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Key West

$249+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — EYW
Jul 7 — Jul 141
Tue 7/7
Tue 7/14
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 June 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/2. 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 8/233:46 pm
EVV
-
EYW
1 stop19h 45m
Multiple Airlines
Fri 8/285:03 pm
EYW
-
EVV
2 stops46h 53m
Multiple Airlines
Deal found 6/2$249
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 8/66:39 pm
EVV
-
EYW
1 stop20h 03m
Allegiant Air
Thu 8/1310:56 am
EYW
-
EVV
2 stops22h 00m
Allegiant Air
Deal found 6/3$287
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 7/114:29 pm
EVV
-
EYW
1 stop17h 56m
Multiple Airlines
Sat 7/182:44 pm
EYW
-
EVV
1 stop17h 39m
Multiple Airlines
Deal found 6/2$368
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 7/28:16 pm
EVV
-
EYW
1 stop17h 21m
Allegiant Air
Thu 7/910:55 am
EYW
-
EVV
2 stops24h 56m
Allegiant Air
Deal found 6/4$381
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 6/64:29 pm
EVV
-
EYW
1 stop17h 56m
Multiple Airlines
Mon 6/83:25 pm
EYW
-
EVV
1 stop5h 25m
Multiple Airlines
Deal found 6/2$393
This Delta deal was found by Cheapflights users on 6/3. 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 7/11:46 pm
EVV
-
EYW
1 stop5h 07m
Delta
Tue 7/77:50 am
EYW
-
EVV
1 stop6h 12m
Delta
Deal found 6/3$431
This Delta deal was found by Cheapflights users on 6/6. 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 7/810:06 am
EVV
-
EYW
1 stop6h 17m
Delta
Sun 7/126:18 pm
EYW
-
EVV
1 stop4h 31m
Delta
Deal found 6/6$445
This American Airlines deal was found by Cheapflights users on 6/3. 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 7/16:50 am
EVV
-
EYW
2 stops11h 20m
American Airlines
Tue 7/74:41 pm
EYW
-
EVV
1 stop5h 47m
American Airlines
Deal found 6/3$464
This Delta deal was found by Cheapflights users on 6/2. 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.
Thu 7/910:06 am
EVV
-
EYW
1 stop6h 17m
Delta
Mon 7/136:18 pm
EYW
-
EVV
1 stop4h 31m
Delta
Deal found 6/2$467
This Delta deal was found by Cheapflights users on 6/4. 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.
Thu 7/26:22 am
EVV
-
EYW
1 stop5h 01m
Delta
Thu 7/97:50 am
EYW
-
EVV
1 stop6h 12m
Delta
Deal found 6/4$503

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 June 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$249
(Kiwi.com)

Popular in

March

Cheapest in

November

Average price

$636
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. 24% potential increase in price ($204 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 7, 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

Sun 8/23

3:46 pm-12:31 pm

1 stop19h 45m

Key West

Fri 8/28

5:03 pm-2:56 pm

2 stops46h 53m

$249

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Thu 7/2

8:16 pm-2:37 pm

1 stop17h 21m

Key West

Thu 7/9

10:55 am-10:51 am

2 stops24h 56m

$381

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Wed 7/1

1:46 pm-7:53 pm

1 stop5h 07m

Key West

Tue 7/7

7:50 am-1:02 pm

1 stop6h 12m

$431

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Wed 7/8

10:06 am-5:23 pm

1 stop6h 17m

Key West

Sun 7/12

6:18 pm-9:49 pm

1 stop4h 31m

$445

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Thu 7/9

10:06 am-5:23 pm

1 stop6h 17m

Key West

Mon 7/13

6:18 pm-9:49 pm

1 stop4h 31m

$467
Quickest round-trip

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Thu 8/6

10:04 am-5:20 pm

1 stop6h 16m

Key West

Thu 8/13

1:57 pm-5:19 pm

1 stop4h 22m

$467

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Thu 7/2

6:22 am-12:23 pm

1 stop5h 01m

Key West

Thu 7/9

7:50 am-1:02 pm

1 stop6h 12m

$503

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Sat 6/20

6:50 am-5:23 pm

2 stops9h 33m

Key West

Fri 6/26

4:17 pm-12:21 am

1 stop9h 04m

$572

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/2

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 June.
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

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 June 7, 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
8,396 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Overall

7.9

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
Delta
7.9
Good
8,396 reviews
Delta
7.9
Good
8,396 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Overall

7.9

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
American Airlines
7.1
Good
11,649 reviews
Delta
7.9
Good
8,396 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Overall

7.9

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

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 $431, Allegiant Air can have you in Key West from Evansville in 5h 07m. 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 $406 on this airline. An additional option worth looking into is Delta, starting at $502. American Airlines is 33% 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.

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 June 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$406Average$572FlexibilityNo cancel feeOn-time71%
DeltaCheapest$502Average$856FlexibilityNo cancel feeOn-timeN/A

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