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Save up to C$551 | Book Flight + Hotel at the same time^
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Save up to C$551 | Book Flight + Hotel at the same time^

Chicago flight + hotel packages - 4-star hotels

Chicago flight + hotel packages - 3 night stay

Top Chicago Hotels Deals

C$147
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5.0 323 E Wacker Dr, Chicago, IL
4.4/5
(191 Reviews)
Located in The Loop, this luxury hotel is within a 5-minute walk of Chicago Riverwalk and Michigan Avenue. Grant Park and Aon Center are also within 10 minutes. Millennium Station is 9 minutes by foot and Randolph-Wabash Station is 11 minutes.
C$98
The Whitehall Hotel

The Whitehall Hotel

4.0 out of 5.0 105 E Delaware Pl, Chicago, IL
4.1/5
(122 Reviews)
Located in Near North Side, this romantic hotel is steps away from 900 North Michigan Shops, John Hancock Center and Water Tower Place. Michigan Avenue and State Street are also within 5 minutes. Chicago Station (Red Line) is 6 minutes by foot and Clark-Division Station is 11 minutes.
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Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 out of 5.0 701 North Michigan Avenue, Chicago, IL
4.1/5
(233 Reviews)
This family-friendly Chicago hotel is located in the entertainment district, just steps away from Northwestern Memorial Hospital and Michigan Avenue. Water Tower Place and Chicago Water Tower are also within 5 minutes. Chicago Station (Red Line) is 6 minutes by foot and Grand Station (Red Line) is 8 minutes.

Things to do in Chicago

See all 96 things to do in Chicago

^Savings based on all package bookings made with Flight + Hotel on Travelocity.com from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.