HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key West

$301+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — EYW
Jan 9 — Jan 161
Fri 1/9
Fri 1/16
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Evansville to Key West with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 December 10, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/8. 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.
Mon 12/2212:22 pmEVV - EYW
2 stops21h 58mMultiple Airlines
Fri 12/2610:35 pmEYW - EVV
1 stop10h 34mMultiple Airlines
Deal found 12/8$497
This Delta deal was found by Cheapflights users on 12/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:07 amEVV - EYW
1 stop5h 00mDelta
Fri 12/266:20 pmEYW - EVV
1 stop4h 27mDelta
Deal found 12/8$527
This American Airlines deal was found by Cheapflights users on 12/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:10 amEVV - EYW
2 stops7h 03mAmerican Airlines
Fri 12/261:46 pmEYW - EVV
2 stops10h 38mAmerican Airlines
Deal found 12/8$537
This Delta deal was found by Cheapflights users on 12/10. 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 12/256:07 amEVV - EYW
1 stop5h 00mDelta
Mon 12/2911:47 amEYW - EVV
1 stop4h 59mDelta
Deal found 12/10$748
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/255:10 amEVV - EYW
1 stop5h 58mAmerican Airlines
Mon 12/298:00 amEYW - EVV
2 stops9h 21mAmerican Airlines
Deal found 12/10$852

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 December 10, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$301
(Kiwi.com)

Popular in

March

Cheapest in

November

Average price

$637
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. 16% potential increase in price ($112 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 December 2025
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 December 10, 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

Thu 2/19

9:27 am-3:19 pm

1 stop4h 52m

Key West

Fri 2/27

1:06 pm-7:06 pm

1 stop7h 00m

$301

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Thu 2/19

9:27 am-3:19 pm

1 stop4h 52m

Key West

Thu 2/26

12:15 pm-7:06 pm

2 stops31h 51m

$338

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 2/20

2:34 pm-11:03 am

1 stop19h 29m

Key West

Thu 2/26

3:06 pm-1:44 pm

1 stop23h 38m

$339

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 2/20

7:46 pm-11:49 am

2 stops39h 03m

Key West

Fri 2/27

1:06 pm-7:06 pm

1 stop7h 00m

$356

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Sun 1/18

6:15 am-11:29 am

1 stop4h 14m

Key West

Wed 1/21

7:10 am-10:55 am

1 stop4h 45m

$372

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Sun 1/18

12:02 pm-6:01 pm

1 stop4h 59m

Key West

Wed 1/21

7:08 am-11:37 am

1 stop5h 29m

$372

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 1/23

12:02 pm-6:01 pm

1 stop4h 59m

Key West

Mon 1/26

2:43 pm-9:33 pm

1 stop7h 50m

$427

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Fri 2/20

10:51 am-10:43 pm

2 stops10h 52m

Key West

Fri 2/27

8:03 am-3:44 pm

2 stops8h 41m

$437

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/7

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 December.
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 December is currently the most expensive (average of $310). 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 December 10, 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
8,007 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Entertainment

7.9

Crew

8.5

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Entertainment

7.9

Crew

8.5

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
11,048 reviews
Delta
7.9
Good
8,007 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Entertainment

7.9

Crew

8.5

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 $339, Allegiant Air can have you in Key West from Evansville in 19h 29m. 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 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 December is currently the most expensive (average of $310). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Evansville to Key West

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Orlando flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Miami flights
O'Hare Intl to Tampa flights
O'Hare Intl to Fort Myers flights
Midway to Orlando flights
Cincinnati to Fort Lauderdale flights
Cincinnati to Orlando flights
Midway to Miami flights
O'Hare Intl to Sarasota flights
O'Hare Intl to West Palm Beach flights
Midway to Fort Lauderdale flights
Indianapolis to Orlando flights
Cincinnati to Fort Myers flights
Indianapolis to Fort Lauderdale flights
Cincinnati to Miami flights
Midway to Tampa flights
Indianapolis to Miami flights
Midway to Fort Myers flights
Cincinnati to Tampa flights
O'Hare Intl to Key West flights
O'Hare Intl to Jacksonville flights
O'Hare Intl to Pensacola flights
Louisville to Miami flights
Indianapolis to Tampa flights
Indianapolis to Fort Myers flights
Cincinnati to Orlando Sanford Intl flights
Midway to West Palm Beach flights
Dayton to Orlando flights
O'Hare Intl to Panama City flights
Louisville to Orlando flights
Louisville to Fort Lauderdale flights
Indianapolis to Orlando Sanford Intl flights
Louisville to Fort Myers flights
Indianapolis to Sarasota flights
Midway to Sarasota flights
Louisville to Tampa flights
Midway to Key West flights
Midway to Jacksonville flights
Dayton to Tampa flights
Dayton to Fort Myers flights
Dayton to Sarasota flights
Cincinnati to St Petersburg flights
Rockford to Orlando Sanford Intl flights
Cincinnati to Sarasota flights
Indianapolis to West Palm Beach flights
Fort Wayne to Orlando flights
Rockford to St Petersburg flights
Indianapolis to St Petersburg flights
Midway to Pensacola flights

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 December 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$376Average$538FlexibilityNo cancel feeOn-time71%
DeltaCheapest$486Average$853FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.