$169 Cheap Flights from Evansville (EVV) to Key West (EYW)

View $169 flight on Tue, Feb 3, 2026Opens in a new window

Popular airlines from Evansville, IN (EVV-Evansville Regional) to Key West Intl. Airport (EYW)

Cheap Flights from Evansville to Key West (EVV-EYW)

Prices were available within the past 7 days and start at $169 for one-way flights and $337 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Jan 6 - Wed, Jan 7
EVV
Evansville
EYW
Key West
$337 Roundtrip, found 4 hours ago
$337
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Jan 6 from Evansville to Key West, returning Wed, Jan 7, priced at $337 found 4 hours ago
Delta
Tue, Jan 6 - Sat, Jan 10
EVV
Evansville
EYW
Key West
$368 Roundtrip, found 4 hours ago
$368
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Jan 6 from Evansville to Key West, returning Sat, Jan 10, priced at $368 found 4 hours ago
Delta
Tue, Mar 3 - Tue, Mar 17
EVV
Evansville
EYW
Key West
$372 Roundtrip, found 1 day ago
$372
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Mar 3 from Evansville to Key West, returning Tue, Mar 17, priced at $372 found 1 day ago
American Airlines
Thu, Feb 19 - Tue, Feb 24
EVV
Evansville
EYW
Key West
$373 Roundtrip, found 1 day ago
$373
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Feb 19 from Evansville to Key West, returning Tue, Feb 24, priced at $373 found 1 day ago
American Airlines
Thu, Feb 19 - Tue, Feb 24
EVV
Evansville
EYW
Key West
$376 Roundtrip, found 1 day ago
$376
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Feb 19 from Evansville to Key West, returning Tue, Feb 24, priced at $376 found 1 day ago
Delta
Tue, Jan 6 - Mon, Jan 12
EVV
Evansville
EYW
Key West
$382 Roundtrip, found 4 hours ago
$382
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Jan 6 from Evansville to Key West, returning Mon, Jan 12, priced at $382 found 4 hours ago
American Airlines
Sat, Jan 17 - Tue, Jan 20
EVV
Evansville
EYW
Key West
$387 Roundtrip, found 2 hours ago
$387
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Jan 17 from Evansville to Key West, returning Tue, Jan 20, priced at $387 found 2 hours ago
Delta
Tue, Nov 25 - Wed, Dec 10
EVV
Evansville
EYW
Key West
$392 Roundtrip, found 1 day ago
$392
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 25 from Evansville to Key West, returning Wed, Dec 10, priced at $392 found 1 day ago
Delta
Sat, Dec 6 - Sat, Dec 13
EVV
Evansville
EYW
Key West
$403 Roundtrip, found 5 days ago
$403
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Dec 6 from Evansville to Key West, returning Sat, Dec 13, priced at $403 found 5 days ago
American Airlines
Thu, Feb 19 - Tue, Feb 24
EVV
Evansville
EYW
Key West
$406 Roundtrip, found 1 day ago
$406
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Feb 19 from Evansville to Key West, returning Tue, Feb 24, priced at $406 found 1 day ago

Find the cheapest month to fly from Evansville (EVV) to Key West (EYW)

August is typically the cheapest month to fly

From $316 - $676 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 $432
EYW
Key West Intl.
CheapestClosest
Average driving time to city center8 min
Flights from $432

Frequently asked questions

How much does a flight from Evansville Regional Airport (EVV) to Key West Intl. Airport (EYW) cost?
Get a cheap one-way flight from $169 or cheap return flight from $337 from Evansville Regional Airport (EVV) to Key West Intl. Airport (EYW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Evansville Regional Airport (EVV) to Key West Intl. Airport (EYW)?
The cheapest month to fly from EVV to EYW is January, when demand is low. Off-peak season is generally when airlines offer better prices between these airports.
What is the cheapest airline that flies from Evansville Regional Airport (EVV) to Key West Intl. Airport (EYW)?
To find the cheapest airline that'll fly you from EVV to EYW, use Expedia's filter tool. Tailor your search based on your travel style, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Evansville Regional Airport (EVV) to Key West Intl. Airport (EYW)?
You'll have to book a flight with a layover if you're traveling from Evansville Regional Airport (EVV) to Key West Intl. Airport (EYW). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to discover the best option for your trip.
What day of the week has the most flights from EVV to EYW?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Evansville Regional Airport (EVV) to Key West Intl. Airport (EYW)?
Book a flight from Evansville Regional Airport (EVV) to Key West Intl. Airport (EYW) that takes off before 3 PM to reduce the risk of cancellations. Departures later than this have a 22% higher chance of being canceled, on average.**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 Evansville Regional Airport (EVV) to Key West Intl. Airport (EYW) last-minute?
Holding off until just before your trip to book a flight from EVV to EYW often results in higher prices. While you might find some last-minute discounts, they aren't always guaranteed. Be flexible with your itinerary for the best chance of landing a bargain.
Is it cheaper to book an EVV to EYW flight and hotel package?
You can save money by booking an EVV to EYW flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. After choosing your preferred flights and accommodations, consider adding extras including car rentals, activities and tours.
Can I cancel or change the date of my flight from Evansville Regional Airport (EVV) to Key West Intl. Airport (EYW)?
In most instances, you can modify or cancel your EVV to EYW flight. However, additional charges may apply, especially if you made your booking more than 24 hours ago. Check your itinerary for the airline's policies and fees on flight changes, or if you want more information, visit our Customer Service portal.

Travel information

Origin airport
Evansville Regional
Destination airport
Key West Intl.
Airlines serving
American Airlines, Delta
Roundtrip price
$336
Distance
991 mi

Book with confidence

Evansville to Key West Flights

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

 

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

Sunday is one of the best days to book for cheap flights from Evansville 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 Evansville 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 Evansville to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $169 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 Evansville 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 Evansville 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.

 

Evansville to Key West Flights

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*Available to One Key members.