Prospect Heights Holidays

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Top Flight + Hotel Deals in Prospect Heights

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,291, price is now €824 per person
€824
per person
20 Sept - 26 Sept
just found
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Everyone there was friendly and gave us a lot of places to go eat for our one year anniversary

Reviewed on 21 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,927, price is now €1,160 per person
€1,160
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,701, price is now €1,044 per person
€1,044
per person
20 Sept - 26 Sept
just found
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
One of the tvs didnt work, and neither did the room phone. Dislike the texting communication, and having to go thru 3rd party just to call front desk.

Reviewed on 17 Aug 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,420, price is now €926 per person
€926
per person
20 Sept - 26 Sept
just found
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Loved the hotel. Very clean and comfortable. The gentleman who checked us out was not the most friendly, but everyone else was super helpful!

Reviewed on 18 Aug 2025

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Price was €1,276, price is now €844 per person
€844
per person
4 Oct - 10 Oct
just found
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,621 reviews)
Check in was easy and it felt very safe. Room was clean and was good sized for a Chicago hotel.

Reviewed on 21 Aug 2025

Top hotels in Prospect Heights

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 €48 per night from 27 Aug to 28 Aug
€48
27 Aug - 28 Aug
includes taxes & fees
8/10 Very Good! (1,355 reviews)
"👍"

Reviewed on 20 Aug 2025

Motel 6 Prospect Heights, IL
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 €144 per night from 5 Sept to 6 Sept
€144
5 Sept - 6 Sept
includes taxes & fees
8.4/10 Very Good! (1,123 reviews)
"Great amenities and very clean and friendly staff"

Reviewed on 20 Aug 2025

Marriott Chicago O'Hare
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 €181 per night from 12 Sept to 13 Sept
€181
12 Sept - 13 Sept
includes taxes & fees
8.2/10 Very Good! (2,098 reviews)
"Good food and service in restaurant. Convenient location."

Reviewed on 20 Aug 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.

Popular places to visit

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

Wrigley Field

4.5/5(40 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 street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home 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

Navy Pier

4/5(125 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

€36
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

€39
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

€35
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Prospect Heights

Frequently asked questions

How much does a Prospect Heights holiday package cost?
You can pick up a holiday package to this popular destination from €824 on Expedia. However, how much your holiday 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 reduced prices and greater availability in January, February and March. Browse our cheap Prospect Heights holiday packages and you could get some great off-season deals.
How many days is enough for Prospect Heights?
You can easily explore all the main attractions in Prospect Heights in a few days, including the must-see Prospect Heights City Hall. If you want a longer Prospect Heights holiday, look at what kind of excursions and activities are available nearby.
Is it worth booking a holiday package to Prospect Heights?
Prospect Heights has everything you need for a wonderful getaway. Begin your Prospect Heights holiday on a high note by checking out major attractions like Isaak Walton Park.
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 holiday package as soon as possible.
Is it cheaper to book a Prospect Heights holiday as a package?
You can enjoy significant savings on your next Prospect Heights break by booking a customised holiday 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 holiday 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 holiday.
How to plan a trip to Prospect Heights?

  1. Choose your travel dates: What you'd like to do in Prospect Heights and your preferred season will help you decide when to go.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Prospect Heights.
  3. Decide how long to go for: Now that you're more familiar with Prospect Heights, you can figure out the ideal length of your holiday. Pull together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your accommodation and airfare: Once you've nailed down your dates and duration, book the ideal Prospect Heights holiday package for you.

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