Southwest Side

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

1/5(1 area review)

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
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
Default Image

Clearing

4.5/5(4 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
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
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is CA $150 per night from Apr 16 to Apr 17
CA $150
CA $177 total
Apr 16 - Apr 17
includes taxes & 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! (10,039 reviews)
Slightly old

Reviewed on Apr 1, 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is CA $190 per night from Apr 12 to Apr 13
CA $190
CA $223 total
Apr 12 - Apr 13
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (4,032 reviews)
Overall a great place. My only issue was that they charged us for 3 nights of valet @82.00, but we only had a car there for one night.

Reviewed on Apr 1, 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
The price is CA $198 per night from Apr 12 to Apr 13
CA $198
CA $232 total
Apr 12 - Apr 13
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,802 reviews)
Positives: The staff was friendly, professional, and very helpful throughout my stay. Negatives: Unfortunately, my experience had a few issues. I didn’t receive the suite I had booked for the first night and had to switch rooms the next day, which was quite inconvenient. The bathroom also had a persistent ...

Reviewed on Apr 1, 2026

Embassy Suites by Hilton Chicago Downtown River North
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.
1-bedroom condo next to Chicago Midway International Airport

1-bedroom condo next to Chicago Midway International Airport

Chicago IL
Stay at this condo in Chicago. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions SeatGeek Stadium and Anna and Frederick Douglass ...
10/10 Exceptional! (15 reviews)
The rental was great! The place was exactly as it is listed. Overall, the cleanliness was great, other than ONE coffee cup that needed to be cleaned prior to using it.Parking was good. You get one guaranteed spot, but if you need more, there are some other parking spots available; you just need to ...

Reviewed on Mar 18, 2026

1-bedroom condo next to Chicago Midway International Airport
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! (1,118 reviews)
This is a very clean apartment with a beautiful view of the city. It was not even terribly expensive for what you get. There is plenty of room and it is not far from local events and attractions. I would definitely stay here again!

Reviewed on Mar 31, 2026

Sentral Michigan Avenue
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! (456 reviews)
Room was super clean. The view all the way down to the lake from balcony was nice.

Reviewed on Apr 2, 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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Cities near Southwest Side

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