Prospect Heights Holidays from AU$2,013

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Prospect Heights Holiday

When a getaway to the city is calling, answer it with a holiday package to Prospect Heights. The neighbourhood of Forest Glen, which is great for hiking, nature and walking, makes a terrific base for your adventures. A trip to Prospect Heights is a terrific opportunity to do some sightseeing. Be sure to look around big-name attractions such as Woodfield Mall, The Glen Club and Arlington International Racecourse. A few clicks is all it takes to build your ideal Prospect Heights holiday on Expedia.

The Latest Prospect Heights Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was AU$2,327, price is now AU$2,013 per person
AU$2,013
per person
26 Feb - 1 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Incredible location and wonderful satff

Reviewed on 23 Jan 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was AU$3,201, price is now AU$2,822 per person
AU$2,822
per person
26 Feb - 1 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room.

Reviewed on 11 Jan 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was AU$2,960, price is now AU$2,612 per person
AU$2,612
per person
26 Feb - 1 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
First time there. Staff was helpful and they provided excellent memorable service

Reviewed on 20 Jan 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was AU$2,389, price is now AU$2,110 per person
AU$2,110
per person
26 Feb - 1 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Everything about this hotel is special. Great staff- awesome restaurant/bar. Location is perfect. This hotel is my destination every time I come to the city. Which is quite often.

Reviewed on 20 Jan 2026

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was AU$2,856, price is now AU$2,545 per person
AU$2,545
per person
26 Feb - 1 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
Yes didn’t know you get free breakfast

Reviewed on 4 Jan 2026

Prospect Heights Holiday

Prospect Heights Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
16,400
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Rosemont Theatre, Parkway Bank Park Entertainment District and Marriott Theatre

Our pick of the best Prospect Heights Hotel Deals

Motel 6 Prospect Heights, IL

Motel 6 Prospect Heights, IL

2 out of 5
540 N Milwaukee Ave Prospect Heights IL
Fully refundableReserve now, pay when you stay
The price is AU$62 per night from 18 Feb to 19 Feb
AU$62
18 Feb - 19 Feb
includes taxes & fees
8.2/10 Very Good! (1,632 reviews)
Its a great bang for your buck. Very clean, and nice staff. Restaurants are right there, Mc Donalds is one block away, the other ones are in less distance. Maybe the matress are not brand new, but everything is very clean and functional. I stayed there for one week.

Reviewed on 22 Jan 2026

Motel 6 Prospect Heights, IL
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$334 per night from 21 Feb to 22 Feb
AU$334
21 Feb - 22 Feb
includes taxes & fees
8.2/10 Very Good! (2,179 reviews)
Stayed prior to flight, clean, quiet room!

Reviewed on 13 Jan 2026

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 28 Jan to 29 Jan
AU$223
28 Jan - 29 Jan
includes taxes & fees
8.8/10 Excellent! (2,320 reviews)
Clean room beautiful amenities

Reviewed on 17 Jan 2026

Hyatt Regency O'Hare Chicago
See all 2,972 properties in Prospect Heights
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Prospect Heights

Navy Pier featuring a sunset and rides

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.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

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.

Millennium Park
Chicago Riverwalk featuring a bay or harbour, a city and a river or creek

Chicago Riverwalk

4.5/5(26 reviews)

Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.

Chicago Riverwalk

What to do in Prospect Heights

Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$37
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

AU$60
per adult
92% of travellers recommend
Art Institute of Chicago
Lineup with Capone and Dillinger!

Chicago Crime and Mob Bus Tour

AU$73
per adult
92% of travellers recommend
Chicago Crime and Mob Bus Tour
See all activities in Prospect Heights

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.