
Hillside Holidays from £1,244
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Your Hillside Holiday
An easy way to experience this vibrant city is with a custom-made Hillside holiday package. Base yourself in the neighbourhood 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 Centre Mall and Yorktown Shopping Centre. Expedia can help you escape the everyday. Tailor your holiday to Hillside to suit your style of travel, whatever that may be.
Top Hillside Flight + Hotel Deals

Sable at Navy Pier Chicago, Curio Collection by Hilton
Reviewed on 18 Jul 2025




The Emily Hotel
Reviewed on 15 Jul 2025
Hillside Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 8,200 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Brookfield Zoo, Rosemont Theatre and Parkway Bank Park Entertainment District |
Top hotels in Hillside

Congress Plaza Hotel
Reviewed on 16 Jul 2025

InterContinental Chicago Magnificent Mile by IHG
Reviewed on 16 Jul 2025

Hilton Chicago/Magnificent Mile Suites
Reviewed on 16 Jul 2025
Popular places to visit

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

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

Michigan Avenue
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.
What to do in Hillside

Wendella's 90-min Chicago River Architecture Tour

Chicago By Night River & Lake Cruise
Frequently asked questions
More trip options
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.