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 £100 per night from 28 Jun to 29 Jun
£100
28 Jun - 29 Jun
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! (1,034 reviews)
"Property was ok… washer was broken they didn’t care nor compensated me for it the pool area was horrible had it covered"
Reviewed on 14 Jun 2026
Jaslin Hotel
261 West Cermak Rd Chicago IL
Fully refundableReserve now, pay when you stay
The price is £130 per night from 7 Jul to 8 Jul
£130
7 Jul - 8 Jul
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! (1,227 reviews)
"Stayed at the Jaslin Hotel during a weekend in Chinatown and had a great experience. The room was clean, the hotel was quiet, and the location made it easy to get around the city. Parking and Ubers were pretty straightforward as long as you plan ahead and know where you’re going."
Reviewed on 13 Jun 2026
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
The price is £141 per night from 2 Jul to 3 Jul
£141
2 Jul - 3 Jul
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! (1,348 reviews)
"Clean and maintained property. It looks like the rooms have been remolded recently. I stay in “hotel block” off Cicero often. I will say this location was very close to the street which is a little more noisy than other hotels."
Reviewed on 14 Jun 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 Jun 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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- Visit Brighton Park
- Visit Bucktown
- Visit Chicago Lawn
- Visit Downtown Chicago
- Visit Gage Park
- Visit Goose Island
- Visit Grace Abbott Homes
- Visit Grand Boulevard
- Visit Humboldt Park
- Visit Hyde Park
- Visit Jackson Park Highlands
- Visit Lincoln Park
- Visit Little Village
- Visit Magnificent Mile
- Visit Mid-North District
- Visit Morgan Park
- Visit Near North Side
- Visit Near South Side
- Visit Noble Square
- Visit North Lawndale
- Visit Prairie District
- Visit Printers Row
- Visit River North
- Visit South Commons
- Visit South Loop
- Visit The Loop
- Visit Theatre District
- Visit West Elsdon
- Chicago Holidays
- Visit Chicago
- Essex Holidays
- Hyde Park Holidays
- Robie House
- Visit Rush Street
- Sr Crown Hall
- S.s. Peter and Paul Church
- South Loop Holidays
