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Key West

$333+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — EYW
Nov 20 — Nov 271
Thu 11/20
Thu 11/27
1 adult, Economy
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Find 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 October 21, 2025.

This American Airlines deal was found by Cheapflights users on 10/20. 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.
Tue 11/186:43 amEVV - EYW
1 stop7h 12mAmerican Airlines
Tue 11/254:55 pmEYW - EVV
1 stop7h 59mAmerican Airlines
Deal found 10/20$337
This American Airlines deal was found by Cheapflights users on 10/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:10 amEVV - EYW
1 stop5h 58mAmerican Airlines
Mon 12/222:28 pmEYW - EVV
1 stop9h 11mAmerican Airlines
Deal found 10/19$648
This Mytrip deal was found by Cheapflights users on 10/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/192:47 pmEVV - EYW
2 stops19h 22mAllegiant Air
Mon 12/225:56 pmEYW - EVV
2 stops26h 38mAllegiant Air
Deal found 10/19$668
This Delta deal was found by Cheapflights users on 10/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:02 amEVV - EYW
1 stop4h 25mDelta
Sat 10/257:40 amEYW - EVV
1 stop7h 15mDelta
Deal found 10/20$707
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Thu 10/235:30 amEVV - EYW
1 stop5h 40mAmerican Airlines
Sat 10/2511:22 amEYW - EVV
2 stops10h 21mAmerican Airlines
Deal found 10/20$712
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2912:22 pmEVV - EYW
2 stops21h 18mMultiple Airlines
Fri 1/210:35 pmEYW - EVV
1 stop10h 34mMultiple Airlines
Deal found 10/19$729
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Sat 12/273:47 pmEVV - EYW
1 stop5h 57mAmerican Airlines
Tue 12/304:40 pmEYW - EVV
1 stop7h 44mAmerican Airlines
Deal found 10/20$799

Cheap 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 October 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$333
(Kiwi.com)

Popular in

March

Cheapest in

August
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. 8% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
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 October 21, 2025.
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 1/9

7:46 pm-1:30 pm

2 stops16h 44m

Key West

Fri 1/16

1:06 pm-7:06 pm

1 stop7h 00m

$333

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Tue 11/18

6:43 am-2:55 pm

1 stop7h 12m

Key West

Tue 11/25

4:55 pm-11:54 pm

1 stop7h 59m

$337

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 1/9

7:00 am-4:24 pm

1 stop8h 24m

Key West

Fri 1/16

7:08 am-11:32 am

1 stop5h 24m

$427

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 12/19

5:10 am-12:08 pm

1 stop5h 58m

Key West

Mon 12/22

2:28 pm-10:39 pm

1 stop9h 11m

$648

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 12/19

2:47 pm-11:09 am

2 stops19h 22m

Key West

Mon 12/22

5:56 pm-7:34 pm

2 stops26h 38m

$668

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 3/27

5:33 am-4:29 pm

2 stops9h 56m

Key West

Mon 3/30

4:00 pm-9:42 pm

1 stop6h 42m

$689

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Mon 12/29

12:22 pm-10:40 am

2 stops21h 18m

Key West

Fri 1/2

10:35 pm-8:09 am

1 stop10h 34m

$729

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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, 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 September is currently the most expensive (average of $290). 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 October 21, 2025.
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
7,981 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,981 reviews
Delta
7.9
Good
7,981 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,026 reviews
Delta
7.9
Good
7,981 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 $337, American Airlines can have you in Key West from Evansville in 7h 12m. 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 59% 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 September is currently the most expensive (average of $290). 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 October 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$244Average$548FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$376Average$572FlexibilityNo cancel feeOn-time71%

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