
Hillside Vacation Packages
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Your Hillside Vacation
An easy way to experience this vibrant city is with a custom-made Hillside vacation package. Base yourself in the neighborhood of Wicker Park, which is great for nightlife, bars and pubs and cafes or go someplace else — our packages are all about you. Any trip to Hillside needs a well-planned itinerary. Fill yours with major attractions such as Brookfield Zoo, Oakbrook Center Mall and Yorktown Shopping Center. Expedia can help you escape the everyday. Tailor your vacation to Hillside to suit your style of travel, whatever that may be.
Top Hillside Vacation Deals


Hotel Riu Plaza Chicago
Reviewed on Apr. 19, 2025

Pendry Chicago
Reviewed on Apr. 19, 2025

Arlo Chicago
Reviewed on Apr. 19, 2025
Hillside Hotel Deals

Reviewed on Apr. 18, 2025

Reviewed on Apr. 18, 2025

Reviewed on Apr. 17, 2025
Frequently asked questions
Discover the most popular places to visit in Hillside

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.

Six Flags Great America
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
What to do in Hillside

Chicago: Willis Tower Skydeck and The Ledge Ticket
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