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Key West

$188+ Cheap flights from Evansville to Key West (EVV - EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — EYW
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
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 November 20, 2025.

This Delta deal was found by Cheapflights users on 11/18. 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.
Tue 12/166:07 amEVV - EYW
1 stop7h 00mDelta
Fri 12/196:10 pmEYW - EVV
1 stop5h 15mDelta
Deal found 11/18$497
This American Airlines deal was found by Cheapflights users on 11/18. 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 12/1610:33 amEVV - EYW
2 stops11h 34mAmerican Airlines
Fri 12/196:32 pmEYW - EVV
1 stop6h 05mAmerican Airlines
Deal found 11/18$537
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Thu 12/411:04 amEVV - EYW
2 stops7h 31mAmerican Airlines
Mon 12/82:39 pmEYW - EVV
1 stop7h 36mAmerican Airlines
Deal found 11/19$603
This American Airlines deal was found by Cheapflights users on 11/18. 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 12/312:06 pmEVV - EYW
2 stops10h 01mAmerican Airlines
Sun 12/74:53 pmEYW - EVV
1 stop8h 05mAmerican Airlines
Deal found 11/18$628
This American Airlines deal was found by Cheapflights users on 11/18. 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 11/18$658

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 November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$382
(Delta)

One-way from

$188
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$501
Provider with most accurate pricing for Evansville Dress Regional-Key West flight deals.
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Provider most trusted by Cheapflights users for Evansville Dress Regional-Key West flights.
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From Evansville Dress Regional to Key West
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One-way flight from Evansville Dress Regional to Key West
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 20, 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

Tue 1/27

6:15 am-11:25 am

1 stop4h 10m

Key West

Sat 1/31

7:10 am-11:48 am

1 stop5h 38m

$382

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Tue 1/27

7:10 am-3:25 pm

1 stop7h 15m

Key West

Sat 1/31

6:53 pm-11:33 pm

1 stop5h 40m

$407

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 1/16

7:10 am-6:01 pm

2 stops9h 51m

Key West

Sat 1/24

7:15 am-11:22 am

1 stop5h 07m

$423

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Tue 12/16

6:07 am-2:07 pm

1 stop7h 00m

Key West

Fri 12/19

6:10 pm-10:25 pm

1 stop5h 15m

$497

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Tue 12/16

10:33 am-11:07 pm

2 stops11h 34m

Key West

Fri 12/19

6:32 pm-11:37 pm

1 stop6h 05m

$537

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Mon 1/19

7:46 pm-10:09 am

3 stops37h 23m

$188

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Mon 1/19

11:40 am-7:40 pm

1 stop7h 00m

$329

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Mon 1/19

7:00 am-4:49 pm

2 stops8h 49m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Evansville-Key West flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

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 November 20, 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
8,002 reviews

Boarding

8.1

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,002 reviews
Delta
7.9
Good
8,002 reviews

Boarding

8.1

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,047 reviews
Delta
7.9
Good
8,002 reviews

Boarding

8.1

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 $382, Delta can have you in Key West from Evansville in 4h 10m. 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 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 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$244Average$548FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$376Average$568FlexibilityNo cancel feeOn-time71%

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