Cheap Flights from Chicago (ORD) to Key West (EYW)

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Cheap Flights from Chicago (ORD) to Key West (EYW)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed., 19 Feb. - Wed., 26 Feb.
ORD
Chicago
EYW
Key West
AU$522 Return, just found
AU$522
Return
just found
Select American Airlines flight, departing Wed., 19 Feb. from Chicago to Key West, returning Wed., 26 Feb., priced at AU$522 just found
Delta
Wed., 19 Feb. - Wed., 26 Feb.
ORD
Chicago
EYW
Key West
AU$531 Return, just found
AU$531
Return
just found
Select Delta flight, departing Wed., 19 Feb. from Chicago to Key West, returning Wed., 26 Feb., priced at AU$531 just found
Delta
Wed., 19 Feb. - Wed., 26 Feb.
ORD
Chicago
EYW
Key West
AU$562 Return, just found
AU$562
Return
just found
Select Delta flight, departing Wed., 19 Feb. from Chicago to Key West, returning Wed., 26 Feb., priced at AU$562 just found
American Airlines
Wed., 19 Feb. - Wed., 26 Feb.
ORD
Chicago
EYW
Key West
AU$587 Return, just found
AU$587
Return
just found
Select American Airlines flight, departing Wed., 19 Feb. from Chicago to Key West, returning Wed., 26 Feb., priced at AU$587 just found
Delta
Wed., 19 Feb. - Wed., 26 Feb.
ORD
Chicago
EYW
Key West
AU$606 Return, just found
AU$606
Return
just found
Select Delta flight, departing Wed., 19 Feb. from Chicago to Key West, returning Wed., 26 Feb., priced at AU$606 just found
American Airlines
Wed., 19 Feb. - Wed., 26 Feb.
ORD
Chicago
EYW
Key West
AU$611 Return, just found
AU$611
Return
just found
Select American Airlines flight, departing Wed., 19 Feb. from Chicago to Key West, returning Wed., 26 Feb., priced at AU$611 just found
Delta
Wed., 19 Feb. - Wed., 26 Feb.
ORD
Chicago
EYW
Key West
AU$619 Return, just found
AU$619
Return
just found
Select Delta flight, departing Wed., 19 Feb. from Chicago to Key West, returning Wed., 26 Feb., priced at AU$619 just found
Delta
Wed., 19 Feb. - Wed., 26 Feb.
ORD
Chicago
EYW
Key West
AU$637 Return, just found
AU$637
Return
just found
Select Delta flight, departing Wed., 19 Feb. from Chicago to Key West, returning Wed., 26 Feb., priced at AU$637 just found
American Airlines
Wed., 19 Feb. - Wed., 26 Feb.
ORD
Chicago
EYW
Key West
AU$651 Return, just found
AU$651
Return
just found
Select American Airlines flight, departing Wed., 19 Feb. from Chicago to Key West, returning Wed., 26 Feb., priced at AU$651 just found
American Airlines
Wed., 19 Feb. - Wed., 26 Feb.
ORD
Chicago
EYW
Key West
AU$656 Return, just found
AU$656
Return
just found
Select American Airlines flight, departing Wed., 19 Feb. from Chicago to Key West, returning Wed., 26 Feb., priced at AU$656 just found
Flight from Chicago to Key West route information
Origin airport
O'Hare Intl.
Destination airport
Key West Intl.
Return price
AU$522
Distance
2006 km

Your quick guide to flights from Chicago to Key West

Pick up great flights from Chicago to Key West

With Expedia, you have your pick of 3 flights a day with 20 airlines covering flights from Chicago to Key West. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Chicago to Key West that take around 3 hours.

Find cheap flights from Chicago to Key West

From the great flight deals with prices currently ranging from AU$522 to AU$656, you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Chicago to Key West around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Key West is normally in February.

Reasons to book your flight from Chicago to Key West with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Chicago to Key West across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Key West right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to Key West Intl. Airport (EYW)?
Start packing your suitcase, because round-trip flights between O’Hare Intl. Airport (ORD) and Key West Intl. Airport (EYW) start from AU$522. That’s based on fares advertised within the last 7 days on Expedia for flights departing within the next year. Prices can change quickly, so book now to lock in the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Key West Intl. Airport?
This can differ between airlines, as each one has its own terms and conditions. Visit the Customer Service Portal, where there are easy-to-follow instructions on how to cancel online.
How do I find cheap flights from O'Hare Intl. Airport (ORD) to EYW that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for O’Hare Airport to EYW flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from O'Hare Airport to Key West Intl. Airport (EYW)?
You’ll be soaring through the sky for a while, as the flight distance from Chicago to Key West is 2 000 kilometres. Put together a playlist of your favourite songs before you leave home to keep yourself entertained during the flight.
Which airlines fly direct from O'Hare Airport to EYW?
A popular option with many savvy travellers, American Airlines (AA) offers 21 flights every month from O’Hare Airport to Key West Intl. Airport (EYW). Pick the one that suits your travel plans and book your seat today.
Are O'Hare Intl. Airport (ORD) to Key West Intl. Airport (EYW) flight tickets cheaper when they're purchased at the last minute?
It is possible to nab a fantastic last-minute deal from O’Hare Intl. Airport (ORD) to EYW, but it can also be hit-or-miss. As many airlines publish prices up to 12 months in advance, it’s worth keeping an eye on fares early and being ready to pounce when you spot a bargain. Expedia compares air carrier prices and updates flight deals often, so you can rest assured you’re always getting the latest offers.
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