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Key West

$81+ Cheap flights from Kentucky to Key West (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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — EYW
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Kentucky to Key West

Keep the following information in mind while searching for Kentucky to Key West flight deals. Data was last updated September 16, 2025.

Round-trip from

$95
(Kiwi.com)

One-way from

$81
(Cheapflightsfares)

Popular in

November

Cheapest in

August

Average price

$398
From Kentucky to Key West
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One-way flight from Kentucky to Key West
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Highest demand for flights based on searches. 8% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Kentucky to Key West

Cheapest flights from Kentucky to Key West
Explore the most affordable flight options available from Kentucky to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/2012:55 pmTYS - EYW
Nonstop2h 11mAllegiant Air
Fri 10/243:39 pmEYW - TYS
Nonstop2h 15mAllegiant Air
Deal found 9/14$95
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/1312:55 pmTYS - EYW
Nonstop2h 11mAllegiant Air
Mon 10/209:50 amEYW - TYS
Nonstop2h 15mAllegiant Air
Deal found 9/15$118
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 12/1511:22 amTYS - EYW
Nonstop2h 11mAllegiant Air
Fri 12/192:33 pmEYW - TYS
Nonstop2h 15mAllegiant Air
Deal found 9/14$134
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/1312:55 pmTYS - EYW
Nonstop2h 11mAllegiant Air
Fri 10/179:02 amEYW - TYS
Nonstop2h 15mAllegiant Air
Deal found 9/15$145
This FlightHub deal was found by Cheapflights users on 9/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1911:32 amTYS - EYW
Nonstop2h 11mAllegiant Air
Wed 12/248:45 pmEYW - TYS
Nonstop2h 15mAllegiant Air
Deal found 9/16$147
This Mytrip deal was found by Cheapflights users on 9/14. 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.
Mon 11/103:51 pmCVG - EYW
Nonstop2h 34mAllegiant Air
Fri 11/143:07 pmEYW - CVG
1 stop6h 54mAllegiant Air
Deal found 9/14$184
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sat 10/258:05 pmBNA - EYW
1 stop17h 35mMultiple Airlines
Fri 10/318:55 amEYW - BNA
1 stop12h 06mMultiple Airlines
Deal found 9/15$194
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/29:25 pmTYS - EYW
1 stop9h 57mAllegiant Air
Mon 10/69:50 amEYW - TYS
Nonstop2h 15mAllegiant Air
Deal found 9/15$203
This Mytrip deal was found by Cheapflights users on 9/16. 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 10/39:54 pmTYS - EYW
1 stop11h 08mAllegiant Air
Mon 10/69:50 amEYW - TYS
Nonstop2h 15mAllegiant Air
Deal found 9/16$218
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 12/49:47 pmBNA - EYW
1 stop9h 28mMultiple Airlines
Mon 12/88:55 amEYW - BNA
1 stop24h 28mMultiple Airlines
Deal found 9/14$221
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/1312:55 pmTYS - EYW
Nonstop2h 11mMultiple Airlines
Mon 10/209:57 amEYW - TYS
2 stops13h 19mMultiple Airlines
Deal found 9/15$222
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/25:44 pmTYS - EYW
2 stops13h 38mMultiple Airlines
Mon 10/69:50 amEYW - TYS
Nonstop2h 15mMultiple Airlines
Deal found 9/15$225

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky 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 September 16, 2025.
Use the filters below to find and compare flights from Kentucky to Key West that are best for you.

Fly from

Kentucky

Fly to

Key West

Route

Depart

Return

Price

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 12/15

11:22 am-1:33 pm

Nonstop2h 11m

Key West

Fri 12/19

2:33 pm-4:48 pm

Nonstop2h 15m

$134

NashvilleKey West

BNA - EYW

BNAEYW

Nashville Intl

Sat 10/25

8:05 pm-2:40 pm

1 stop17h 35m

Key West

Fri 10/31

8:55 am-8:01 pm

1 stop12h 06m

$197

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Thu 10/2

9:25 pm-7:22 am

1 stop9h 57m

Key West

Mon 10/6

9:50 am-12:05 pm

Nonstop2h 15m

$203

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Fri 10/3

9:54 pm-9:02 am

1 stop11h 08m

Key West

Mon 10/6

9:50 am-12:05 pm

Nonstop2h 15m

$218

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 10/13

12:55 pm-3:06 pm

Nonstop2h 11m

Key West

Mon 10/20

9:57 am-11:16 pm

2 stops13h 19m

$222

CincinnatiKey West

CVG - EYW

CVGEYW

Cincinnati Cinci./N. Kentucky

Fri 10/3

6:45 am-9:16 am

Nonstop2h 31m

Key West

Mon 10/6

10:51 am-1:29 pm

Nonstop2h 38m

$230

CincinnatiKey West

CVG - EYW

CVGEYW

Cincinnati Cinci./N. Kentucky

Fri 10/3

6:45 am-9:16 am

Nonstop2h 31m

Key West

Mon 10/6

8:55 am-8:36 am

1 stop23h 41m

$237

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Sat 9/27

8:55 pm-4:00 pm

1 stop19h 05m

Key West

Sat 10/4

9:52 am-9:08 pm

1 stop11h 16m

$237

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Sat 10/11

10:08 pm-2:40 pm

1 stop16h 32m

Key West

Sat 10/18

9:52 am-9:08 pm

1 stop11h 16m

$238

NashvilleKey West

BNA - EYW

BNAEYW

Nashville Intl

Mon 9/29

5:05 am-11:52 am

1 stop5h 47m

Key West

Fri 10/3

8:55 am-11:23 pm

1 stop15h 28m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 52 results
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Best time to book a flight from Kentucky to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Kentucky 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 Kentucky to Key West

What is the cheapest month to book a flight from Kentucky to Key West?

Currently, August is the cheapest month in which you can book a flight from Kentucky to Key West (average of $328). Flying from Kentucky to Key West in March is currently the most expensive (average of $491). 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.

What is the cheapest time of day to fly from KY to EYW?

Find hourly flight availability from Kentucky to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Key West as you normally would.

How much does it cost to fly round-trip from Kentucky to Key West?

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Key West from Kentucky?

    For a flight from Kentucky to Key West, you will be flying into Key West. Key West (EYW) is just 2.6 mi from the center of the city.

  • How long is the flight from Kentucky to Key West?

    For as low as $134, Allegiant Air can have you in Key West from Kentucky in 2h 11m. Airlines will cover a distance of 788 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Kentucky to Key West?

    While some choose either Nashville Intl - Key West or Louisville Intl - Key West, Cincinnati Cinci./N. Kentucky - Key West is the most popular route from Kentucky to Key West.

  • Can I find deals for flights from Kentucky to Key West that include hotel bookings?

    Yes. In addition to deals on Kentucky to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to Key West.

  • Can I find deals for business class flights from Kentucky to Key West?

    Yes. Cheapflights offers flight deals from Kentucky 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 Kentucky to Key West?

    Currently, August is the cheapest month in which you can book a flight from Kentucky to Key West (average of $328). Flying from Kentucky to Key West in March is currently the most expensive (average of $491). 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

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Alternative routes for Kentucky to Key West

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Kentucky to Key West

Discover the top 3 airlines that operate flights from Kentucky 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$258Average$448FlexibilityNo cancel feeOn-time69%
DeltaCheapest$258Average$387FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$453FlexibilityNo cancel feeOn-time71%

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