Southwest Side

Travel Guide

Photo provided by by Midway Intl Airport
Photo provided by by Midway Intl Airport
Photo provided by by Midway Intl Airport
Photo provided by by Midway Intl Airport
Photo provided by by Midway Intl Airport
Photo provided by by Midway Intl Airport
Photo provided by by Midway Intl Airport
Photo provided by by Midway Intl Airport
Photo provided by by Midway Intl Airport
Photo provided by by Midway Intl Airport

Where to stay in Southwest Side

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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
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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
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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
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Brighton Park

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

Brighton Park
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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
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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 Garfield Station (Red Line).

Englewood
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is HK$1,537 per night from 4 Oct to 5 Oct
HK$1,537
HK$1,804 total
4 Oct - 5 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (9,162 reviews)
"The rooms need to be refurbished.,,,bathroom not as clean as I would expect. But the hotel is over 100 yrs old."

Reviewed on 10 Sep 2025

Congress Plaza Hotel
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 HK$1,352 per night from 22 Sept to 23 Sept
HK$1,352
HK$1,587 total
22 Sept - 23 Sept
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,894 reviews)
"From the moment we walked in, early for our reservation, we were treated like the number one priority by every staff member. The bellman #johnnyBravo #JimmyNeutron #JohnnyDanger thank you for your comic relief after a long morning of travel and for keeping our belongings safe! The room was very clean ..."

Reviewed on 10 Sep 2025

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

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
The price is HK$1,400 per night from 22 Sept to 23 Sept
HK$1,400
HK$1,644 total
22 Sept - 23 Sept
includes taxes & fees
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (3,863 reviews)
"The staff was friendly and helpful."

Reviewed on 10 Sep 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,925 properties in Southwest Side
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
Stay at this 4-star business-friendly aparthotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the ...
9/10 Wonderful! (917 reviews)
"This is a real hidden gem, I loved the fact that there were two bedrooms and a nice living and dining room area to hang out in. The views are spectacular and you can't beat the location."

Reviewed on 10 Sep 2025

Sentral Michigan Avenue
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place, Chicago, IL
Stay at this 4-star aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (501 reviews)
"Kasa is my home away from home whenever I travel. Love Kasa’s use of technology, the sense of safety and security, and the outstanding property - a lovely condo in the sky, tastefully furnished, along with all the necessary items to make it feel like my own home. Great value and location."

Reviewed on 11 Sep 2025

Kasa Magnificent Mile Chicago
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
1140 North Wells Street, Chicago, IL
Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (352 reviews)
"Highly recommend!"

Reviewed on 8 Sep 2025

Level Chicago – Old Town
See all properties in Southwest Side
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

Wrigley Field showing a city, central business district and a sporting event

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North featuring night scenes, a city and signage

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park showing a city, autumn colours and modern architecture

Millennium Park

4.5/5(147 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park
Soldier Field featuring modern architecture, a city and a high-rise building

Soldier Field

4/5(44 reviews)

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Soldier Field

Things to do

River tour boat in Chicago

Architecture River Tour

HK$381
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

HK$351
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

HK$351
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

HK$192
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago: Architecture Boat Tour with Drinks

Chicago: Architecture Boat Tour with Drinks

HK$328
per adult
88% of travellers recommend
Chicago: Architecture Boat Tour with Drinks
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

HK$828
per adult
82% of travellers recommend
Chicago C3® by CityPASS®
See all activities in Southwest Side
Chicago featuring a skyscraper and a city as well as a family

Chicago