Southwest Side, IL

Travel Guide

Southwest Side
Southwest Side
Southwest Side
Southwest Side
Southwest Side

Where to stay in Southwest Side

artist paints mural on a city street

Back of the Yards

While Back of the Yards might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Bridgeport Art Center and Zhou B Art Center.

Back of the Yards
Garfield Ridge

Garfield Ridge

3/5(9 area reviews)

Be sure to check out the restaurants and churches while you're strolling through Garfield Ridge, and hop on the metro at Midway Station to see more of the surrounding area.

Garfield Ridge
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Clearing

4/5(72 area reviews)

You'll appreciate the restaurants during your time in Clearing and you might want to plan a stop by Wintrust Sports Complex and SeatGeek Stadium while you're in the area.

Clearing
Northbrook village landscape, is an affluent suburb of Chicago, located at the northern edge of Cook County, Illinois, United States.

McKinley Park

Be sure to check out the monuments and shopping while you're strolling through McKinley Park, and hop on the metro at 35th-Archer Station to see more of the surrounding area.

McKinley Park
Fall landscape at Starved Rock.

Brighton Park

The restaurants and shopping are a few reasons travelers visit Brighton Park. Though there aren't many top sights in the neighborhood, you can visit United Center and Bridgeport Art Center, a few notable attractions nearby.

Brighton Park
Chicago Skyline viewed from South Pond in Lincoln Park

Englewood

While you're strolling through Englewood, you may want to check out the beaches and restaurants. If you want to see more of the area, hop on the metro at Halsted Station or 63rd Station.

Englewood
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
$125 nightly
The price is $148 total per night from May 25 to May 26
$148 total
May 25 - May 26
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,691 reviews)
The room was a little small, but fit my needs on a 3 day business trip. The bar downstairs served a limited breakfast... And had free fruit, and Coffee in the morning. The staff was extremely friendly, and very attentive to guests. In summary I would stay here again on business.

Reviewed on May 7, 2026

Hotel Felix River North/Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$125 nightly
The price is $149 total per night from May 9 to May 10
$149 total
May 9 - May 10
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! (10,184 reviews)
Hotel was dated and old. It had some charm, but elevator was scary slow and they had to turn off the water while I was there. Definitely needs some renovation...

Reviewed on May 7, 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$144 nightly
The price is $171 total per night from May 25 to May 26
$171 total
May 25 - May 26
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! (5,180 reviews)
We’re given the corner room with a window and the awesome view of the river. Clean room, very comfortable pillows and mattress. 2 bathrooms with 2 queen beds. Spacious. Staffs were kind and courteous. Location is very central to everything we wanted to experience on this trip.

Reviewed on May 7, 2026

River Hotel
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

Sentral Michigan Avenue

4 out of 5
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! (1,150 reviews)
The one issue I had with the property was the couch had visible stains. I would recommend having the couch replaced.

Reviewed on May 1, 2026

Sentral Michigan Avenue
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
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! (749 reviews)
We liked the apartment very much for its location, layout and amenities. Moreover, the front desk receptionist Nick was excellent. Unfortunately the toilet in our apartment clogged up and water gushed out twice within a week. Although the receptionist and building technician came to our assistance ...

Reviewed on May 7, 2026

Kasa Magnificent Mile Chicago
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
1140 North Wells Street Chicago IL
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our ...
9/10 Wonderful! (473 reviews)
Check in requires an online form including a background check at your expense. It’s a nice place. Unbelievable 8th floor of recreation, spa w sauna and steam room w showers, tv, pool, ping pong, tvs everywhere, the backyard includes half court ncaa size backboard bball, bags, dog park, multiple outdoor ...

Reviewed on May 6, 2026

Level Chicago – Old Town
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.

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