Prospect Heights Vacations from $358

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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.

The Latest Prospect Heights vacation packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $592, price is now $358 per person
$358
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,027 reviews)
Clean, great decorating, great value

Reviewed on Sep 21, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,002, price is now $578 per person
$578
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Rooms and public areas newly remodeled; Rooftop bar and restaurant were unexpectedly good.

Reviewed on Sep 20, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,248, price is now $772 per person
$772
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
This property is fabulous in every aspect. Huge rooms, modern and fresh. The spa and workout facilities are amazing. I loved everything about this hotel. Location is perfect to explore the river walk, shopping and best dining options. Only small critique is only one person at the front and if they are busy with a guest, can be a long wait to check in or out.

Reviewed on Sep 21, 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Save 100% on your flight
Price was $1,018, price is now $675 per person
$675
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,123 reviews)
We were dead tired from a long flight from Turkey the day before. We slept well most of the night but still did not want to drag our heavy bags to Terminal 5 via the light rail. The hotel graciously transported us directly to the outdoor check in and we were on our way to security an hour ahead of our schedule! Thanks. The only improvement would be to service the slightly noisy air conditioner in our room.

Reviewed on Sep 20, 2025

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,196, price is now $798 per person
$798
per person
Nov 28 - Dec 3
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,092 reviews)
The room was quite beautiful but there were no robes which would’ve expected. The breakfast was pedestrian nothing special and the server was not good. The front desk staff was excellent. The pool has no umbrellas so it wasn’t possible to use it as it was full sun all day. The outdoor couches on main level were welcome. The restaurant around the corner Maple and Ash.

Reviewed on Sep 19, 2025

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Discover the most popular places to visit in Prospect Heights

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 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
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier

What to do in Prospect Heights

River tour boat in Chicago

Architecture River Tour

$49
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

$45
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

$45
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Prospect Heights

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
$50 nightly
The price is $56 total per night from Sep 28 to Sep 29
$56 total
Sep 28 - Sep 29
Total with taxes and fees
8/10 Very Good! (1,407 reviews)
"The mattress was worn out, it was uncomfortable! The bathroom was peeling paint."

Reviewed on Sep 17, 2025

Motel 6 Prospect Heights, IL
Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG

3 out of 5
600 N Milwaukee Ave, Prospect Heights, IL
Fully refundable
$95 nightly
The price is $106 total per night from Oct 5 to Oct 6
$106 total
Oct 5 - Oct 6
Total with taxes and fees
9/10 Wonderful! (830 reviews)
"Pretty comfortable"

Reviewed on Sep 12, 2025

Holiday Inn Express & Suites Prospect Heights by IHG
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
$216 nightly
The price is $254 total per night from Oct 18 to Oct 19
$254 total
Oct 18 - Oct 19
Total with taxes and fees
8.2/10 Very Good! (2,139 reviews)
"Great"

Reviewed on Sep 19, 2025

Hilton Chicago O'Hare Airport
See all 2,718 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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Frequently asked questions

How much does a Prospect Heights vacation package cost?
You can pick up a vacation package to this popular destination from $358 on Expedia. However, how much your vacation to Prospect Heights costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Prospect Heights?
You can usually find lower rates and better availability in December, January and February. Check out our cheap Prospect Heights vacation packages and you could land some great off-season discounts.
How many days is enough for Prospect Heights?
Generally, a handful of days is ideal for a Prospect Heights vacation. With a well-organized itinerary, you can check out all the main sights like Prospect Heights City Hall, as well as discover some hidden treasures along the way.
Is it worth booking a vacation package to Prospect Heights?
Prospect Heights is a good vacation destination with attractions like Rob Roy Golf Course among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Prospect Heights vacation promises a good time for everyone.
How to find the best Prospect Heights package deals?
Use Expedia's filter tool to help you find some fabulous Prospect Heights package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Prospect Heights package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Prospect Heights vacation as a package?
You can enjoy significant savings on your next Prospect Heights break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Prospect Heights?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Prospect Heights vacation.
Does Expedia offer Book Now, Pay Later Prospect Heights vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Prospect Heights trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

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.