Southwest Side
Travel Guide
Visit Southwest Side
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundable
The price is S$154 per night from 8 Sept to 9 Sept
S$154
8 Sept - 9 Sept
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! (10,276 reviews)
"Very nice hotel. We had a King size bed overlooking Buckingham fountain. Booking a park view room is highly recommended. The shower/bathroom is on the smaller end, however, knowing the history of the hotel, it comes at no surprise. The hotel itself has so much history and has quite a few famous guests ..."
Reviewed on 21 Aug, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is S$216 per night from 30 Aug to 31 Aug
S$216
30 Aug - 31 Aug
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! (2,063 reviews)
"Incredible Gold Coast location and the bar staff was great. The room however was really bad, run down, broken furniture, holes in sheets. Shocked honestly. In speaking with other guests on elevator/ my experience was similar to theirs. Really unfortunate. I let staff know - zero follow up or care. ..."
Reviewed on 21 Aug, 2026
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! (863 reviews)
"Awesome stay. I love the property. Staff comfort me when I found out that my dad passed away. This is/was going beyond the call of duty and doing an extra great job so 10 stars. You are greatly appreciated. Primetime location downtown near magnificent mile and Navy Pier,"
Reviewed on 21 Aug, 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.
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! (863 reviews)
"Awesome stay. I love the property. Staff comfort me when I found out that my dad passed away. This is/was going beyond the call of duty and doing an extra great job so 10 stars. You are greatly appreciated. Primetime location downtown near magnificent mile and Navy Pier,"
Reviewed on 21 Aug, 2026
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 ...
9.2/10 Wonderful! (1,275 reviews)
"Great location, so many things in walking distance, plus wonderful views of the lake from my apartment window. Apart from some stains on the bedroom rug the place was immaculate. They upgraded me to a bigger room at no extra cost, which was a pleasant surprise. Amazing shower and a well stocked kitchen ..."
Reviewed on 21 Aug, 2026
The Gem Museum Suites
1555 Oak Avenue Evanston IL
Stay at this business-friendly aparthotel in Evanston. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Ryan Field and Baha'i House of ...
9.4/10 Exceptional! (217 reviews)
"Was kept clean, beautiful hotel not far from everything you need just overall a very nice place to stay conveniently located"
Reviewed on 21 Aug, 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
Chicago: Navy Pier Centennial Wheel Ticket
S$32
per adult
90% of travellers recommend
Chicago's Navy Pier Centennial Wheel Ticket
S$31
per adult
100% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
S$52
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
S$185
per adult
82% of travellers recommend
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- Visit Bellwood
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