Southwest Side, IL

Travel Guide

Chicago, IL showing interior views, heritage elements and an airport
Chicago, IL showing interior views, heritage elements and an airport
Chicago, IL featuring an airport, interior views and heritage elements
Chicago, IL featuring an airport
Chicago, IL featuring heritage elements and interior views

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
Chicago, IL showing interior views, heritage elements and an airport

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
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
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
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New City

Beaches and mountain views are just a few things travelers like about New City. A stop by Union Stock Yard Gate is also recommended if you've got time to explore the area.

New City
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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
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is ¥15,242 per night from Mar 30 to Mar 31
¥15,242
¥17,892 total
Mar 30 - Mar 31
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! (9,918 reviews)
Fantastic Location! Friendly staff, lots of history. Central Heating during the winter, so you’ll have to open a window to avoid getting toasted. Overall great bang for your buck and right next to several transportation options!

Reviewed on Mar 5, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is ¥20,787 per night from Mar 24 to Mar 25
¥20,787
¥28,840 total
Mar 24 - Mar 25
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (3,465 reviews)
Every clean, quiet. Perfect location

Reviewed on Mar 6, 2026

Hotel Riu Plaza Chicago
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
Fully refundableReserve now, pay when you stay
The price is ¥19,306 per night from Mar 25 to Mar 26
¥19,306
¥22,664 total
Mar 25 - Mar 26
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! (5,717 reviews)
Lots of shops/restaurants near by/grocerie store across the street!

Reviewed on Mar 6, 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! (14 reviews)
It's a lovely unit, nicer than the pics. Was very content here. Had everything I needed. I really enjoyed the massage chairs, lovely kitchen and bath with higher end finishes. I really appreciate the toaster oven not being stainless steel on the inside sincethia unit had no -stick cookware like most. ...

Reviewed on Jan 17, 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! (1,099 reviews)
The kitchen was great and check-in was easy.

Reviewed on Mar 5, 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! (437 reviews)
Cable TV, cleanliness

Reviewed on Mar 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.

Popular places to visit

Things to do

Cities near Southwest Side

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