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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.
Super 8 by Wyndham Joliet I-55 N/Chicago
The Wade
Harrah's Joliet Casino & Hotel
Holiday Inn Chicago O'Hare – Rosemont by IHG
Hilton Chicago O'Hare Airport
Illinois Beach Hotel
Hyatt Regency Lisle near Naperville
Sheraton Lisle Naperville Hotel

Chicago Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
The Langham, Chicago
Park Hyatt Chicago
Staybridge Suites Chicago - Glenview by IHG

Chicago Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Wade
Virgin Hotels Chicago
The Royal Sonesta Chicago River North
Park Hyatt Chicago

Top Flight Deals

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

Spirit Airlines
Spirit Airlines
JetBlue Airways
Delta