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 22 to Nov 23
$126 total
Nov 22 - Nov 23
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! (10,139 reviews)
"This was the perfect spot for our Chicago adventure. Easy access to parks, shopping, dining, transportation options, and beautiful views, I was also grateful to be able to park my car safely and easily. Rooms and facilities were clean and comfortable!"
Reviewed on Nov 9, 2026

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $138 total per night from Nov 11 to Nov 12
$138 total
Nov 11 - Nov 12
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 ...

River Hotel
75 East Wacker Drive Chicago IL
$106 nightly
The price is $126 total per night from Dec 10 to Dec 11
$126 total
Dec 10 - Dec 11
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 ...
8.8/10 Excellent! (5,599 reviews)
"When we arrived the sheets were dirty so we had to request them to be changed. The property can use an upgrade. The rooms are extremely small so this is not a good option if you like to be in the room. Fortunately we were out and about the whole trip. I love the convenient location."
Reviewed on Nov 8, 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 ...
9/10 Wonderful! (1,409 reviews)
"Great for extended stays."
Reviewed on Nov 8, 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 ...
9.2/10 Wonderful! (1,000 reviews)
"I had a wonderful stay in Chicago! The place is exactly as listed, clean, comfortable, and conveniently located. Having a supermarket right inside the building made quick grocery runs so easy, and there’s also a Whole Foods just one block away. The location is fantastic for getting around the city, ..."
Reviewed on Nov 8, 2026

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 ...
8.8/10 Excellent! (86 reviews)
"This was a lovely 2 bedroom place. The host had coffee, basic glassware, hand towels, and paper towels which was a nice touch. Not certain I noticed in the photos but be aware that the 2nd bedroom has walls that dont go all the way to the ceiling. If someone is sensitive to noise, or if you have ..."
Reviewed on Nov 9, 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

Chicago's Navy Pier Centennial Wheel Ticket
$24
per adult
100% of travellers recommend

LEGOLAND® Discovery Center Chicago
$26
per adult
92% of travellers recommend

Museum of Illusions Chicago Admission Ticket
$43
per adult
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- Wrigley Field
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- Chicago Theatre
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- Cloud Gate
- Merchandise Mart
- Rivers Casino
- University of Illinois Chicago
- Water Tower Place
- Griffin Museum of Science and Industry
- Aragon Ballroom






