$165+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — EYW
Nov 3 — Nov 101
Round-trip
1 adult, Economy
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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
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Best
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One-way
Cheapest flights from Evansville to Key WestExplore 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 4, 2026.
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 4, 2026.
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Sun 12/1312:43 pm -
1 stop5h 06m
Sat 12/195:31 pm -
1 stop7h 28m
Deal found 9/30![American Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/158:26 am -
1 stop22h 18m
Mon 10/196:37 pm -
2 stops46h 25m
Deal found 9/30![Multiple Airlines logo]()
$508
This Kiwi.com deal was found by Cheapflights users on 10/3. 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.
Sun 10/185:10 pm -
1 stop25h 24m
Thu 10/228:37 am -
1 stop5h 10m
Deal found 10/3![Allegiant Air logo]()
$534
This Delta deal was found by Cheapflights users on 10/3. 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.
Sun 11/2210:11 am -
1 stop5h 59m
Fri 11/276:08 pm -
1 stop5h 14m
Deal found 10/3![Delta logo]()
$538
This Delta deal was found by Cheapflights users on 9/30. 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 10/156:08 am -
1 stop5h 45m
Mon 10/197:40 am -
1 stop6h 30m
Deal found 9/30![Delta logo]()
$597
This American Airlines deal was found by Cheapflights users on 9/30. 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 10/155:15 am -
2 stops10h 43m
Mon 10/1912:48 pm -
2 stops11h 34m
Deal found 9/30![American Airlines logo]()
$691
This American Airlines deal was found by Cheapflights users on 10/3. 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.
Sun 11/226:37 am -
2 stops11h 10m
Fri 11/274:53 pm -
1 stop5h 33m
Deal found 10/3![American Airlines logo]()
$714
This American Airlines deal was found by Cheapflights users on 10/3. 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.
Sun 10/185:15 am -
2 stops10h 43m
Thu 10/221:43 pm -
2 stops8h 40m
Deal found 10/3![American Airlines logo]()
$835
This American Airlines deal was found by Cheapflights users on 9/30. 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 11/195:10 am -
1 stop6h 27m
Sat 11/281:41 pm -
2 stops8h 45m
Deal found 9/30![American Airlines logo]()
$849
Best flights from Evansville to Key WestDiscover carefully curated flight deals from Evansville to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 4, 2026.
Discover carefully curated flight deals from Evansville to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 4, 2026.
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Sun 12/1312:43 pm -
1 stop5h 06m
Sat 12/195:31 pm -
1 stop7h 28m
Deal found 9/30![American Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/158:26 am -
1 stop22h 18m
Mon 10/196:37 pm -
2 stops46h 25m
Deal found 9/30![Multiple Airlines logo]()
$508
This Kiwi.com deal was found by Cheapflights users on 10/3. 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.
Sun 10/185:10 pm -
1 stop25h 24m
Thu 10/228:37 am -
1 stop5h 10m
Deal found 10/3![Allegiant Air logo]()
$534
This Delta deal was found by Cheapflights users on 10/3. 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.
Sun 11/2210:11 am -
1 stop5h 59m
Fri 11/276:08 pm -
1 stop5h 14m
Deal found 10/3![Delta logo]()
$538
This Delta deal was found by Cheapflights users on 9/30. 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 10/156:08 am -
1 stop5h 45m
Mon 10/197:40 am -
1 stop6h 30m
Deal found 9/30![Delta logo]()
$597
This American Airlines deal was found by Cheapflights users on 10/3. 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.
Sun 11/226:37 am -
2 stops11h 10m
Fri 11/274:53 pm -
1 stop5h 33m
Deal found 10/3![American Airlines logo]()
$714
This American Airlines deal was found by Cheapflights users on 9/30. 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 11/195:10 am -
1 stop6h 27m
Sat 11/281:41 pm -
2 stops8h 45m
Deal found 9/30![American Airlines logo]()
$849
Last-minute flights from Evansville to Key WestDiscover last-minute flight deals from Evansville to Key West. Data last updated October 4, 2026 and is based on user searches.
Discover last-minute flight deals from Evansville to Key West. Data last updated October 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/158:26 am -
1 stop22h 18m
Mon 10/196:37 pm -
2 stops46h 25m
Deal found 9/30![Multiple Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 9/30. 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 10/156:08 am -
1 stop5h 45m
Mon 10/197:40 am -
1 stop6h 30m
Deal found 9/30![Delta logo]()
$597
This American Airlines deal was found by Cheapflights users on 9/30. 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 10/155:15 am -
2 stops10h 43m
Mon 10/1912:48 pm -
2 stops11h 34m
Deal found 9/30![American Airlines logo]()
$691
This Kiwi.com deal was found by Cheapflights users on 10/3. 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.
Sun 10/185:10 pm -
1 stop25h 24m
Thu 10/228:37 am -
1 stop5h 10m
Deal found 10/3![Allegiant Air logo]()
$534
This American Airlines deal was found by Cheapflights users on 10/3. 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.
Sun 10/185:15 am -
2 stops10h 43m
Thu 10/221:43 pm -
2 stops8h 40m
Deal found 10/3![American Airlines logo]()
$835
This American Airlines deal was found by Cheapflights users on 9/30. 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 11/195:10 am -
1 stop6h 27m
Sat 11/281:41 pm -
2 stops8h 45m
Deal found 9/30![American Airlines logo]()
$849
This Delta deal was found by Cheapflights users on 10/3. 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.
Sun 11/2210:11 am -
1 stop5h 59m
Fri 11/276:08 pm -
1 stop5h 14m
Deal found 10/3![Delta logo]()
$538
This American Airlines deal was found by Cheapflights users on 10/3. 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.
Sun 11/226:37 am -
2 stops11h 10m
Fri 11/274:53 pm -
1 stop5h 33m
Deal found 10/3![American Airlines logo]()
$714
One-way flights from Evansville to Key WestSearch for one-way flight options from Evansville to Key West. Find affordable one-way fares based on user searches. Data last updated October 4, 2026.
Search for one-way flight options from Evansville to Key West. Find affordable one-way fares based on user searches. Data last updated October 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/29. 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.
Wed 10/144:42 pm -
1 stop16h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Breeze Airways logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 9/29. 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.
Wed 10/144:42 pm -
3 stops42h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$279
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 October 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $497 (American Airlines) |
One-way from | $165 (Kiwi.com) |
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 7,457,451 searches. Data last updated October 4, 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
Cheapest round-trip
EvansvilleKey West
EVV Evansville Dress Regional - EYW Key West
EVVEYW
Evansville Dress Regional
Wed 10/14
4:42 pm-12:19 pm
3 stops42h 37m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$279
EvansvilleKey West
EVV Evansville Dress Regional - EYW Key West
EVVEYW
Evansville Dress Regional
Sun 12/13
12:43 pm-6:49 pm
1 stop5h 06m
Key West
Sat 12/19
5:31 pm-11:59 pm
1 stop7h 28m
$497
EvansvilleKey West
EVV Evansville Dress Regional - EYW Key West
EVVEYW
Evansville Dress Regional
Thu 10/15
8:26 am-7:44 am
1 stop22h 18m
Key West
Mon 10/19
6:37 pm-4:02 pm
2 stops46h 25m
$508
EvansvilleKey West
EVV Evansville Dress Regional - EYW Key West
EVVEYW
Evansville Dress Regional
Sun 10/18
5:10 pm-7:34 pm
1 stop25h 24m
Key West
Thu 10/22
8:37 am-12:47 pm
1 stop5h 10m
$534
Quickest round-trip
EvansvilleKey West
EVV Evansville Dress Regional - EYW Key West
EVVEYW
Evansville Dress Regional
Sun 11/22
10:11 am-5:10 pm
1 stop5h 59m
Key West
Fri 11/27
6:08 pm-10:22 pm
1 stop5h 14m
$538
EvansvilleKey West
EVV Evansville Dress Regional - EYW Key West
EVVEYW
Evansville Dress Regional
Thu 10/15
6:08 am-12:53 pm
1 stop5h 45m
Key West
Mon 10/19
7:40 am-1:10 pm
1 stop6h 30m
$597
EvansvilleKey West
EVV Evansville Dress Regional - EYW Key West
EVVEYW
Evansville Dress Regional
Sun 11/22
6:37 am-6:47 pm
2 stops11h 10m
Key West
Fri 11/27
4:53 pm-9:26 pm
1 stop5h 33m
$714
EvansvilleKey West
EVV Evansville Dress Regional - EYW Key West
EVVEYW
Evansville Dress Regional
Thu 11/19
5:10 am-12:37 pm
1 stop6h 27m
Key West
Sat 11/28
1:41 pm-9:26 pm
2 stops8h 45m
$849
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
EVV-EYW
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 October 4, 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.
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
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.
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Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Evansville to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 4, 2026.
Evansville and Key West flights
Browse other Evansville and Key West flight options. Last updated on October 4, 2026.
Other flights from Evansville
Browse through other flights departing from Evansville. Flights are based on user searches made on Cheapflights and were last updated on October 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$498 | Average$647 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$526 | Average$856 | FlexibilityNo cancel fee | On-timeN/A |