Southwest Side, IL
Travel Guide
Visit Southwest Side
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
$106 nightly
The price is $126 total per night from Nov 11 to Nov 12
$126 total
Nov 11 - Nov 12
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 ...
River Hotel
75 East Wacker Drive Chicago IL
$152 nightly
The price is $181 total per night from Nov 1 to Nov 2
$181 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
$142 nightly
The price is $169 total per night from Nov 1 to Nov 2
$169 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (2,400 reviews)
"Great central Chicago location; everything was walkable from this great hotel."
Reviewed on Oct 16, 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
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 ...
Kasa Lake Shore Chicago
446 East Ontario Street Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, 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 WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (960 reviews)
"Pros: This hotel is in an excellent location for my needs. I expected a typical hotel room with a bathroom and got a suite with that plus a living room and full kitchen, and a balcony with seating. Views of Chicago from the suite were great. Cons: The bed was uncomfortable. There was a power outage ..."
Reviewed on Oct 14, 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
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
$158
per adult
80% of travellers recommend
LEGOLAND® Discovery Center Chicago
$26
per adult
92% of travellers recommend
Museum of Illusions Chicago Admission Ticket
$43
per adult
City Cruises Chicago: Signature Lunch Cruise on Lake Michigan
$74
per adult
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- Marquette Park
- S.S. Peter and Paul Church
- Wrigley Field
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- Michigan Avenue
- Lake Michigan
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- University of Chicago
- Donald E. Stephens Convention Center
- Indiana Dunes National Park
- Northwestern University
- Willis Tower
- Allstate Arena
- Art Institute of Chicago
- Loyola University Chicago
- Chicago Theatre
- Oakbrook Center Mall
- Rosemont Theatre
- Hard Rock Casino Northern Indiana
