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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.
Holiday Inn Chicago O'Hare – Rosemont by IHG
Park Hyatt Chicago
Hotel Riu Plaza Chicago
Virgin Hotels Chicago
LondonHouse Chicago, Curio Collection by Hilton
Chicago Athletic Association, a Hyatt Hotel
Hilton Chicago O'Hare Airport
Radisson Blu Aqua Hotel Chicago

Chicago Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
Park Hyatt Chicago
InterContinental Chicago Magnificent Mile by IHG
Trump International Hotel & Tower Chicago

Chicago Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites, Lincolnshire by IHG
Hilton Chicago
Palmer House a Hilton Hotel
theWit Chicago, a Hilton Hotel

Top Flight Deals

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

Spirit Airlines
JetBlue Airways
United
Frontier Airlines