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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.
Best Western Plus Chicagoland - Countryside
La Banque Hotel
Level Chicago – Old Town
Pendry Chicago
Swissotel - Chicago
Hilton Chicago
21c Museum Hotel Chicago
Park Hyatt Chicago

Chicago Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
La Banque Hotel
Level Chicago – Old Town
Pendry Chicago

Chicago Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
Congress Plaza Hotel
Hilton Chicago
Level Chicago – Old Town

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
Spirit Airlines