Adventure Sport Hotels & Resorts in South Side from AU$131
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Our top choices for South Side adventure hotels
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHGBedford Park
8.8 out of 10, Excellent, (1248)
"Will definitely stay there again ."
Jose Remedios
The price is AU$196
includes taxes & fees
1 Jan - 2 Jan 2026
8.6 out of 10, Excellent, (79)
"My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area."
Lizeth
The price is AU$131
includes taxes & fees
4 Jan - 5 Jan 2026
8.8 out of 10, Excellent, (3511)
"Really nice hotel"
Saulius
The price is AU$192
includes taxes & fees
26 Dec - 27 Dec
9.6 out of 10, Exceptional, (3431)
"Amazing place to stay and super accommodating "
Carson
The price is AU$243
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHGDowntown Chicago
8.8 out of 10, Excellent, (2064)
"Really nice rooms at a good rate "
Madelyn
The price is AU$187
includes taxes & fees
8 Jan - 9 Jan 2026
9.2 out of 10, Wonderful, (1302)
"Love this hotel, right in the middle of a great area re: restaurants, bars, night scene, etc. "
Yoshio
The price is AU$280
includes taxes & fees
7 Jan - 8 Jan 2026
9.2 out of 10, Wonderful, (2033)
"I liked the hospitality of the staff, and I felt that the location was pretty good! "
KYOUNGJOO
The price is AU$227
includes taxes & fees
27 Dec - 28 Dec
8.2 out of 10, Very good, (2469)
"Decent hotel in a great location with extremely helpful staff. "
Aaron
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 South Side Hotel Reviews
Hyatt Place Chicago-South/University Medical Center
10/10 Excellent
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