Southwest Side Travel Guide

Tourist 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 there might not be top attractions in Back of the Yards, you can explore the larger area and discover places like Bridgeport Art Center and Zhou B Art Center.

Back of the Yards
Garfield Ridge

Garfield Ridge

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
Default Image

New City

Beaches and mountain views are just a few things travellers 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
Default Image

Clearing

Visitors to Clearing appreciate its restaurants. A visit to Wintrust Sports Complex and SeatGeek Stadium might round out your trip if you're looking to see more of the area.

Clearing
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is NZ$234 per night from 16 Apr to 17 Apr
NZ$234
16 Apr - 17 Apr
includes taxes & fees
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 ...
8/10 Very Good! (10,024 reviews)
Location is amazing. The hotel was built in 1893 and it shows. The history attached to the hotel is pretty cool, but the place is in dire need of renovation. great location for the Art Institute and the Aquarium. Walk to both and the park is directly across the street.

Reviewed on 30 Mar 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 NZ$280 per night from 12 Apr to 13 Apr
NZ$280
12 Apr - 13 Apr
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ...
9/10 Wonderful! (4,029 reviews)
There is NO AIR CONDITIONING in any room NONE then they ran out of fans! Expedia advertises it does have air conditioning. Don’t stay here!

Reviewed on 30 Mar 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
Fully refundableReserve now, pay when you stay
The price is NZ$301 per night from 14 Apr to 15 Apr
NZ$301
14 Apr - 15 Apr
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service and a fitness centre. Our guests praise the breakfast and the pool in their reviews. Popular ...
8.6/10 Excellent! (5,807 reviews)
Ubicación, instalaciones y desayuno todo excelente Limpieza de habitaciones puede mejorar

Reviewed on 30 Mar 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 Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions SeatGeek Stadium and Anna and Frederick ...
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 18 Mar 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
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 ...
9.2/10 Wonderful! (1,116 reviews)
This was a wonderful alternative to a hotel room or VRBO. Great location, wonderful space, and great choices of rooms!

Reviewed on 29 Mar 2026

Sentral Michigan Avenue
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
1140 North Wells Street Chicago IL
Stay at this family-friendly aparthotel in Chicago. Enjoy free Wi-Fi, an outdoor pool and a rooftop terrace. Our guests praise the helpful staff in their reviews. ...
9/10 Wonderful! (453 reviews)
The rooms are extremely clean and have everything you need. The staff is so accommodating and friendly. The view is amazing

Reviewed on 27 Mar 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

Activities

Cities near Southwest Side

Explore a world of travel with Expedia