South Side Cheap Holidays
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Top flight + Cheap hotel deals in South Side
Price found within the past 48 hours. Click for updated prices.
3 Night Cheap holidays in South Side
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4 Night Cheap holidays in South Side
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Top Cheap South Side Hotels
Chinatown Hotel Chicago
214 West 22nd Place, Chicago, IL
Stay at this hotel in Chicago. Enjoy free Wi-Fi, a 24-hour front desk and daily housekeeping. Our guests praise the property condition in their reviews. Popular ...
5.4/10 (1,002 reviews)
"Good need work on cleaning and fix AC is hot and upgraded"
Reviewed on 13 Jul 2025
Jaslin Hotel
261 West Cermak Rd, Chicago, IL
Stay at this 3-star hotel in Chicago. Enjoy a 24-hour fitness centre, a 24-hour front desk and premium TV channels. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,083 reviews)
"This property is conveniently located to all of the places I was there for. It does not have parking. It does not have valet. There’s a parking structure a couple of blocks away. Now for the room… The toilet does not flush properly. The toilet had low pressure. The water would go down but not remove ..."
Reviewed on 13 Jul 2025
Best Western Grant Park Hotel
1100 S Michigan Ave, Chicago, IL
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 ...
8/10 Very Good! (2,561 reviews)
"Staff was friendly and helpful but the room was a bit dated and it had some wear and tear. Location was excellent though"
Reviewed on 13 Jul 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.