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 AU$216 per night from 5 July to 6 July
AU$216
5 July - 6 July
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! (1,000 reviews)
"Room was clean with a good sized bed!"
Reviewed on 16 June 2026
Jaslin Hotel
261 West Cermak Rd Chicago IL
The price is AU$267 per night from 2 July to 3 July
AU$267
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! (1,224 reviews)
"I stayed at this hotel for three nights in June, 2026. The room that I stayed in on the fourth floor at two double beds and have been updated/renovated within the previous year. The bathroom was small, but had a very good shower and appropriate amenities. The television had satellite TV and worked ..."
Reviewed on 16 June 2026
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
The price is AU$268 per night from 30 June to 1 July
AU$268
30 June - 1 July
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free Wi-Fi and a free airport shuttle. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,333 reviews)
"The bed was comfortable, breakfst was great, location was perfect."
Reviewed on 16 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.
9.4/10 Exceptional! (9 reviews)
"The unit was exactly as described in the listing and offered excellent value for the price. The location was also hard to beat, with easy access to downtown Chicago and nearby attractions. For the cost and convenience, it’s a very attractive option. I did not experience any communication issues with ..."
Reviewed on 16 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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