Hillside Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 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$338 per night from 3 June to 4 June
AU$338
3 June - 4 June
includes taxes & fees
8/10 Very Good! (10,149 reviews)
"Hotel is pretty "okay" if you are going for business, but our experience was not nice. The Air Conditioner wasn't working on a 65-80 degree outside, I told the front desk if they can help or make a room change but the solution was to give me a floor fan, not the type of help I was hoping and did ..."
Reviewed on 27 May 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$438 per night from 16 June to 17 June
AU$438
16 June - 17 June
includes taxes & fees
9.4/10 Exceptional! (4,268 reviews)
"Room was always cleaned and the breakfast was great and the rooftop was nice"
Reviewed on 27 May 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is AU$253 per night from 28 June to 29 June
AU$253
28 June - 29 June
includes taxes & fees
7.8/10 Good! (1,482 reviews)
"I had travel delays and a situation with my husband and my luggage and they have been very nice about it . Front desk staff is very kind and professional"
Reviewed on 27 May 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
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
4.5/5(64 reviews)
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
4.5/5(73 reviews)
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
What to do in Hillside
Skydeck - Willis Tower Admission
AU$61
per adult
96% 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.
