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Key West

$299+ 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — EYW
Aug 7 — Aug 141
Fri 8/7
Fri 8/14
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 July 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/28:16 pm
EVV
-
EYW
1 stop17h 21m
Allegiant Air
Sat 8/84:35 pm
EYW
-
EVV
1 stop26h 14m
Allegiant Air
Deal found 7/7$299
This Delta deal was found by Cheapflights users on 7/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/41:50 pm
EVV
-
EYW
1 stop5h 01m
Delta
Sat 11/76:11 pm
EYW
-
EVV
1 stop4h 47m
Delta
Deal found 7/5$403
This American Airlines deal was found by Cheapflights users on 7/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/45:10 am
EVV
-
EYW
2 stops10h 29m
American Airlines
Sat 11/74:53 pm
EYW
-
EVV
1 stop8h 06m
American Airlines
Deal found 7/5$464
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:04 am
EVV
-
EYW
1 stop6h 16m
Delta
Mon 8/176:15 pm
EYW
-
EVV
1 stop4h 46m
Delta
Deal found 7/7$467
This Delta deal was found by Cheapflights users on 7/6. 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.
Thu 7/910:06 am
EVV
-
EYW
1 stop6h 17m
Delta
Mon 7/136:18 pm
EYW
-
EVV
1 stop4h 31m
Delta
Deal found 7/6$577
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Sat 7/117:08 am
EVV
-
EYW
1 stop7h 34m
American Airlines
Sat 7/1811:31 am
EYW
-
EVV
2 stops10h 57m
American Airlines
Deal found 7/7$586
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Fri 8/146:00 am
EVV
-
EYW
1 stop9h 18m
American Airlines
Mon 8/171:41 pm
EYW
-
EVV
2 stops11h 18m
American Airlines
Deal found 7/7$591

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 July 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$299
(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 July 8, 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 8/2

8:16 pm-2:37 pm

1 stop17h 21m

Key West

Sat 8/8

4:35 pm-5:49 pm

1 stop26h 14m

$299
Quickest round-trip

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Wed 11/4

1:50 pm-7:51 pm

1 stop5h 01m

Key West

Sat 11/7

6:11 pm-9:58 pm

1 stop4h 47m

$403

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Wed 11/4

5:10 am-4:39 pm

2 stops10h 29m

Key West

Sat 11/7

4:53 pm-11:59 pm

1 stop8h 06m

$464

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 8/14

10:04 am-5:20 pm

1 stop6h 16m

Key West

Mon 8/17

6:15 pm-10:01 pm

1 stop4h 46m

$467

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 8/14

6:00 am-4:18 pm

1 stop9h 18m

Key West

Mon 8/17

1:41 pm-11:59 pm

2 stops11h 18m

$591

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Sun 8/2

5:19 am-6:48 pm

2 stops12h 29m

Key West

Sat 8/8

1:50 pm-11:27 pm

2 stops10h 37m

$777
Cheapest one-way
Quickest one-way

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 10/9

12:49 pm-6:49 pm

1 stop5h 00m

$440

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/7

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 July.
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.

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 July 8, 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
7.8
Good
8,451 reviews

Entertainment

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Comfort

7.8

Overall

7.8

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
7.8
Good
8,451 reviews
Delta
7.8
Good
8,451 reviews

Entertainment

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Comfort

7.8

Overall

7.8

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
11,783 reviews
Delta
7.8
Good
8,451 reviews

Entertainment

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Comfort

7.8

Overall

7.8

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 $403, Allegiant Air can have you in Key West from Evansville in 5h 01m. 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 $426 on this airline. An additional option worth looking into is Delta, starting at $636.

  • 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 July 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$426Average$621FlexibilityNo cancel feeOn-time71%
DeltaCheapest$636Average$862FlexibilityNo cancel feeOn-timeN/A

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