Southwest Side, IL
Travel Guide
Visit Southwest Side
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
$116 nightly
The price is $138 total per night from Sep 8 to Sep 9
$138 total
Sep 8 - Sep 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,275 reviews)
"Clean room"
Reviewed on Aug 10, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
$132 nightly
The price is $157 total per night from Sep 2 to Sep 3
$157 total
Sep 2 - Sep 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,973 reviews)
"Well I thought gettinso I got the hotel room through Expedia for $265. Thought I got a good deal. Oh no then the property decided to charge another $150 for fees. Which makes no sense to me. Was definitely not that great of a hotel. So this was a completely ridiculous hotel stay. Won't be back."
Reviewed on Aug 10, 2026
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St Chicago IL
$206 nightly
The price is $245 total per night from Sep 10 to Sep 11
$245 total
Sep 10 - Sep 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
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
Book a stay at this business-friendly aparthotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests ...
9.2/10 Wonderful! (1,247 reviews)
"It was such a great room and early check-in was super convenient."
Reviewed on Aug 9, 2026
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (845 reviews)
"No good value for money , the apartment standards did not match the cost . The property does not also advise that you have to pay a fee (deposit) at check in . I doubt if I would stay there again"
Reviewed on Aug 10, 2026
The Gem Museum Suites
1555 Oak Avenue Evanston IL
Book a stay at this business-friendly aparthotel in Evanston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Aragon Ballroom and Ryan ...
9.4/10 Exceptional! (198 reviews)
"Beautiful property, we had a lovely stay!"
Reviewed on Aug 10, 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: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
LEGOLAND® Discovery Center Chicago
$29
per adult
92% of travellers recommend
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- Visit Garfield Manor
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- Where to stay in Chicago
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- University of Chicago
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