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$59+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SDF
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/68:55 amEYW - CVG
1 stop15h 16mMultiple Airlines
Mon 11/103:51 pmCVG - EYW
Nonstop2h 34mMultiple Airlines
Deal found 10/29$187
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/149:01 amEYW - TYS
Nonstop2h 15mMultiple Airlines
Tue 11/1811:24 amTYS - EYW
2 stops22h 43mMultiple Airlines
Deal found 10/30$218
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/148:55 amEYW - BNA
1 stop9h 35mMultiple Airlines
Tue 11/183:32 pmBNA - EYW
2 stops17h 35mMultiple Airlines
Deal found 10/30$254
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Wed 11/1210:47 amEYW - BNA
2 stops22h 34mMultiple Airlines
Sun 11/1612:27 pmBNA - EYW
1 stop18h 48mMultiple Airlines
Deal found 10/28$274
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:33 pmEYW - BNA
1 stop5h 08mAmerican Airlines
Sun 11/166:00 amBNA - EYW
1 stop4h 14mAmerican Airlines
Deal found 10/28$279
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 12/52:47 pmEYW - SDF
1 stop8h 45mUnited Airlines
Sun 12/77:00 amSDF - EYW
1 stop8h 24mUnited Airlines
Deal found 10/29$292
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 11/264:53 pmEYW - SDF
1 stop7h 29mAmerican Airlines
Sat 11/296:45 amSDF - EYW
1 stop7h 24mAmerican Airlines
Deal found 10/29$339
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 12/54:10 pmEYW - SDF
2 stops7h 44mAmerican Airlines
Sun 12/73:39 pmSDF - EYW
2 stops7h 28mAmerican Airlines
Deal found 10/29$349
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:40 amEYW - BNA
1 stop4h 37mDelta
Mon 11/36:30 amBNA - EYW
1 stop5h 32mDelta
Deal found 10/29$369
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 10/3111:22 amEYW - BNA
2 stops9h 35mAmerican Airlines
Mon 11/37:32 amBNA - EYW
1 stop4h 31mAmerican Airlines
Deal found 10/29$374
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 10/3111:22 amEYW - BNA
2 stops9h 35mAmerican Airlines
Tue 11/411:59 amBNA - EYW
2 stops6h 24mAmerican Airlines
Deal found 10/29$379
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/46:17 pmEYW - SDF
1 stop4h 17mDelta
Wed 11/123:09 pmSDF - EYW
1 stop4h 44mDelta
Deal found 10/29$389

Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$161
(Kiwi.com)

One-way from

$59
(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 October 30, 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 WestKnoxville

EYW - TYS

EYWTYS

Key West

Fri 11/14

9:01 am-11:16 am

Nonstop2h 15m

Knoxville McGhee Tyson

Tue 11/18

11:24 am-10:07 am

2 stops22h 43m

$218

Key WestKnoxville

EYW - TYS

EYWTYS

Key West

Tue 4/7

6:00 pm-11:44 pm

1 stop5h 44m

Knoxville McGhee Tyson

Tue 4/14

5:30 am-10:58 am

1 stop5h 28m

$249

Key WestNashville

EYW - BNA

EYWBNA

Key West

Fri 11/14

8:55 am-5:30 pm

1 stop9h 35m

Nashville Intl

Tue 11/18

3:32 pm-10:07 am

2 stops17h 35m

$254

Key WestKnoxville

EYW - TYS

EYWTYS

Key West

Fri 4/3

2:53 pm-11:20 pm

1 stop8h 27m

Knoxville McGhee Tyson

Mon 4/13

8:00 am-10:11 am

Nonstop2h 11m

$260

Key WestNashville

EYW - BNA

EYWBNA

Key West

Wed 11/12

10:47 am-8:21 am

2 stops22h 34m

Nashville Intl

Sun 11/16

12:27 pm-8:15 am

1 stop18h 48m

$274

Key WestNashville

EYW - BNA

EYWBNA

Key West

Wed 11/12

6:33 pm-10:41 pm

1 stop5h 08m

Nashville Intl

Sun 11/16

6:00 am-11:14 am

1 stop4h 14m

$279

Key WestNashville

EYW - BNA

EYWBNA

Key West

Fri 11/14

6:18 pm-11:01 pm

1 stop5h 43m

Nashville Intl

Tue 11/18

5:15 am-11:31 am

1 stop5h 16m

$279

Key WestKnoxville

EYW - TYS

EYWTYS

Key West

Sun 4/5

4:32 pm-12:44 pm

1 stop20h 12m

Knoxville McGhee Tyson

Mon 4/13

8:00 am-10:11 am

Nonstop2h 11m

$283

Key WestKnoxville

EYW - TYS

EYWTYS

Key West

Fri 2/20

7:54 pm-11:59 pm

1 stop4h 05m

Knoxville McGhee Tyson

Tue 2/24

5:57 pm-10:24 pm

1 stop4h 27m

$301

Key WestLouisville

EYW - SDF

EYWSDF

Key West

Fri 3/6

1:30 pm-9:03 pm

1 stop7h 33m

Louisville Intl

Tue 3/10

6:00 am-11:03 am

1 stop5h 03m

$311

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 45 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 October 30, 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?

    Delta, Allegiant Air, and American Airlines can get you from Key West to Kentucky in just under 5h 08m. Your travel time can differ by up to 3h 19m. The distance between Key West and Kentucky is about 850 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Key West to Kentucky one-way?

    The cheapest airline one-way is Allegiant Air, with whom users have recently found tickets for as low as $59. However, be on the lookout for offers from United Airlines and American Airlines, as they are both options that can get you from Key West to Kentucky for a low price.

  • 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 - Louisville Intl, Key West - Knoxville McGhee Tyson or Key West - Cincinnati Cinci./N. Kentucky 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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