$142 Cheap Flights from Lexington (LEX) to Key West (EYW)

View $142 flight on Wed, Dec 10, 2025Opens in a new window

Popular airlines from Blue Grass Airport (LEX) to Key West Intl. Airport (EYW)

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Cheap Flights from Lexington to Key West (LEX-EYW)

Prices were available within the past 7 days and start at $142 for one-way flights and $259 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Aug 22 - Mon, Aug 25
LEX
Lexington
EYW
Key West
$259 Roundtrip, found 1 hour ago
$259
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Fri, Aug 22 from Lexington to Key West, returning Mon, Aug 25, priced at $259 found 1 hour ago
Delta
Tue, Aug 19 - Tue, Aug 26
LEX
Lexington
EYW
Key West
$259 Roundtrip, found 1 hour ago
$259
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Aug 19 from Lexington to Key West, returning Tue, Aug 26, priced at $259 found 1 hour ago
American Airlines
Mon, Sep 8 - Sat, Sep 13
LEX
Lexington
EYW
Key West
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Sep 8 from Lexington to Key West, returning Sat, Sep 13, priced at $264 found 1 day ago
Delta
Mon, Dec 8 - Tue, Dec 16
LEX
Lexington
EYW
Key West
$271 Roundtrip, found 2 hours ago
$271
Roundtrip
found 2 hours ago
Select Delta flight, departing Mon, Dec 8 from Lexington to Key West, returning Tue, Dec 16, priced at $271 found 2 hours ago
Delta
Mon, Nov 10 - Tue, Nov 18
LEX
Lexington
EYW
Key West
$274 Roundtrip, found 16 hours ago
$274
Roundtrip
found 16 hours ago
Select Delta flight, departing Mon, Nov 10 from Lexington to Key West, returning Tue, Nov 18, priced at $274 found 16 hours ago
American Airlines
Sat, Oct 4 - Thu, Oct 9
LEX
Lexington
EYW
Key West
$276 Roundtrip, found 2 days ago
$276
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Oct 4 from Lexington to Key West, returning Thu, Oct 9, priced at $276 found 2 days ago
American Airlines
Sat, Aug 2 - Wed, Aug 6
LEX
Lexington
EYW
Key West
$279 Roundtrip, found 8 hours ago
$279
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sat, Aug 2 from Lexington to Key West, returning Wed, Aug 6, priced at $279 found 8 hours ago
Delta
Tue, Oct 14 - Wed, Oct 29
LEX
Lexington
EYW
Key West
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 14 from Lexington to Key West, returning Wed, Oct 29, priced at $283 found 2 days ago
Delta
Wed, Oct 1 - Wed, Oct 8
LEX
Lexington
EYW
Key West
$285 Roundtrip, found 4 days ago
$285
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Oct 1 from Lexington to Key West, returning Wed, Oct 8, priced at $285 found 4 days ago
United
Sat, May 16 - Sat, May 23
LEX
Lexington
EYW
Key West
$336 Roundtrip, found 3 days ago
$336
Roundtrip
found 3 days ago
Select United flight, departing Sat, May 16 from Lexington to Key West, returning Sat, May 23, priced at $336 found 3 days ago

Find the cheapest month to fly from Lexington (LEX) to Key West (EYW)

November is typically the cheapest month to fly

From $218 - $633 per traveler.

Graph displaying average flight prices per month

Flights from Lexington (LEX) to Key West (EYW)
Origin airport
Blue Grass
Destination airport
Key West Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$258
Distance
946 mi

Lexington to Key West Flights

The cheapest times to fly from Lexington to Key West

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Lexington to Key West are during the month of August. You can find some of the cheapest flights from Lexington to Key West with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Lexington to Key West

Sunday is one of the best days to book for cheap flights from Lexington to Key West: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Lexington to Key West

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Lexington to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $142 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Lexington to Key West flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Lexington to Key West airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Blue Grass Airport (LEX) to Key West Intl. Airport (EYW) cost?
Discover the latest flight deals from LEX to EYW by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from LEX to EYW?
The cheapest flights from LEX to EYW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from LEX to EYW?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from LEX to EYW. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Blue Grass Airport (LEX) to Key West Intl. Airport (EYW)?
Direct flights from Blue Grass Airport (LEX) to Key West Intl. Airport (EYW) aren't available daily, so you'll need to take a flight with a layover. Explore your options with our filter tool. Enter your travel dates and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from LEX to EYW?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can change depending on various factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Blue Grass Airport (LEX) to Key West Intl. Airport (EYW)?
To avoid possible delays on the Blue Grass Airport (LEX) to Key West Intl. Airport (EYW) route, aim to travel before 3 PM. Later departures have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Blue Grass Airport (LEX) to Key West Intl. Airport (EYW) last-minute?
Waiting until just before your trip to book a ticket from LEX to EYW often results in higher prices. While you may find some last-minute discounts, they're not always guaranteed. Allow some flexibility in your schedule for a better chance of landing a bargain.
Is it cheaper to book a LEX to EYW flight and hotel package?
Compared with arranging hotels and flights separately, booking a LEX to EYW flight and hotel package with Expedia could result in significant savings. Better still, having everything in one place takes the hassle out of planning your trip. Just pick your flights and select from our wide range of hotels, then customize your trip with extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from Blue Grass Airport (LEX) to Key West Intl. Airport (EYW)?
Generally, it's possible to cancel or reschedule your LEX to EYW flight. However, for bookings made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more information on our Customer Service portal.

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*Available to One Key members.