Hotels with Air Conditioning in South Side, Chicago
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Our top choices for South Side hotels with air conditioning
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 P6,580
P7,730 total
includes taxes & fees
Dec 30 - Dec 31
Hyatt Place Chicago-South/University Medical Center
Hyatt Place Chicago-South/University Medical CenterHyde Park
8.8 out of 10, Excellent, (1003)
"The staff was super friendly, and the room was clean! Great location."
Marie
The price is P7,931
P9,310 total
includes taxes & fees
Jan 3 - Jan 4, 2026
9.6 out of 10, Exceptional, (1002)
"Great staff, location and ambience."
Jaison
The price is P10,522
P13,938 total
includes taxes & fees
Dec 29 - Dec 30
SpringHill Suites by Marriott Chicago Chinatown
SpringHill Suites by Marriott Chicago ChinatownChinatown
9.6 out of 10, Exceptional, (1000)
"Clean room, nice staff and perfect spot to enjoy the city "
Alexis
The price is P5,933
P6,965 total
includes taxes & fees
Jan 1 - Jan 2, 2026
9.0 out of 10, Wonderful, (1183)
"Excellent service, clean room, great location"
Stefan
The price is P7,578
P8,897 total
includes taxes & fees
Dec 28 - Dec 29
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 P4,406
P5,172 total
includes taxes & fees
Dec 28 - Dec 29
8.4 out of 10, Very Good, (912)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
Leilani
The price is P7,825
P9,193 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Saratoga Motel By Capital O Near Midway Airport Chicago ILAshburn
7.2 out of 10, Good, (30)
"Great hosts"
John
The price is P4,700
P5,987 total
includes taxes & fees
Dec 28 - Dec 29
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
Best Western Inn & Suites - Midway Airport
10/10 Excellent
