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$95+ Cheap flights from Key West (EYW) to Kentucky

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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SDF
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Key West to Kentucky

Cheapest flights from Key West to Kentucky
Explore the most affordable flight options available from Key West to Kentucky. 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 12/16. 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 12/3110:29 amEYW - CVG
Nonstop2h 44mAllegiant Air
Sun 1/46:30 amCVG - EYW
1 stop15h 17mAllegiant Air
Deal found 12/16$170
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 12/317:47 amEYW - CVG
1 stop12h 34mMultiple Airlines
Sun 1/46:30 amCVG - EYW
1 stop15h 17mMultiple Airlines
Deal found 12/16$221
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.
Sat 12/277:47 amEYW - CVG
1 stop16h 21mMultiple Airlines
Mon 12/292:20 pmCVG - EYW
Nonstop2h 39mMultiple Airlines
Deal found 12/17$239
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.
Sat 12/279:29 amEYW - CVG
Nonstop2h 44mAllegiant Air
Mon 12/292:20 pmCVG - EYW
Nonstop2h 39mAllegiant Air
Deal found 12/17$258
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:25 pmEYW - BNA
1 stop6h 41mUnited Airlines
Sun 1/46:01 amBNA - EYW
1 stop8h 11mUnited Airlines
Deal found 12/16$264
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.
Tue 12/303:15 pmEYW - BNA
1 stop23h 24mMultiple Airlines
Fri 1/25:45 amBNA - EYW
1 stop5h 45mMultiple Airlines
Deal found 12/16$276
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:09 pmEYW - BNA
1 stop5h 30mAmerican Airlines
Fri 1/22:23 pmBNA - EYW
1 stop7h 21mAmerican Airlines
Deal found 12/16$279
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:25 pmEYW - BNA
1 stop6h 41mUnited Airlines
Fri 1/26:01 amBNA - EYW
2 stops9h 28mUnited Airlines
Deal found 12/16$284
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 12/291:10 pmEYW - BNA
1 stop11h 04mMultiple Airlines
Fri 1/25:45 amBNA - EYW
1 stop5h 45mMultiple Airlines
Deal found 12/16$305
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:09 pmEYW - BNA
1 stop5h 30mAmerican Airlines
Fri 1/25:15 amBNA - EYW
2 stops6h 58mAmerican Airlines
Deal found 12/16$314
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.
Wed 12/312:30 pmEYW - BNA
3 stops26h 48mMultiple Airlines
Sun 1/411:58 amBNA - EYW
1 stop8h 49mMultiple Airlines
Deal found 12/16$489
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:29 pmEYW - CVG
2 stops31h 15mUnited Airlines
Sun 1/47:00 amCVG - EYW
2 stops9h 29mUnited Airlines
Deal found 12/16$526

Find flight deals from Key West to Kentucky

Keep the following information in mind while searching for Key West to Kentucky flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$170
(Kiwi.com)

One-way from

$95
(Kiwi.com)
Provider with most accurate pricing for Key West-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Louisville Intl flights.
Search Deals
From Key West to Kentucky
Search Deals
One-way flight from Key West to Kentucky
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Kentucky 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 Key West to Kentucky that are best for you.

Fly from

Key West

Fly to

Kentucky

Route

Depart

Return

Price

Key WestCincinnati

EYW - CVG

EYWCVG

Key West

Wed 12/31

7:47 am-8:21 pm

1 stop12h 34m

Cincinnati Cinci./N. Kentucky

Sun 1/4

6:30 am-9:47 pm

1 stop15h 17m

$221

Key WestCincinnati

EYW - CVG

EYWCVG

Key West

Sat 12/27

7:47 am-12:08 am

1 stop16h 21m

Cincinnati Cinci./N. Kentucky

Mon 12/29

2:20 pm-4:59 pm

Nonstop2h 39m

$239

Key WestCincinnati

EYW - CVG

EYWCVG

Key West

Sat 12/27

9:29 am-12:13 pm

Nonstop2h 44m

Cincinnati Cinci./N. Kentucky

Mon 12/29

2:20 pm-4:59 pm

Nonstop2h 39m

$258

Key WestKnoxville

EYW - TYS

EYWTYS

Key West

Sat 1/3

10:35 pm-9:24 pm

1 stop22h 49m

Knoxville McGhee Tyson

Mon 1/5

12:58 pm-9:11 pm

1 stop8h 13m

$259

Key WestNashville

EYW - BNA

EYWBNA

Key West

Wed 12/31

1:25 pm-7:06 pm

1 stop6h 41m

Nashville Intl

Sun 1/4

6:01 am-3:12 pm

1 stop8h 11m

$264

Key WestKnoxville

EYW - TYS

EYWTYS

Key West

Sat 1/24

4:37 pm-11:59 pm

1 stop7h 22m

Knoxville McGhee Tyson

Thu 1/29

4:00 pm-9:47 pm

1 stop5h 47m

$269

Key WestNashville

EYW - BNA

EYWBNA

Key West

Tue 12/30

3:15 pm-1:39 pm

1 stop23h 24m

Nashville Intl

Fri 1/2

5:45 am-12:30 pm

1 stop5h 45m

$276

Key WestNashville

EYW - BNA

EYWBNA

Key West

Tue 12/30

8:09 pm-12:39 am

1 stop5h 30m

Nashville Intl

Fri 1/2

2:23 pm-10:44 pm

1 stop7h 21m

$279

Key WestNashville

EYW - BNA

EYWBNA

Key West

Tue 12/30

1:25 pm-7:06 pm

1 stop6h 41m

Nashville Intl

Fri 1/2

6:01 am-4:29 pm

2 stops9h 28m

$284

Key WestNashville

EYW - BNA

EYWBNA

Key West

Mon 12/29

1:10 pm-11:14 pm

1 stop11h 04m

Nashville Intl

Fri 1/2

5:45 am-12:30 pm

1 stop5h 45m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 37 results
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Best time to book a flight from Key West to Kentucky

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

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

Find hourly flight availability from Key West to Kentucky. 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.

One of the essential ways to save on airfare from Key West to Kentucky is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 42% on airfare.

Related info for your journey

Find useful and relevant information for your journey from Key West to Kentucky. 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 from for flights from Key West to Kentucky?

    Located just 2.6 mi from the city center, Key West (EYW) is the airport most travelers will use when flying to Kentucky from Key West.

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

    Allegiant Air, United Airlines, and American Airlines can get you from Key West to Kentucky in just under 2h 44m. Your travel time can differ by up to 4h 38m. The distance between Key West and Kentucky is about 1015 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    When deciding which route to take from Key West to Kentucky consider Key West - Cincinnati Cinci./N. Kentucky, Key West - Nashville Intl or Key West - Knoxville McGhee Tyson as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Key West to Kentucky by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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