Bolingbrook Holidays
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Top Flight + Hotel Deals in Bolingbrook
Price found within the past 48 hours. Click for updated prices.
Hilton Chicago O'Hare Airport
O'Hare
Price was €379, price is now €295 per person
€295
per person
31 Oct - 2 Nov
found 1 day ago
Return flight included
New York (NYC) 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 20 Sept 2025
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was €954, price is now €672 per person
€672
per person
31 Oct - 2 Nov
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Got pick pocketed in the elevator. I really like this hotel. Plan to return.
Reviewed on 8 Sept 2025
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was €564, price is now €431 per person
€431
per person
31 Oct - 2 Nov
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (1,008 reviews)
Best hotel ever! The staff was incredible. The location was premium-you could be at the “bean” in a couple minutes!! The bed was so cozy. The place was clean and beautiful. There was a snack daily. It really was so fantastic!
Reviewed on 17 Sept 2025
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
Price was €545, price is now €441 per person
€441
per person
31 Oct - 2 Nov
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
8.4/10 Very Good! (3,910 reviews)
Property was close to event i needed to attend. Allowed for an early check in so I could prepare for event. Staff helpful.
Reviewed on 22 Sept 2025
Top hotels in Bolingbrook
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
7.8/10 Good! (9,265 reviews)
"Big hotel with lots of floors."
Reviewed on 22 Sept 2025
Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €216 per night from 18 Oct to 19 Oct
€216
18 Oct - 19 Oct
includes taxes & fees
8.2/10 Very Good! (2,132 reviews)
"It was nice to be able to stay right at the airport when we had flown in from overseas on a long flight and then had to fly out early the next morning"
Reviewed on 18 Sept 2025
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €206 per night from 19 Oct to 20 Oct
€206
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (2,032 reviews)
"The restaurant was closed on weekends. I stayed in a room with a Queen bed. It was tight for one person and one carry-on. It's a nice older hotel. No free breakfast items other than coffee/tea. The 10% dining discount is hardly worth it. Go find a restaurant in the area. There are a variety of restaurants ..."
Reviewed on 19 Sept 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
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
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
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Bolingbrook
Wendella's 90-min Chicago River Architecture Tour
€38
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
€38
per adult
96% of travellers recommend
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Holiday Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
