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Save up to C$543 | Book Flight + Hotel at the same time^
Save up to C$543 | Book Flight + Hotel at the same time^
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Save up to C$543 | Book Flight + Hotel at the same time^

Chicago flight + hotel packages

Chicago flight + hotel packages - 5-star hotels

Chicago flight + hotel packages - 4-star hotels

Chicago flight + hotel packages - 3-star hotels

Chicago flight + hotel packages - 2-star hotels

Chicago flight + hotel packages - 3 night stay

Chicago flight + hotel packages - 4 night stay

Chicago flight + hotel packages - 5 night stay

Chicago flight + hotel packages - 6 - 7 night stay

Top Chicago Hotels Deals

C$81
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5.0 1100 S Michigan Ave, Chicago, IL
4.2/5
(39 Reviews)
Located in The Loop, this hotel is within a 10-minute walk of Grant Park and Columbia College Chicago. Field Museum of Natural History and John G. Shedd Aquarium are also within 15 minutes. Roosevelt Station and Chicago Museum Campus-11th Street Station are within a 5-minute walk.
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.
C$129
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5.0 520 South Michigan Avenue, Chicago, IL
3.7/5
(110 Reviews)
Located in The Loop, this hotel is steps away from Columbia College Chicago, Museum of Contemporary Photography and Auditorium Building and Theatre. Fine Arts Building and Buckingham Fountain are also within 5 minutes. Harrison Station and Chicago Van Buren Street Station are within a 5-minute walk.

Things to do in Chicago

See all 257 things to do in Chicago

Top Flight Deals to Chicago

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

^Savings based on all package bookings made with Flight + Hotel on Travelocity.com from January 1, 2018 to December 31, 2018, 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.