
Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Key West Intl. Airport (EYW)
- Aer Lingus
Aer Lingus
- Lufthansa
Lufthansa
- British Airways
British Airways
- Turkish Airlines
Turkish Airlines
- American Airlines
American Airlines
- Air Serbia
Air Serbia
- Swiss International Air Lines
Swiss International Air Lines
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Cheap flights from Chicago to Key West (ORD-EYW)
Prices were available within the past 7 days and start at €225 for one-way flights and €229 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 16 Aug - Fri, 22 Aug
ORD
Chicago
EYW
Key West
€229 Return, found 2 days ago
€229
Return
found 2 days ago

Sat, 16 Aug - Fri, 22 Aug
ORD
Chicago
EYW
Key West
€276 Return, found 2 days ago
€276
Return
found 2 days ago

Sat, 16 Aug - Fri, 22 Aug
ORD
Chicago
EYW
Key West
€301 Return, found 2 days ago
€301
Return
found 2 days ago

Sat, 16 Aug - Fri, 22 Aug
ORD
Chicago
EYW
Key West
€327 Return, found 2 days ago
€327
Return
found 2 days ago

Sat, 16 Aug - Fri, 22 Aug
ORD
Chicago
EYW
Key West
€348 Return, found 2 days ago
€348
Return
found 2 days ago

Sat, 16 Aug - Fri, 22 Aug
ORD
Chicago
EYW
Key West
€353 Return, found 2 days ago
€353
Return
found 2 days ago

Sat, 16 Aug - Fri, 22 Aug
ORD
Chicago
EYW
Key West
€370 Return, found 2 days ago
€370
Return
found 2 days ago

Sat, 16 Aug - Fri, 22 Aug
ORD
Chicago
EYW
Key West
€395 Return, found 2 days ago
€395
Return
found 2 days ago

Sat, 16 Aug - Fri, 22 Aug
ORD
Chicago
EYW
Key West
€399 Return, found 2 days ago
€399
Return
found 2 days ago

Sat, 16 Aug - Fri, 22 Aug
ORD
Chicago
EYW
Key West
€472 Return, found 2 days ago
€472
Return
found 2 days ago
Find the cheapest month to fly from Chicago (ORD) to Key West (EYW)
November is typically the cheapest month to fly
From €163 - €568 per traveller.
Graph displaying average flight prices per month
Origin airport | O'Hare Intl. |
Destination airport | Key West Intl. |
Return price | €229 |
Distance | 2006 km |
Average flight time | 3 hours 11 mins |
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 , 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 €225 and roundtrip prices from €229. 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 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 to travel arrangements today and embark on the journey of a lifetime in Key West.
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