Chicago Adventure Holidays
Book a Adventure Hotel + Flight or Car together to unlock savings
Better together
Save up to ₹43,962 when you book a flight and hotel together*
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Top flight + Adventure hotel deals in Chicago
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,822 reviews)
Advertised a pool and breakfast was included. The pool was closed and there was no breakfast. I was offered a credit for breakfast at the restaurant, used it, and then was billed for it.
Reviewed on 1 Jul 2025
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,353 reviews)
We liked the view and the location. With our second visit here the front desk check-in gentleman was not as warm and friendly as other staff have been. We always have a great experience with the valet (they are helpful in finding transportation) and the luggage handlers were very accommodating. Our room was cleaned very well after the very first day.
Reviewed on 3 Jul 2025
5* Adventure holidays in Chicago
Price found within the past 48 hours. Click for updated prices.
Top Adventure Chicago Hotels
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,769 reviews)
"Love our stay here"
Reviewed on 30 Jun 2025
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr, Chicago, IL
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free Wi-Fi, 3 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,008 reviews)
"Clean, modern rooms"
Reviewed on 28 Jun 2025
Hyatt Regency Chicago
151 East Wacker Dr, Chicago, IL
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free Wi-Fi, 4 restaurants and 2 bars/lounges. Our guests praise the bar and the helpful staff in their ...
9.2/10 Wonderful! (3,244 reviews)
"Love this hotel"
Reviewed on 3 Jul 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.