South Side
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Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
The price is CA $148 per night from Jun 28 to Jun 29
CA $148
CA $188 total
Jun 28 - Jun 29
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,024 reviews)
"Staff are very nice and helpful"
Reviewed on Jun 12, 2026
Jaslin Hotel
261 West Cermak Rd Chicago IL
The price is CA $210 per night from Jul 5 to Jul 6
CA $210
CA $250 total
Jul 5 - Jul 6
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,223 reviews)
"The Hotel faces the back of the Chinatown Square, which is misleading. You have to go to the front of the Chinatown Square to have a real idea of all the different shops, restaurants, etc. it was an easy walk to the train station."
Reviewed on Jun 11, 2026
Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
The price is CA $138 per night from Jul 5 to Jul 6
CA $138
CA $162 total
Jul 5 - Jul 6
includes taxes & fees
Stay at this motel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Abbott Park and Martin Luther King Drive are located ...
7.4/10 Good! (352 reviews)
"I loved it"
Reviewed on Jun 11, 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.
Stylish Apartment near Chicago Downtown
3030 S Lyman St Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi and air conditioning. Popular attractions Soldier Field and United Center are located nearby.
9.2/10 Wonderful! (7 reviews)
"The apartment was clean and spacious. We had trouble with the wifi being poor quality and there was no bathmat or hand towel available so we had to go to the nearby Target. Overall, it was fine for a quick visit."
Reviewed on Jun 7, 2026
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
Chicago IL
Stay at this vacation home in Chicago. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Griffin Museum of Science and Industry ...
8.2/10 Very Good! (24 reviews)
"Clean room, worn beds that creak a lot. Quiet neighborhood on the South Side. Theres nothing provide in the kitchen or bathrooms except the appliances and very little silverware as well as towels. Plan to buy toilet paper, paper towels, and buy plastic or disposable utensils. I also plan to grocery ..."
Reviewed on Apr 13, 2026
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Chicago IL
Book a stay at this beach apartment in Chicago. Enjoy free WiFi, a beach locale, and an in-room coffeemaker. Popular attractions Soldier Field and Grant Park ...
9.6/10 Exceptional! (76 reviews)
"This stay is lovely. We enjoyed both hosts, and the location was wonderful. We would recommend it highly."
Reviewed on Mar 22, 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.
Stay near popular South Side attractions
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