Hillside Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Joe Farmer
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Hillside Holiday
The stress-free way to experience this interesting city is with a tailor-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 famous sights like Brookfield Zoo, Oakbrook Centre Mall and Ernest Hemingway Museum and House. Don't delay your visit to this destination any longer. Your perfect Hillside holiday is a few clicks away with Expedia.
Hillside Holiday
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 | Rosemont Theatre, Brookfield Zoo and Parkway Bank Park Entertainment District |
Our pick of the best Hillside Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$447 per night from 13 Mar to 14 Mar
AU$447
13 Mar - 14 Mar
includes taxes & fees
8/10 Very Good! (9,937 reviews)
Shortly after our check in when noticed our room did not have heat called the operator only to be told the hotels boiler was out, had to call a 2nd time because the toilet wouldn't flush finally when the maintenance guy came to fix the toilet he said he could get us a space heater we was so excited ...
Reviewed on 26 Feb 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$251 per night from 4 Mar to 5 Mar
AU$251
4 Mar - 5 Mar
includes taxes & fees
9.4/10 Exceptional! (3,416 reviews)
Loved the hotel and ambiance. My stay was truly amazing. I just wish they would’ve had an ice machine and microwaves inside the hotel . It would’ve been 5 stars if they had microwaves and ice. Also the receptionist attitude wasn’t the best. I didn’t feel very welcomed and seemed like she was just ...
Reviewed on 26 Feb 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 5 Mar to 6 Mar
AU$176
5 Mar - 6 Mar
includes taxes & fees
8.6/10 Excellent! (5,685 reviews)
Service was great, and the staff was very kind.
Reviewed on 26 Feb 2026
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.
Discover the most popular places to visit in Hillside
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Grant Park
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
What to do in Hillside
Skydeck - Willis Tower Admission
AU$64
per adult
98% of travellers recommend
Explore a world of travel with Expedia
- Motels in Bellwood
- B&B in Berkeley
- Hostels in Berkeley
- Cheap Hotels in Berkeley
- Luxury Hotels in Berkeley
- Berkeley Hotels
- Apartments in Broadview
- Broadview Hotels
- Resort in Broadview
- Lgbt Welcoming Hotels in Brookfield
- Brookfield Hotels
- Hotels near Elmhurst College
- Lgbt Welcoming Hotels in Elmhurst
- Elmhurst Hotels
- Forest Park Hotels
- Lgbt Welcoming Hotels in Franklin Park
- Franklin Park Hotels
- Hotels near Franklin Park Mannheim Station
- Hines Hotels
- Motels in Hines
- Farmstay in La Grange
- Holiday Homes in La Grange
- Cheap Hotels in La Grange
- La Grange Hotels
- La Grange Park Hotels
- Maywood Hotels
- Apartments in Melrose Park
- Cheap Hotels in Melrose Park
- Lgbt Welcoming Hotels in Melrose Park
- Pet Friendly Hotels in Melrose Park
- Spa Hotels in Melrose Park
- Melrose Park Hotels
- Residences in Melrose Park
- Hotels near Midwest Conference Center
- North Riverside Hotels
- Cheap Hotels in Northlake
- Northlake Hotels
- Pet Friendly Hotels in Oak Brook
- Oak Brook Hotels
- Hotels near Oakbrook Center Mall
- Hotels with Parking in Oakbrook Terrace
- Oakbrook Terrace Hotels
- River Forest Hotels
- River Grove Hotels
- Motels in River Grove
- B&B in Riverside
- Riverside Hotels
- Residences in Riverside
- Cheap Hotels in Stone Park
- Stone Park Hotels
- Apartments in Villa Park
- Villa Park Hotels
- Motels in Villa Park
- Westchester Hotels
- B&B in Western Springs
- Western Springs Hotels
- Boutique Hotels in York Center
- Apache Park
- Austin Holidays
- Berkeley Holidays
- Busy Beaver Button Museum
- Chicago Holidays
- Daley Plaza
- Elk Grove Village Holidays
- Emily Oaks Nature Center
- Frank Lloyd Wright Historic District
- Visit Franklin Park
- Garfield Park Conservatory
- Golf Holidays
- Grace Abbott Homes Holidays
- Hanson Park
- Legoland® Discovery Center
- Lincoln Hall
- Lincoln Park Conservatory
- Lombard Holidays
- Visit Melrose Park
- Morton Arboretum
- Oak Lawn Holidays
- Rainbow Falls Waterpark
- Riverside Holidays
- Rookery
- Rosemont Theatre
- Rosemont Holidays
- Summit Holidays
- United Center
- Unity Temple
- University of Illinois Chicago
- Wicker Park Holidays
- Willis Tower
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
