Chicago Adventure Holidays
Book a Adventure Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £335 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top Adventure Chicago Hotels
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (2,335 reviews)
All in all, it was an excellent experience with the exception of the water pressure. The hot water pressure was absolutely horrible.
Reviewed on 27 Mar 2026
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, 4 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (3,463 reviews)
Increíble hotel súper friendly staff!
Reviewed on 27 Mar 2026
Swissotel - Chicago
323 E Wacker Dr Chicago IL
Stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge) and 24-hour room service. Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (3,227 reviews)
Some issues with the room and internet, had to switch rooms. The second room had a malfunctioning toilet fill valve, it would shut off due to friction, requiring me to pull the lid and jiggle it to fill. Some outlet's didn't work. Low hanging fruit that can be attended to can go a long way. Staff ...
Reviewed on 27 Mar 2026
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. Flight-inclusive packages are ATOL protected.
