Prospect Heights Vacation Packages

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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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,676, price is now CA $1,151 per person
CA $1,151
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,854 reviews)
We contacted the property about checking luggage early, no problem. Check in was quick as well as checking out. Markets and pharmacy about a block away. Restaurants, bars, pubs landmarks all within walking distance. Red line and brown line L train about 8 minute walk. Our room was a little small but was comfortable and had everything we needed, very clean and for being downtown surprisingly quiet. Would recommend and would return.

Reviewed on Jul 24, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $2,590, price is now CA $1,522 per person
CA $1,522
per person
Sep 27 - Oct 3
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,714 reviews)

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,693, price is now CA $1,641 per person
CA $1,641
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (504 reviews)
We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure.

Reviewed on Jul 23, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,228, price is now CA $1,473 per person
CA $1,473
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (533 reviews)
Will be back great experience room was amazing.

Reviewed on Jul 23, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,391, price is now CA $1,676 per person
CA $1,676
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,603 reviews)
Excellent location. My grandson (3.5 yeas old) and I thoroughly enjoy our daily routine of strolling along the lakeside, having meals, playing games, watching the fireworks and taking in the scenery. The room is clean and the staffs are nice. We spent a wonderful six-day vacation.

Reviewed on Jul 24, 2026

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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 $87 per night from Jul 27 to Jul 28
CA $87
CA $97 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very good! (1,841 reviews)
"Los colchones fatales, hotel básico y deteriorado, para emergencias."

Reviewed on Jul 19, 2026

Motel 6 Prospect Heights, IL
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 CA $281 per night from Aug 6 to Aug 7
CA $281
CA $320 total
Aug 6 - Aug 7
includes taxes & fees
Hyatt Regency O'Hare Chicago
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 $331 per night from Aug 8 to Aug 9
CA $331
CA $389 total
Aug 8 - Aug 9
includes taxes & fees
Hilton Chicago O'Hare Airport
See all 2,792 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.
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Stay near popular Prospect Heights attractions

Isaak Walton Park

7.4/10 (23 reviews)
Explore the great outdoors at Isaak Walton Park, a lovely green space 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 $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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 $1,151 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.