Chicago Adventure Vacation Packages

Best Chicago Adventure packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Pendry Chicago
Embassy Suites by Hilton Chicago Downtown River North

3 night Chicago Adventure vacation packages with airfare

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Chicago Downtown River North
Pendry Chicago
Palmer House a Hilton Hotel

4 night Chicago Adventure vacation packages with flight

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Chicago Downtown River North
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel

5 night Chicago Adventure vacation packages with airfare included

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
Pendry Chicago
Chicago Athletic Association, a Hyatt Hotel

Adventure vacation packages for 6-7 nights

Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel
Chicago Athletic Association, a Hyatt Hotel
InterContinental Chicago Magnificent Mile by IHG

Adventure hotels in Chicago

Don't see what you're looking for?
See all available properties in Chicago
View all properties
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.

How much does it cost to fly to Chicago?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.