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.
Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,950 reviews)
The property was very nice until we got to the room. The room seemed more dark and dingy. Very expensive for the quality of the room. Staff were extremely nice and the hotel was more central to different parks and modes of transportation.

Reviewed on Jul. 2, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
Great! I stay again for next time.

Reviewed on Jul. 6, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
This was our second stay here. We were particularly impressed by the staff and customer service. It’s the kind we get in 5stars hotels overseas in the Middle East or SouthEast Asia. Impeccable. A special shout out to Pablo Criado for his warm and enthusiastic welcome and making sure that we had a great stay! I am now a fan and will only stay at Trump Chicago when in Chicago downtown.

Reviewed on Jul. 5, 2025

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,755 reviews)
beautiful hotel, friendly and helpful staff.

Reviewed on Jul. 2, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
The Wit is an upscale hotel that I enjoyed visiting. They are conveniently located in the heart of downtown Chicago. If you want to ride the subway there is a station right outside of the hotel. The staff were pleasant and helpful, they even followed up with me after checking in and throughout my stay.

Reviewed on Jul. 5, 2025

Ready to book your vacation to Prospect Heights?

 

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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 $65 per night from Jul 20 to Jul 21
CA $65
CA $72 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (1,283 reviews)
"Clean"

Reviewed on Jul. 4, 2025

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 $260 per night from Jul 26 to Jul 27
CA $260
CA $305 total
Jul 26 - Jul 27
includes taxes & fees
8/10 Very Good! (2,048 reviews)
"Convenient to airport after flight got cancelled not once but twice ."

Reviewed on Jul. 2, 2025

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 CA $219 per night from Aug 5 to Aug 6
CA $219
CA $250 total
Aug 5 - Aug 6
includes taxes & fees
8.6/10 Excellent! (1,701 reviews)
"I like it because I get to relax"

Reviewed on Jul. 4, 2025

Hyatt Regency O'Hare Chicago
See all 2,735 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

Discover the most popular places to visit in Prospect Heights

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

What to do in Prospect Heights

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $61
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
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 $628 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.