South Side Travel Guide
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Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
The price is NZ$231 per night from 28 June to 29 June
NZ$231
28 June - 29 June
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,025 reviews)
"Really nice hotel. Parking seemed a bit expensive though."
Reviewed on 12 June 2026
Jaslin Hotel
261 West Cermak Rd Chicago IL
The price is NZ$307 per night from 2 July to 3 July
NZ$307
2 July - 3 July
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,225 reviews)
"Jaslin hotel is a great place to stay. Highly recommend! The room is fairly small but was very clean, bathroom was modern and nice large shower. It is very convenient with Starbucks next door and Walgreens across the street. The train is a short 5 minute walk. Staff were all very courteous and ..."
Reviewed on 12 June 2026
Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$199 per night from 26 June to 27 June
NZ$199
26 June - 27 June
includes taxes & fees
Stay at this motel in Chicago. Enjoy free Wi-Fi, 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 11 June 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 Wi-Fi 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 7 June 2026
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
Chicago IL
Stay at this holiday home in Chicago. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. 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 13 Apr 2026
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Chicago IL
Stay at this beach apartment in Chicago. Enjoy free Wi-Fi, a beach locale and an in-room coffee maker. Popular attractions Soldier Field and Grant Park are located ...
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 22 Mar 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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