
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
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
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
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
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
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
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

Marriott Chicago O'Hare
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

Hilton Chicago O'Hare Airport
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
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
4.5/5(40 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

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.

Navy Pier
4/5(125 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Prospect Heights

Chicago By Night River & Lake Cruise
€39
per adult
96% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
€35
per adult
94% of travellers recommend
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.