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Book United Vacation Packages from Chicago to Key West

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  4. Chicago - Key West

Flight + Hotel Packages from Chicago to Key West 

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1/30
4Night(s) Trip
The Capitana Key West
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ORD-EYW
Flights+Hotel
From
$1,576 Price subject to change
Viewed:5 hours ago
2/30
4Night(s) Trip
The Marker Key West Harbor Resort
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ORD-EYW
Flights+Hotel
From
$1,686 Price subject to change
Viewed:5 hours ago
3/30
4Night(s) Trip
Margaritaville Beach House Key West
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ORD-EYW
Flights+Hotel
From
$1,448 Price subject to change
Viewed:5 hours ago
4/30
4Night(s) Trip
The Reach Key West, Curio Collection by Hilton
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ORD-EYW
Flights+Hotel
From
$1,660 Price subject to change
Viewed:5 hours ago
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*Average total price per person based on round trip flights and double occupancy hotel stays. Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply.

Current Weather in Key West 

Tuesday very heavy rain
79°F 06/03/25
Wednesday moderate rain
83°F 06/04/25
Thursday light rain
82°F 06/05/25
Friday sky is clear
83°F 06/06/25
Saturday light rain
83°F 06/07/25
Sunday sky is clear
83°F 06/08/25
Monday light rain
83°F 06/09/25
Powered by: OpenWeatherMap.org

Explore More Vacation Packages from Chicago to Key West 

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