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$57+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SDF
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$199
(Kiwi.com)

One-way from

$57
(FlightHub)
From Key West to Kentucky
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One-way flight from Key West to Kentucky
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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 September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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 12/318:45 pmEYW - TYS
Nonstop2h 15mAllegiant Air
Sun 1/41:01 pmTYS - EYW
Nonstop2h 11mAllegiant Air
Deal found 9/14$199
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/139:36 pmEYW - BNA
1 stop23h 25mMultiple Airlines
Sun 11/169:47 pmBNA - EYW
1 stop9h 28mMultiple Airlines
Deal found 9/13$218
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/69:36 pmEYW - BNA
1 stop23h 25mMultiple Airlines
Sun 11/99:47 pmBNA - EYW
1 stop9h 28mMultiple Airlines
Deal found 9/13$230
This American Airlines deal was found by Cheapflights users on 9/13. 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 12/125:09 pmEYW - CVG
1 stop6h 05mAmerican Airlines
Tue 12/166:05 pmCVG - EYW
1 stop5h 02mAmerican Airlines
Deal found 9/13$259
This Delta deal was found by Cheapflights users on 9/14. 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 9/14$283
This Delta deal was found by Cheapflights users on 9/12. 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.
Wed 9/247:00 amEYW - BNA
1 stop5h 53mDelta
Sat 9/2712:58 pmBNA - EYW
1 stop6h 09mDelta
Deal found 9/12$284
This Delta deal was found by Cheapflights users on 9/13. 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.
Wed 9/247:00 amEYW - TYS
1 stop3h 56mDelta
Sun 9/285:45 amTYS - EYW
1 stop5h 10mDelta
Deal found 9/13$284
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/44:18 pmEYW - SDF
1 stop7h 25mAmerican Airlines
Wed 11/126:15 amSDF - EYW
2 stops10h 46mAmerican Airlines
Deal found 9/14$288
This American Airlines deal was found by Cheapflights users on 9/12. 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 9/247:31 pmEYW - BNA
1 stop5h 28mAmerican Airlines
Sat 9/278:35 amBNA - EYW
2 stops9h 24mAmerican Airlines
Deal found 9/12$289
This American Airlines deal was found by Cheapflights users on 9/13. 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 9/2411:25 amEYW - TYS
2 stops9h 25mAmerican Airlines
Sun 9/286:30 amTYS - EYW
1 stop5h 35mAmerican Airlines
Deal found 9/13$289
This Mytrip deal was found by Cheapflights users on 9/13. 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.
Thu 10/24:54 pmEYW - TYS
1 stop3h 41mAllegiant Air
Fri 10/39:54 pmTYS - EYW
1 stop11h 08mAllegiant Air
Deal found 9/13$299
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/193:45 pmEYW - BNA
1 stop7h 54mAmerican Airlines
Sun 9/215:30 amBNA - EYW
1 stop5h 35mAmerican Airlines
Deal found 9/14$324

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 September 15, 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

Wed 12/31

8:45 pm-11:00 pm

Nonstop2h 15m

Knoxville McGhee Tyson

Sun 1/4

1:01 pm-3:12 pm

Nonstop2h 11m

$199

Key WestNashville

EYW - BNA

EYWBNA

Key West

Thu 11/6

9:36 pm-8:01 pm

1 stop23h 25m

Nashville Intl

Sun 11/9

9:47 pm-8:15 am

1 stop9h 28m

$230

Key WestCincinnati

EYW - CVG

EYWCVG

Key West

Thu 2/26

1:30 pm-10:17 pm

1 stop8h 47m

Cincinnati Cinci./N. Kentucky

Mon 3/2

6:00 am-12:44 pm

1 stop6h 44m

$259

Key WestCincinnati

EYW - CVG

EYWCVG

Key West

Fri 12/12

5:09 pm-11:14 pm

1 stop6h 05m

Cincinnati Cinci./N. Kentucky

Tue 12/16

6:05 pm-11:07 pm

1 stop5h 02m

$259

Key WestLouisville

EYW - SDF

EYWSDF

Key West

Tue 11/4

6:17 pm-10:34 pm

1 stop4h 17m

Louisville Intl

Wed 11/12

3:09 pm-7:53 pm

1 stop4h 44m

$283

Key WestNashville

EYW - BNA

EYWBNA

Key West

Thu 11/6

4:53 pm-11:40 pm

1 stop7h 47m

Nashville Intl

Sun 11/9

5:20 am-1:03 pm

2 stops6h 43m

$284

Key WestNashville

EYW - BNA

EYWBNA

Key West

Wed 9/24

7:00 am-11:53 am

1 stop5h 53m

Nashville Intl

Sat 9/27

12:58 pm-8:07 pm

1 stop6h 09m

$284

Key WestNashville

EYW - BNA

EYWBNA

Key West

Thu 11/13

8:06 am-1:52 pm

1 stop6h 46m

Nashville Intl

Sun 11/16

5:20 am-1:03 pm

2 stops6h 43m

$284

Key WestLouisville

EYW - SDF

EYWSDF

Key West

Tue 11/4

2:39 pm-10:01 pm

1 stop7h 22m

Louisville Intl

Wed 11/12

11:19 am-7:23 pm

2 stops8h 04m

$288

Key WestNashville

EYW - BNA

EYWBNA

Key West

Wed 9/24

7:31 pm-11:59 pm

1 stop5h 28m

Nashville Intl

Sat 9/27

8:35 am-6:59 pm

2 stops9h 24m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 48 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 September 15, 2025.

When flying from Key West to Kentucky, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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, Delta, and American Airlines can get you from Key West to Kentucky in just under 2h 15m. Your travel time can differ by up to 6h 32m. The distance between Key West and Kentucky is about 788 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 - Nashville 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.

  • What is the cheapest month to book a flight from Key West to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Key West to Kentucky (average of $299). Flying from Key West to Kentucky in April is currently the most expensive (average of $369). 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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