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Key West

$48+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — EYW
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/92:40 pm
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 2/1311:01 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 1/27$95
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/28:00 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 3/611:01 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 1/28$98
This Super.com deal was found by Cheapflights users on 1/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/22:40 pm
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 2/65:41 pm
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 1/26$109
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Fri 2/278:00 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 3/611:01 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 1/28$110
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 4/138:00 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 4/1711:01 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 1/28$116
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 2/208:00 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 2/2711:01 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 1/27$134
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Fri 2/62:40 pm
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Mon 2/95:41 pm
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 1/26$145
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 1/302:40 pm
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 2/65:41 pm
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 1/27$147
This Expedia deal was found by Cheapflights users on 1/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/268:30 am
BNA
-
EYW
1 stop4h 00m
Spirit Airlines
Thu 3/52:25 pm
EYW
-
BNA
1 stop6h 23m
Spirit Airlines
Deal found 1/28$175
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/42:54 pm
BNA
-
EYW
1 stop17h 12m
Multiple Airlines
Sun 3/82:25 pm
EYW
-
BNA
1 stop18h 00m
Multiple Airlines
Deal found 1/27$201
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/166:05 am
CVG
-
EYW
1 stop8h 52m
Multiple Airlines
Fri 2/209:49 am
EYW
-
CVG
1 stop7h 08m
Multiple Airlines
Deal found 1/28$205
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/159:22 pm
CVG
-
EYW
1 stop11h 47m
Multiple Airlines
Fri 2/209:49 am
EYW
-
CVG
1 stop7h 08m
Multiple Airlines
Deal found 1/27$208

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$95
(Kiwi.com)

One-way from

$48
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$358
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 ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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 2/9

2:40 pm-4:51 pm

Nonstop2h 11m

Key West

Fri 2/13

11:01 am-1:16 pm

Nonstop2h 15m

$95

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 3/2

8:00 am-10:11 am

Nonstop2h 11m

Key West

Fri 3/6

11:01 am-1:16 pm

Nonstop2h 15m

$99

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 2/2

2:40 pm-4:51 pm

Nonstop2h 11m

Key West

Fri 2/6

5:41 pm-7:56 pm

Nonstop2h 15m

$109

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Fri 2/6

2:40 pm-4:51 pm

Nonstop2h 11m

Key West

Mon 2/9

5:41 pm-7:56 pm

Nonstop2h 15m

$145

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 4/13

8:00 am-10:11 am

Nonstop2h 11m

Key West

Fri 4/17

3:33 pm-9:48 pm

1 stop6h 15m

$168

NashvilleKey West

BNA - EYW

BNAEYW

Nashville Intl

Thu 2/26

8:30 am-1:30 pm

1 stop4h 00m

Key West

Thu 3/5

2:25 pm-7:48 pm

1 stop6h 23m

$175

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 2/2

2:40 pm-4:51 pm

Nonstop2h 11m

Key West

Thu 2/5

3:46 pm-10:53 pm

1 stop7h 07m

$196

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Fri 3/6

8:54 pm-11:05 am

1 stop14h 11m

Key West

Mon 3/9

11:01 am-1:16 pm

Nonstop2h 15m

$199

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Fri 2/20

7:22 pm-11:03 am

1 stop15h 41m

Key West

Fri 2/27

3:35 pm-11:36 pm

1 stop8h 01m

$220

NashvilleKey West

BNA - EYW

BNAEYW

Nashville Intl

Sun 2/22

6:30 am-1:30 pm

1 stop6h 00m

Key West

Thu 2/26

9:46 am-8:29 am

1 stop23h 43m

$224

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

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 $252). 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.

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 $95, 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 $252). 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$258Average$392FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$258Average$447FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$367FlexibilityNo cancel feeOn-timeN/A

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