Chicago Adventure Holidays

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Price found within the past 48 hours. Click for updated prices.
Hilton Chicago
Pendry Chicago
Swissotel - Chicago
Palmer House a Hilton Hotel
Hyatt Centric Chicago Magnificent Mile
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See all available trips from Larnaca to Chicago
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The Ritz-Carlton, Chicago
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Warwick Allerton - Chicago
Hilton Chicago
Pendry Chicago
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Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
  • 12 min drive from Wrigley Field
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! (2,323 reviews)
Clean rooms, great staff, great amenities. Next to the loop and the red line. In the heart of downtown Chicago, very historic and beautiful.

Reviewed on 12 Mar 2026

Palmer House a Hilton Hotel
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
  • 17 min drive from Wrigley Field
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, 3 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,068 reviews)
Clean toom beautiful views

Reviewed on 3 Mar 2026

Hyatt Regency McCormick Place Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
  • 11 min drive from Wrigley Field
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! (3,471 reviews)
Nice place

Reviewed on 9 Mar 2026

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