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Cheap flights from Chicago to Key West (ORD-EYW)
Prices were available within the past 7 days and start at €228 for one-way flights and €381 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 19 Apr - Sat, 26 Apr
ORD
Chicago
EYW
Key West
€381 Return, found 1 day ago
€381
Return
found 1 day ago

Sat, 19 Apr - Sat, 26 Apr
ORD
Chicago
EYW
Key West
€396 Return, found 1 day ago
€396
Return
found 1 day ago

Sat, 19 Apr - Sat, 26 Apr
ORD
Chicago
EYW
Key West
€415 Return, found 1 day ago
€415
Return
found 1 day ago

Sat, 19 Apr - Sat, 26 Apr
ORD
Chicago
EYW
Key West
€418 Return, found 1 day ago
€418
Return
found 1 day ago

Sat, 19 Apr - Sat, 26 Apr
ORD
Chicago
EYW
Key West
€430 Return, found 1 day ago
€430
Return
found 1 day ago

Sat, 19 Apr - Sat, 26 Apr
ORD
Chicago
EYW
Key West
€447 Return, found 1 day ago
€447
Return
found 1 day ago

Sat, 19 Apr - Sat, 26 Apr
ORD
Chicago
EYW
Key West
€449 Return, found 1 day ago
€449
Return
found 1 day ago

Sat, 19 Apr - Sat, 26 Apr
ORD
Chicago
EYW
Key West
€455 Return, found 1 day ago
€455
Return
found 1 day ago

Sat, 19 Apr - Sat, 26 Apr
ORD
Chicago
EYW
Key West
€456 Return, found 1 day ago
€456
Return
found 1 day ago

Sat, 19 Apr - Sat, 26 Apr
ORD
Chicago
EYW
Key West
€460 Return, found 1 day ago
€460
Return
found 1 day ago
Origin airport | O'Hare Intl. |
Destination airport | Key West Intl. |
Airlines serving | American Airlines, Delta, United |
Return price | €380 |
Distance | 2006 km |
Perfect flights from Chicago to Key West
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to Key West. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of Key West, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible O'Hare Intl. to Key West Intl. ticket options cater to your travel preferences, with incredible one-way fares from €228 and roundtrip prices from €381. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Key West Intl. and explore Key West and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your ORD to EYW travel arrangements today and embark on the journey of a lifetime in Key West.
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