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Key West

$220+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — EYW
May 9 — May 161
Sat 5/9
Sat 5/16
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 April 9, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Mon 4/207:53 am
EVV
-
EYW
1 stop5h 50m
Multiple Airlines
Fri 4/241:06 pm
EYW
-
EVV
1 stop7h 00m
Multiple Airlines
Deal found 4/5$220
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/157:53 am
EVV
-
EYW
1 stop5h 50m
Allegiant Air
Sun 5/173:08 pm
EYW
-
EVV
1 stop16h 55m
Allegiant Air
Deal found 4/8$273
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Sat 9/194:42 pm
EVV
-
EYW
1 stop16h 37m
Multiple Airlines
Wed 9/3012:52 pm
EYW
-
EVV
1 stop24h 10m
Multiple Airlines
Deal found 4/6$276
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/87:53 am
EVV
-
EYW
1 stop5h 50m
Allegiant Air
Sun 5/103:19 pm
EYW
-
EVV
1 stop16h 44m
Allegiant Air
Deal found 4/8$309
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 6/78:07 pm
EVV
-
EYW
1 stop17h 28m
Allegiant Air
Thu 6/119:16 pm
EYW
-
EVV
1 stop23h 34m
Allegiant Air
Deal found 4/6$324
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Sat 10/104:18 pm
EVV
-
EYW
1 stop19h 25m
Allegiant Air
Sat 10/179:52 am
EYW
-
EVV
1 stop5h 13m
Allegiant Air
Deal found 4/6$342
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/107:53 am
EVV
-
EYW
1 stop26h 11m
Allegiant Air
Sun 4/122:48 pm
EYW
-
EVV
1 stop17h 15m
Allegiant Air
Deal found 4/6$373
This Delta deal was found by Cheapflights users on 4/6. 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.
Wed 5/610:05 am
EVV
-
EYW
1 stop6h 18m
Delta
Wed 5/137:30 am
EYW
-
EVV
1 stop6h 32m
Delta
Deal found 4/6$377
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Wed 5/65:10 am
EVV
-
EYW
1 stop7h 11m
American Airlines
Wed 5/133:58 pm
EYW
-
EVV
2 stops8h 30m
American Airlines
Deal found 4/6$382
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Mon 4/207:53 am
EVV
-
EYW
1 stop5h 50m
Allegiant Air
Fri 4/2411:01 am
EYW
-
EVV
2 stops53h 22m
Allegiant Air
Deal found 4/5$393
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Tue 5/55:00 am
EVV
-
EYW
1 stop5h 16m
American Airlines
Sat 5/93:58 pm
EYW
-
EVV
2 stops8h 30m
American Airlines
Deal found 4/7$395

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 April 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$220
(Kiwi.com)
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

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 April 9, 2026.
Use the filters below to find and compare flights from Evansville to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Mon 4/20

7:53 am-2:43 pm

1 stop5h 50m

Key West

Fri 4/24

1:06 pm-7:06 pm

1 stop7h 00m

$220

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Sat 9/19

4:42 pm-10:19 am

1 stop16h 37m

Key West

Wed 9/30

12:52 pm-12:02 pm

1 stop24h 10m

$276

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Wed 5/6

10:05 am-5:23 pm

1 stop6h 18m

Key West

Wed 5/13

7:30 am-1:02 pm

1 stop6h 32m

$377
Quickest round-trip

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Tue 5/5

5:00 am-11:16 am

1 stop5h 16m

Key West

Sat 5/9

6:46 pm-11:54 pm

1 stop6h 08m

$422

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Wed 9/2

10:05 am-5:14 pm

1 stop6h 09m

Key West

Sun 9/6

7:00 am-12:51 pm

1 stop6h 51m

$505

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 5/8

10:10 am-5:23 pm

1 stop6h 13m

Key West

Sun 5/10

7:30 am-1:02 pm

1 stop6h 32m

$517

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 5/8

12:08 pm-10:58 pm

2 stops9h 50m

Key West

Sun 5/10

1:08 pm-5:53 pm

1 stop5h 45m

$552

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Thu 4/23

5:10 am-4:30 pm

2 stops10h 20m

Key West

Mon 4/27

6:46 pm-11:54 pm

1 stop6h 08m

$562

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 4/24

5:10 am-4:30 pm

2 stops10h 20m

Key West

Sun 4/26

6:46 pm-11:54 pm

1 stop6h 08m

$640

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Wed 9/2

11:03 am-6:39 pm

2 stops6h 36m

Key West

Sun 9/6

11:26 am-9:47 pm

2 stops11h 21m

$667

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/5

Sorted by cheapest first

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 FlightHub the most. FlightHub 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, January is the cheapest month in which you can book a flight from Evansville to Key West (average of $258). Flying from Evansville to Key West in March is currently the most expensive (average of $329). 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.

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 April 9, 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
8,392 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Overall

7.9

Crew

8.5

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
8,392 reviews
Delta
7.9
Good
8,392 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Overall

7.9

Crew

8.5

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
7.1
Good
11,552 reviews
Delta
7.9
Good
8,392 reviews

Food

7.2

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Overall

7.9

Crew

8.5

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 $422, Delta can have you in Key West from Evansville in 5h 16m. Airlines will cover a distance of 991 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Our cheapest airline available from Evansville to Key West is American Airlines. Our recent data shows that you can find tickets from as low as $376 on this airline. An additional option worth looking into is Delta, starting at $502.

  • 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, January is the cheapest month in which you can book a flight from Evansville to Key West (average of $258). Flying from Evansville to Key West in March is currently the most expensive (average of $329). 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 April 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$376Average$551FlexibilityNo cancel feeOn-time71%
DeltaCheapest$502Average$856FlexibilityNo cancel feeOn-timeN/A

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