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Chicago Vacation Packages

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Chicago Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Chicago Downtown
Red Roof Inn PLUS+ Chicago - Willowbrook
Best Motel By OYO Chicago I-90
Chinatown Hotel Chicago
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts
Dorothy's
21c Museum Hotel Chicago
Super 8 by Wyndham Crystal Lake

Chicago Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Chicago - Willowbrook
Best Motel By OYO Chicago I-90
Chinatown Hotel Chicago
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Chicago Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel
Pendry Chicago
Hilton Garden Inn Chicago Downtown South Loop
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Top Flight Deals

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

Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines