Cheap Holidays in South Side 2026

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Chinatown Hotel Chicago

214 West 22nd Place Chicago IL

11 min drive from University of Chicago

Stay at this hotel in Chicago. Enjoy free Wi-Fi, a 24-hour front desk and daily housekeeping. Popular attractions Soldier Field and Grant Park are located ...

5.6/10 (1,005 reviews)

"This is very much a you get what you pay for. The staff was very nice, and the room was kinda nasty. Like—I've never felt this way before, but I was afraid for any of my clothes to sit on the floor for any length. The sink faucet only had hot water. The bed was harder than it seemed when I first ..."

Reviewed on 27 Sept 2026

Jaslin Hotel

261 West Cermak Rd Chicago IL

11 min drive from University of Chicago

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! (1,388 reviews)

"- Friendly check-in - Clean lobby, elevator and hallways - No wait elevator - Clean quiet spacious room - Comfortable bed with quality bed linens - Sparkling clean bathroom with quality bath linens - Easily assessable and dependable WIFI - Coffee maker and fridge - Friendly checkout."

Reviewed on 26 Sept 2026

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

14 min drive from University of Chicago

Stay at this hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...

See all 489 properties in South Side

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.