse Chicago, Curio Collection by Hilton
10/10 Excellent
Find out more about Southwest Side
Southwest Side Cabin Rentals information
Number of reviews | 46,057 |
|---|---|
Accommodation | 0 Cabin Rentals |
Lowest Price | S$119 |
Highest Price | S$313 |
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