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Key West

$44+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — EYW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/245:44 pmTYS - EYW
Nonstop2h 11mAllegiant Air
Sun 12/283:32 pmEYW - TYS
Nonstop2h 15mAllegiant Air
Deal found 12/17$96
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2211:32 amTYS - EYW
Nonstop2h 11mAllegiant Air
Wed 12/248:45 pmEYW - TYS
Nonstop2h 15mAllegiant Air
Deal found 12/16$101
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/292:20 pmCVG - EYW
Nonstop2h 39mAllegiant Air
Wed 12/3110:29 amEYW - CVG
Nonstop2h 44mAllegiant Air
Deal found 12/17$134
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/245:44 pmTYS - EYW
Nonstop2h 11mMultiple Airlines
Mon 12/299:57 amEYW - TYS
1 stop12h 10mMultiple Airlines
Deal found 12/17$173
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:44 pmTYS - EYW
Nonstop2h 11mAllegiant Air
Sun 1/410:37 pmEYW - TYS
1 stop23h 30mAllegiant Air
Deal found 12/16$179
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:44 pmTYS - EYW
Nonstop2h 11mAllegiant Air
Mon 12/2910:01 pmEYW - TYS
1 stop13h 05mAllegiant Air
Deal found 12/16$187
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:44 pmTYS - EYW
Nonstop2h 11mAllegiant Air
Sat 12/2710:35 pmEYW - TYS
1 stop18h 16mAllegiant Air
Deal found 12/16$189
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/222:27 pmCVG - EYW
Nonstop2h 39mAllegiant Air
Wed 12/2411:29 amEYW - CVG
Nonstop2h 44mAllegiant Air
Deal found 12/15$205
This Mytrip deal was found by Cheapflights users on 12/16. 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 12/1911:32 amTYS - EYW
Nonstop2h 11mAllegiant Air
Mon 12/222:33 pmEYW - TYS
Nonstop2h 15mAllegiant Air
Deal found 12/16$214
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/292:20 pmCVG - EYW
Nonstop2h 39mMultiple Airlines
Wed 12/317:47 amEYW - CVG
1 stop12h 34mMultiple Airlines
Deal found 12/17$217
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/222:27 pmCVG - EYW
Nonstop2h 39mMultiple Airlines
Tue 12/3010:32 pmEYW - CVG
1 stop11h 46mMultiple Airlines
Deal found 12/15$219
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/222:27 pmCVG - EYW
Nonstop2h 39mMultiple Airlines
Mon 12/2910:01 pmEYW - CVG
1 stop26h 07mMultiple Airlines
Deal found 12/15$222

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$95
(Kiwi.com)

One-way from

$44
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$448
Provider with most accurate pricing for Louisville Intl-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Key West flights.
Search Deals
From Kentucky to Key West
Search Deals
One-way flight from Kentucky to Key West
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 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 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 December 18, 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 3/16

8:00 am-10:11 am

Nonstop2h 11m

Key West

Mon 3/23

11:01 am-1:16 pm

Nonstop2h 15m

$160

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Fri 1/23

2:40 pm-4:51 pm

Nonstop2h 11m

Key West

Fri 1/30

1:06 pm-11:40 am

1 stop22h 34m

$160

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 3/2

8:00 am-10:11 am

Nonstop2h 11m

Key West

Thu 3/5

11:01 am-10:01 pm

1 stop11h 00m

$165

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 1/5

12:58 pm-9:11 pm

1 stop8h 13m

Key West

Fri 1/9

5:41 pm-7:56 pm

Nonstop2h 15m

$169

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Wed 12/31

5:44 pm-7:55 pm

Nonstop2h 11m

Key West

Sun 1/4

10:37 pm-10:07 pm

1 stop23h 30m

$179

CincinnatiKey West

CVG - EYW

CVGEYW

Cincinnati Cinci./N. Kentucky

Mon 1/19

5:30 am-1:30 pm

1 stop8h 00m

Key West

Fri 1/23

9:49 am-10:55 pm

1 stop13h 06m

$184

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Sun 3/1

7:00 am-9:09 am

1 stop26h 09m

Key West

Fri 3/6

11:01 am-1:16 pm

Nonstop2h 15m

$184

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 1/12

2:40 pm-4:51 pm

Nonstop2h 11m

Key West

Thu 1/15

10:27 pm-3:19 pm

1 stop16h 52m

$188

NashvilleKey West

BNA - EYW

BNAEYW

Nashville Intl

Mon 1/5

6:10 am-1:30 pm

1 stop6h 20m

Key West

Wed 1/7

2:30 pm-7:43 pm

1 stop6h 13m

$194

NashvilleKey West

BNA - EYW

BNAEYW

Nashville Intl

Wed 1/21

8:12 pm-11:56 am

1 stop14h 44m

Key West

Mon 1/26

2:25 pm-7:43 pm

1 stop6h 18m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 60 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, December is the cheapest month in which you can book a flight from Kentucky to Key West (average of $254). Flying from Kentucky to Key West in November is currently the most expensive (average of $272). 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 December 18, 2025.

It’s optimal to fly from Kentucky to Key West at noon. By choosing this option you can save up to 12% on the cost of your flight, compared to a flight in the evening.

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 $160, 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, December is the cheapest month in which you can book a flight from Kentucky to Key West (average of $254). Flying from Kentucky to Key West in November is currently the most expensive (average of $272). 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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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$258Average$443FlexibilityNo cancel feeOn-time69%
DeltaCheapest$258Average$372FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$455FlexibilityNo cancel feeOn-time71%

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