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Downtown Vacation Packages

Downtown Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites, Lincolnshire by IHG
The Emily Hotel
Hotel Riu Plaza Chicago
Chicago Athletic Association, a Hyatt Hotel
Hilton Garden Inn Chicago Downtown South Loop
Holiday Inn Chicago O'Hare – Rosemont by IHG
Staybridge Suites Chicago O'Hare - Rosemont by IHG
Hilton Chicago O'Hare Airport

3-4 Night Vacations in Downtown

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
The Emily Hotel
The Allegro Royal Sonesta Hotel Chicago Loop
Park Hyatt Chicago

5-7 Night Vacations in Downtown

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Emily Hotel
Hotel Riu Plaza Chicago

Top Flight Deals

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

Frontier Airlines
Frontier Airlines
American Airlines
Icelandair