Southwest Side Travel Guide
Tourist Guide
Visit Southwest Side
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundable
The price is £93 per night from 12 Nov to 13 Nov
£93
per night
12 Nov - 13 Nov
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 ...
River Hotel
75 East Wacker Drive Chicago IL
The price is £136 per night from 1 Nov to 2 Nov
£136
per night
1 Nov - 2 Nov
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 ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is £108 per night from 11 Nov to 12 Nov
£108
per night
11 Nov - 12 Nov
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! (2,533 reviews)
"The hotel is very functional. They try to make it a nice experience by adding all the extras like music on weekends. I wish they they’d paid more attention to the basics like comfy pillows or bed sheets that were correctly sized to the bed. Ours were too small."
Reviewed on 19 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! (1,377 reviews)
"I think it is a very good option for long stay."
Reviewed on 19 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! (964 reviews)
"The room was clean, great location, had all amenities. The Bedding and furniture was uncomfortable."
Reviewed on 18 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
£32
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% of travellers recommend
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- Flights to Chicago
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- American Airlines Dublin (DUB) to Chicago (ORD) flights
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- Art Institute of Chicago
- Visit Bellwood
- Visit Bucktown
- Visit Downtown Chicago
- Visit Grand Boulevard
- Visit Humboldt Park
- Visit Lincoln Park
- Visit Little Village
- Visit Magnificent Mile
- Visit Near South Side
- Visit Norridge
- Visit Norwood Park East
- Visit Prairie District
- Visit Printers Row
- Visit Ravenswood Manor
- Visit Rogers Park
- Visit South Loop
- Visit The Loop
- Visit Theatre District
- Visit Wrigleyville
- Chicago Holidays
- Visit Chicago
- Visit Countryside
- Downtown Chicago Holidays
- Visit Evanston
- Grant Park
- Lincoln Park Zoo
- Romantic Holiday Packages Far Southwest Side
- Millennium Park
- Visit Oak Park
- Visit Palos Hills
- Robie House
- Visit Rosemont
- Visit Rush Street
- Visit Tinley Park
- Visit Westmont
- Willis Tower
- Visit Willowbrook
- Visit Woodridge
