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Key West

$374+ Cheap flights from Evansville to Key West (EVV - EYW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/13. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — EYW
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap flight deals from Evansville to Key West

Cheapest flights from Evansville to Key West
Explore the most affordable flight options available from Evansville to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/137:46 pm
EVV
-
EYW
2 stops38h 58m
Multiple Airlines
Fri 2/201:06 pm
EYW
-
EVV
1 stop7h 00m
Multiple Airlines
Deal found 1/21$374
This Delta deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:05 am
EVV
-
EYW
1 stop6h 07m
Delta
Fri 6/267:00 am
EYW
-
EVV
1 stop6h 53m
Delta
Deal found 1/19$473
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/57:10 pm
EVV
-
EYW
2 stops20h 41m
Multiple Airlines
Mon 2/91:06 pm
EYW
-
EVV
1 stop7h 00m
Multiple Airlines
Deal found 1/21$508
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/17:10 pm
EVV
-
EYW
2 stops20h 41m
Multiple Airlines
Fri 2/271:06 pm
EYW
-
EVV
1 stop7h 00m
Multiple Airlines
Deal found 1/21$534
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/17:10 am
EVV
-
EYW
1 stop7h 15m
American Airlines
Fri 2/274:40 pm
EYW
-
EVV
1 stop8h 13m
American Airlines
Deal found 1/21$562
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/207:00 am
EVV
-
EYW
2 stops10h 52m
American Airlines
Fri 6/264:44 pm
EYW
-
EVV
1 stop8h 12m
American Airlines
Deal found 1/21$619
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/137:04 am
EVV
-
EYW
2 stops11h 11m
American Airlines
Fri 2/201:55 pm
EYW
-
EVV
2 stops10h 51m
American Airlines
Deal found 1/21$648
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/225:10 am
EVV
-
EYW
1 stop5h 01m
American Airlines
Mon 3/306:49 pm
EYW
-
EVV
1 stop5h 57m
American Airlines
Deal found 1/20$682

Find flight deals from Evansville to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Evansville (EVV) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$374
(Kiwi.com)

Popular in

March

Cheapest in

November

Average price

$572
Provider with most accurate pricing for Evansville Dress Regional-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Evansville Dress Regional-Key West flights.
Search Deals
From Evansville Dress Regional to Key West
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($111 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Evansville to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
Use the filters below to find and compare flights from Evansville to Key West that are best for you.

Fly from

Evansville

Fly to

Key West

Route

Depart

Return

Price

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 2/13

7:46 pm-11:44 am

2 stops38h 58m

Key West

Fri 2/20

1:06 pm-7:06 pm

1 stop7h 00m

$374

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Sat 6/20

10:05 am-5:12 pm

1 stop6h 07m

Key West

Fri 6/26

7:00 am-12:53 pm

1 stop6h 53m

$473

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Thu 2/5

7:10 pm-4:51 pm

2 stops20h 41m

Key West

Mon 2/9

1:06 pm-7:06 pm

1 stop7h 00m

$508

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Sun 2/1

7:10 pm-4:51 pm

2 stops20h 41m

Key West

Fri 2/27

1:06 pm-7:06 pm

1 stop7h 00m

$534

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Sun 2/1

7:10 am-3:25 pm

1 stop7h 15m

Key West

Fri 2/27

4:40 pm-11:53 pm

1 stop8h 13m

$562

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Sat 6/20

7:00 am-6:52 pm

2 stops10h 52m

Key West

Fri 6/26

4:44 pm-11:56 pm

1 stop8h 12m

$619

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Thu 2/5

7:10 am-7:10 pm

2 stops11h 00m

Key West

Mon 2/9

6:06 am-4:18 pm

2 stops11h 12m

$619

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 2/13

7:04 am-7:15 pm

2 stops11h 11m

Key West

Fri 2/20

1:55 pm-11:46 pm

2 stops10h 51m

$648

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Sat 1/24

1:00 pm-7:40 pm

1 stop5h 40m

$548

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Sat 1/24

7:00 am-6:52 pm

2 stops10h 52m

$553

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Compare providers for flights from Evansville to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Evansville to Key West in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Evansville-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Evansville-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Evansville-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Evansville-Key West flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Evansville-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Evansville to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Evansville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Evansville to Key West

What is the cheapest month to book a flight from Evansville to Key West?

Currently, April is the cheapest month in which you can book a flight from Evansville to Key West (average of $219). Flying from Evansville to Key West in December is currently the most expensive (average of $310). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Evansville to Key West?

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated January 21, 2026.
Get a feel of what it's like to fly with Delta and American Airlines from Evansville to Key West by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,088 reviews

Crew

8.5

Comfort

7.9

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
8,088 reviews
Delta
7.9
Good
8,088 reviews

Crew

8.5

Comfort

7.9

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
11,174 reviews
Delta
7.9
Good
8,088 reviews

Crew

8.5

Comfort

7.9

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Evansville to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Evansville to Key West?

    For as low as $473, Delta can have you in Key West from Evansville in 6h 07m. Airlines will cover a distance of 991 mi.

  • What are the cheapest airlines flying from Evansville to Key West round-trip?

    Our cheapest airline available from Evansville to Key West is Delta. Our recent data shows that you can find tickets from as low as $244 on this airline. An additional option worth looking into is American Airlines, starting at $376. Delta is 58% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Evansville to Key West that include hotel bookings?

    Yes. In addition to deals on Evansville to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Evansville to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Evansville to Key West.

  • Can I find deals for business class flights from Evansville to Key West?

    Yes. Cheapflights offers flight deals from Evansville to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Evansville to Key West?

    Currently, April is the cheapest month in which you can book a flight from Evansville to Key West (average of $219). Flying from Evansville to Key West in December is currently the most expensive (average of $310). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 2 airlines flying from Evansville to Key West

Discover the top 2 airlines that operate flights from Evansville to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$244Average$853FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$376Average$541FlexibilityNo cancel feeOn-time71%

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