
Southwest Side Vacation Packages
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Top Southwest Side Vacation Deals

Hotel Riu Plaza Chicago
Reviewed on Feb 27, 2026

La Banque Hotel
Reviewed on Jan 26, 2026

Level Chicago Fulton Market
Reviewed on Feb 16, 2026

Park Hyatt Chicago
Reviewed on Feb 20, 2026

Level Chicago – Old Town
Reviewed on Feb 22, 2026
Where to stay in Southwest Side

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.
Southwest Side Hotel Deals

Congress Plaza Hotel
We mainly go to Chicago for medical appointments and it is *so awesome* that you can actually open the windows here.That is the main reason we chose it. Because Dad has cancer we aired it out and then ran our own air purifier. No bad smells or anything, we're just being cautious because of his health. ...
Reviewed on Feb 27, 2026

Hotel Riu Plaza Chicago
This is our new go-to in the city. Great location, very comfortable beds. Pillows are unusually small, but they brought more quickly. Large bathroom with double sinks. Breakfast buffet was excellent and plentiful. Shout out to Frank during our very late check-in. Very friendly, funny and was quick ...
Reviewed on Feb 27, 2026

Embassy Suites by Hilton Chicago Downtown River North
Hotel is beautiful and located in the heart of everything. Starbucks outside is a plus. Breakfast is excellent and rooms are spacious. Wish they have a whirlpool
Reviewed on Feb 27, 2026
Discover the most popular places to visit in Southwest Side

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

Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Southwest Side

Wendella's 90-min Chicago River Architecture Tour
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