Southwest Side
Travel Guide
Visit Southwest Side
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is S$178 per night from 4 Nov to 5 Nov
S$178
4 Nov - 5 Nov
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8/10 Very good! (10,192 reviews)
"Old hotel! Front desk wasn’t helpful l, ask for several things and they never showed up. No A.C., coffee pot broken, ran out of toilet paper and towels. No ice in machine, vending machine served hot beverages. Maintenance men were very nice, Christian at the bar was excellent! I’ll never stay there ..."
Reviewed on 6 Oct, 2026
River Hotel
75 East Wacker Drive Chicago IL
The price is S$244 per night from 25 Oct to 26 Oct
S$244
25 Oct - 26 Oct
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, room service and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (5,494 reviews)
"Wonderful experience. So close to the river walk and activities. Staff was so helpful and attentive and property was clean and comfy! Highly recommend!"
Reviewed on 6 Oct, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is S$217 per night from 1 Nov to 2 Nov
S$217
1 Nov - 2 Nov
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and valet parking (surcharge). Our guests praise the helpful staff ...
8/10 Very good! (2,427 reviews)
"The room and lobby was dirty"
Reviewed on 6 Oct, 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.
Sentral Michigan Avenue
808 SOUTH MICHIGAN AVENUE Chicago IL
Stay at this business-friendly aparthotel in Chicago. Enjoy a 24-hour fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the ...
9/10 Wonderful! (1,354 reviews)
"View was stunning!! Perfect for walking to Soldier field! Very clean and spacious"
Reviewed on 5 Oct, 2026
Kasa Lake Shore Chicago
446 East Ontario Street Chicago IL
Stay at this aparthotel in Chicago. Enjoy free Wi-Fi, a rooftop terrace and parking (surcharge). Popular attractions Michigan Avenue and Chicago Riverwalk are ...
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free Wi-Fi, a fitness centre and parking (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (942 reviews)
"Love not having to check in like a regular hotel. Washer dryer was super noisy"
Reviewed on 6 Oct, 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 Southwest Side attractions
Things to do
Skydeck Chicago at Willis Tower
S$54
per adult
88% of travellers recommend
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- Visit South Side
