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4 Night Cheap vacations in South Side

Price found within the past 48 hours. Click for updated prices.

Best Western Grant Park Hotel

Downtown Chicago

￥253,582

per person

Jan 17 - Jan 21

found 1 day ago

Roundtrip non-stop flight included

Fukuoka (FUK) to Chicago (ORD)

8.2/10 Very Good! (2,619 reviews)

Great staff & Great location.

Reviewed on Dec 5, 2025

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Top Cheap South Side Hotels

Chinatown Hotel Chicago

214 West 22nd Place Chicago IL

11 min drive from University of Chicago

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

5.4/10 (1,001 reviews)

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Reviewed on Dec 4, 2025

Jaslin Hotel

261 West Cermak Rd Chicago IL

11 min drive from University of Chicago

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 ...

8.8/10 Excellent! (1,181 reviews)

Excellent service, clean room, great location

Reviewed on Dec 3, 2025

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 WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...

8/10 Very Good! (2,634 reviews)

Great staff & Great location.

Reviewed on Dec 5, 2025

See all 471 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.