Prospect Heights Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Vacation

Lock in a Prospect Heights vacation package that has everything you need without any unnecessary extras. Good for hiking, nature and walking, consider staying in the neighborhood of Forest Glen. If sightseeing is on the to-do list during your trip to Prospect Heights, look around leading attractions like The Glen Club, Arlington International Racecourse and The Glen Town Center. Don't put off your visit to this city any longer. Your dream Prospect Heights vacation is a few quick clicks away with Expedia.

Top Prospect Heights Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,300, price is now CA $993 per person
CA $993
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $2,559, price is now CA $1,037 per person
CA $1,037
per person
Dec 19 - Dec 23
found 12 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was CA $2,031, price is now CA $1,315 per person
CA $1,315
per person
Dec 24 - Dec 31
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,005 reviews)
Make sure what you order is what you get .... I had to extend my neck to see the river that I paid for. Room was spacious .... but the gentleman checking me in could have been a little more friendlier with my concerns.

Reviewed on Nov 1, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,339, price is now CA $1,641 per person
CA $1,641
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,843, price is now CA $1,417 per person
CA $1,417
per person
Dec 25 - Dec 28
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)
Had a good stay. Will come again

Reviewed on Nov 2, 2026

Ready to book your vacation to Prospect Heights?

 

Choose your dates

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 CA $74 per night from Nov 9 to Nov 10
CA $74
CA $83 total
Nov 9 - Nov 10
includes taxes & fees
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 CA $284 per night from Nov 27 to Nov 28
CA $284
CA $333 total
Nov 27 - Nov 28
includes taxes & fees
8.6/10 Excellent! (2,576 reviews)
"The property is convenient to ORD but the rooms are tired and whatever you do, ask for a room away from the elevators….they kept me up all night."

Reviewed on Nov 1, 2026

Hilton Chicago O'Hare Airport
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $200 per night from Nov 25 to Nov 26
CA $200
CA $235 total
Nov 25 - Nov 26
includes taxes & fees
8.6/10 Excellent! (1,449 reviews)
"U"

Reviewed on Nov 1, 2026

Marriott Chicago O'Hare
See all 2,908 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Prospect Heights attractions

Prospect Heights City Hall

7.8/10 (40 reviews)
After visiting Prospect Heights City Hall, make a plan to see the other sights and activities in Prospect Heights. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

What to do in Prospect Heights

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in Prospect Heights

Frequently asked questions

How much does a Prospect Heights vacation package cost?
Offering excellent value package deals from CA $993 on Expedia, you'll be pleasantly surprised at how much a vacation to Prospect Heights costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Prospect Heights?
If you'd like to book a cheap Prospect Heights vacation package, consider travelling in January, February and March. You're likely to find lower prices on flights and accommodations during these months — perfect for a budget-friendly getaway.
How many days is enough for Prospect Heights?
To fully enjoy a Prospect Heights vacation, we suggest booking for 2 days. Divide your time between visiting The Glen Club, Arlington International Racecourse and other top attractions, on top of exploring neighbourhoods like Riverwoods and Norma. If you've got some time to spare, include a day trip or tour in your Prospect Heights vacation itinerary.
Is it worth booking a vacation package to Prospect Heights?
It's no wonder a Prospect Heights vacation is on the must-do list of many travellers. Popular attractions like Isaak Walton Park are just the start of things to keep you busy here.
How to find the best Prospect Heights package deals?
Finding a cheap Prospect Heights package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Prospect Heights package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Prospect Heights vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still get the flexibility to create a customized Prospect Heights vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Prospect Heights?
Enjoy amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Prospect Heights break.
How to plan a trip to Prospect Heights?

  1. Choose when to go: Check your diary and get packing. Your preferred time of year and the available activities will also help you decide when to escape to Prospect Heights.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to activities and airfares. Your accommodations will likely be the biggest expense during your trip to Prospect Heights.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Prospect Heights. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Prospect Heights vacation package that brings all your bookings together.

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