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Key West

$65+ 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 6/22. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — EYW
Jun 20 — Jun 271
Sat 6/20
Sat 6/27
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 May 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/227:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 6/2610:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 5/18$72
This Super.com deal was found by Cheapflights users on 5/18. 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 6/86:00 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 6/1210:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 5/18$79
This Mytrip deal was found by Cheapflights users on 5/18. 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 7/137:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 7/1710:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 5/18$96
This Super.com deal was found by Cheapflights users on 5/18. 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 6/157:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Mon 6/2210:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 5/18$102
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/278:30 am
CVG
-
EYW
Nonstop2h 37m
Allegiant Air
Fri 7/3111:57 am
EYW
-
CVG
Nonstop2h 38m
Allegiant Air
Deal found 5/20$115
This Super.com deal was found by Cheapflights users on 5/18. 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 6/157:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 6/1910:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 5/18$122
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 6/17:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Mon 6/1510:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 5/16$125
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/197:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Mon 6/2210:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 5/18$126
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 7/107:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Mon 7/1310:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 5/18$133
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:30 am
CVG
-
EYW
Nonstop2h 37m
Allegiant Air
Fri 8/1411:57 am
EYW
-
CVG
Nonstop2h 43m
Allegiant Air
Deal found 5/20$135
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:30 am
CVG
-
EYW
Nonstop2h 37m
Allegiant Air
Fri 7/1011:57 am
EYW
-
CVG
Nonstop2h 38m
Allegiant Air
Deal found 5/16$136
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:39 pm
CVG
-
EYW
Nonstop2h 34m
Allegiant Air
Mon 8/245:03 pm
EYW
-
CVG
Nonstop2h 39m
Allegiant Air
Deal found 5/20$147

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 May 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$72
(Kiwi.com)

One-way from

$65
(Kiwi.com)

Popular in

April

Cheapest in

February

Average price

$483
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. 13% potential increase in price ($67 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 21, 2026.
Use the filters below to find and compare flights from Kentucky to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Thu 8/6

8:15 am-3:27 pm

1 stop7h 12m

Key West

Mon 8/10

10:31 am-12:46 pm

Nonstop2h 15m

$152

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Fri 6/5

6:00 am-8:11 am

Nonstop2h 11m

Key West

Sat 6/13

2:48 pm-10:53 pm

1 stop8h 05m

$173
Quickest round-trip

CincinnatiKey West

CVG - EYW

CVGEYW

Cincinnati Cinci./N. Kentucky

Mon 6/1

8:30 am-11:02 am

Nonstop2h 32m

Key West

Mon 6/8

3:25 pm-8:07 pm

1 stop4h 42m

$207

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 8/3

7:30 am-9:41 am

Nonstop2h 11m

Key West

Thu 8/6

7:53 pm-8:36 am

2 stops12h 43m

$212

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 7/13

8:30 am-3:51 pm

1 stop7h 21m

Key West

Thu 7/16

4:17 pm-10:23 pm

1 stop6h 06m

$219

HuntingtonKey West

HTS - EYW

HTSEYW

Huntington Tri State

Sun 8/2

3:28 pm-2:37 pm

1 stop23h 09m

Key West

Wed 8/5

10:34 am-8:19 am

1 stop21h 45m

$239

CincinnatiKey West

CVG - EYW

CVGEYW

Cincinnati Cinci./N. Kentucky

Mon 7/6

12:54 pm-12:34 pm

2 stops23h 40m

Key West

Fri 7/10

11:57 am-2:35 pm

Nonstop2h 38m

$247

CincinnatiKey West

CVG - EYW

CVGEYW

Cincinnati Cinci./N. Kentucky

Mon 8/10

12:54 pm-12:34 pm

2 stops23h 40m

Key West

Fri 8/14

4:32 pm-8:57 pm

1 stop4h 25m

$250

LexingtonKey West

LEX - EYW

LEXEYW

Lexington Blue Grass

Mon 6/15

9:40 am-3:45 pm

1 stop6h 05m

Key West

Wed 6/24

5:07 pm-8:50 am

1 stop15h 43m

$252

CincinnatiKey West

CVG - EYW

CVGEYW

Cincinnati Cinci./N. Kentucky

Mon 6/15

11:12 am-12:34 pm

1 stop25h 22m

Key West

Mon 6/22

11:54 am-2:37 pm

Nonstop2h 43m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $164). Flying from Kentucky to Key West in March 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 Kentucky to Key West?

How far ahead should I book a flight from Kentucky to Key West?

Booking 24 days in advance of your planned departure date is, on average, the best time to get cheap flights from Kentucky to Key West. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 $293, Allegiant Air can have you in Key West from Kentucky in 4h 03m. Airlines will cover a distance of 850 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 $164). Flying from Kentucky to Key West in March 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

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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 2 airlines flying from Kentucky to Key West

Discover the top 2 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 May 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$270Average$496FlexibilityNo cancel feeOn-time71%
DeltaCheapest$270Average$408FlexibilityNo cancel feeOn-timeN/A

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