$138 Cheap Flights from Louisville (SDF) to Key West (EYW)

View $138 flight on Sun, Dec 14, 2025Opens in a new window

Popular airlines from Louisville Intl. Airport (SDF) to Key West Intl. Airport (EYW)

Cheap Flights from Louisville to Key West (SDF-EYW)

Prices were available within the past 7 days and start at $138 for one-way flights and $259 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, Nov 24 - Thu, Dec 4
SDF
Louisville
EYW
Key West
$259 Roundtrip, found 17 hours ago
$259
Roundtrip
found 17 hours ago
Select United flight, departing Mon, Nov 24 from Louisville to Key West, returning Thu, Dec 4, priced at $259 found 17 hours ago
American Airlines
Sat, Dec 13 - Sat, Dec 20
SDF
Louisville
EYW
Key West
$283 Roundtrip, found 1 hour ago
$283
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Dec 13 from Louisville to Key West, returning Sat, Dec 20, priced at $283 found 1 hour ago
Delta
Tue, Feb 17 - Wed, Feb 25
SDF
Louisville
EYW
Key West
$283 Roundtrip, found 10 hours ago
$283
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Feb 17 from Louisville to Key West, returning Wed, Feb 25, priced at $283 found 10 hours ago
United
Wed, Nov 12 - Wed, Nov 19
SDF
Louisville
EYW
Key West
$284 Roundtrip, found 1 hour ago
$284
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Nov 12 from Louisville to Key West, returning Wed, Nov 19, priced at $284 found 1 hour ago
American Airlines
Tue, Feb 10 - Sat, Feb 14
SDF
Louisville
EYW
Key West
$288 Roundtrip, just found
$288
Roundtrip
just found
Select American Airlines flight, departing Tue, Feb 10 from Louisville to Key West, returning Sat, Feb 14, priced at $288 just found
United
Thu, Aug 27 - Sun, Aug 30
SDF
Louisville
EYW
Key West
$292 Roundtrip, found 13 hours ago
$292
Roundtrip
found 13 hours ago
Select United flight, departing Thu, Aug 27 from Louisville to Key West, returning Sun, Aug 30, priced at $292 found 13 hours ago
United
Mon, Nov 24 - Thu, Dec 4
SDF
Louisville
EYW
Key West
$299 Roundtrip, found 17 hours ago
$299
Roundtrip
found 17 hours ago
Select United flight, departing Mon, Nov 24 from Louisville to Key West, returning Thu, Dec 4, priced at $299 found 17 hours ago
Delta
Thu, Feb 19 - Wed, Feb 25
SDF
Louisville
EYW
Key West
$303 Roundtrip, found 10 hours ago
$303
Roundtrip
found 10 hours ago
Select Delta flight, departing Thu, Feb 19 from Louisville to Key West, returning Wed, Feb 25, priced at $303 found 10 hours ago
United
Mon, Jan 26 - Sat, Jan 31
SDF
Louisville
EYW
Key West
$304 Roundtrip, found 5 days ago
$304
Roundtrip
found 5 days ago
Select United flight, departing Mon, Jan 26 from Louisville to Key West, returning Sat, Jan 31, priced at $304 found 5 days ago
American Airlines
Thu, Feb 19 - Tue, Feb 24
SDF
Louisville
EYW
Key West
$308 Roundtrip, found 14 hours ago
$308
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Thu, Feb 19 from Louisville to Key West, returning Tue, Feb 24, priced at $308 found 14 hours ago

Find the cheapest month to fly from Louisville (SDF) to Key West (EYW)

July is typically the cheapest month to fly

From $249 - $476 per traveler.

Alternative airports near Key West

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Key West Intl. EYW. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $284
EYW
Key West Intl.
CheapestClosest
Average driving time to city center8 min
Flights from $284

Frequently asked questions

How much does a flight from Louisville Intl. Airport (SDF) to Key West Intl. Airport (EYW) cost?
Lock in a cheap one-way flight from $138 or cheap return flight from $259 from Louisville Intl. Airport (SDF) to Key West Intl. Airport (EYW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Louisville Intl. Airport (SDF) to Key West Intl. Airport (EYW)?
Traveling in November is a great way to save, as it's the cheapest month for flights between SDF and EYW. You'll typically find the lowest prices during off-peak months.
What is the cheapest airline that flies from Louisville Intl. Airport (SDF) to Key West Intl. Airport (EYW)?
To find the cheapest airline flying from SDF to EYW, use Expedia's filter tool. Customize your search based on what matters most to you, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Louisville Intl. Airport (SDF) to Key West Intl. Airport (EYW)?
There aren't any daily direct flights from Louisville Intl. Airport (SDF) to Key West Intl. Airport (EYW). But you can opt for flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be on your way before you know it.
What day of the week has the most flights from SDF to EYW?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary depending on a range of factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Louisville Intl. Airport (SDF) to Key West Intl. Airport (EYW)?
To land at Key West Intl. Airport (EYW) without delays, opt for a flight that takes off from Louisville Intl. Airport (SDF) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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 Louisville Intl. Airport (SDF) to Key West Intl. Airport (EYW) last-minute?
Waiting until just before your departure to book your flight from SDF to EYW generally means paying more. Although you may find some last-minute deals, they're not always guaranteed. Keep your travel schedule open for the best chance of scoring a bargain.
Is it cheaper to book a SDF to EYW flight and hotel package?
Opting for a SDF to EYW flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip in one place. Choose from our extensive range of hotels and then add flights, car rentals and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Louisville Intl. Airport (SDF) to Key West Intl. Airport (EYW)?
It's usually possible to cancel or reschedule your SDF to EYW flight. However, for bookings made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
Louisville Intl.
Destination airport
Key West Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$258
Distance
970 mi

Book with confidence

Louisville to Key West Flights

The cheapest times to fly from Louisville 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 Louisville to Key West are during the month of November. You can find some of the cheapest flights from Louisville to Key West with Expedia's search tool and vast selection of airlines.

 

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

Sunday is one of the best days to book for cheap flights from Louisville 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 Louisville 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 Louisville to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $138 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 Louisville 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 Louisville 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.

 

Louisville to Key West Flights

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*Available to One Key members.