HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kentucky

$97+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SDF
févr. 28 — mars 71
sam. 2/28
sam. 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Key West to Kentucky with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 janvier 29, 2026.

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.
jeu. 2/129:46 am
EYW
-
BNA
1 stop5h 13m
Multiple Airlines
lun. 2/166:15 am
BNA
-
EYW
1 stop5h 11m
Multiple Airlines
Deal found 1/28$219
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.
jeu. 2/129:46 am
EYW
-
CVG
1 stop15h 13m
Multiple Airlines
lun. 2/161:07 pm
CVG
-
EYW
2 stops23h 14m
Multiple Airlines
Deal found 1/28$223
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.
jeu. 2/53:46 pm
EYW
-
CVG
1 stop22h 29m
Multiple Airlines
dim. 2/85:47 pm
CVG
-
EYW
1 stop15h 22m
Multiple Airlines
Deal found 1/28$226
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 7/157:00 am
EYW
-
CVG
1 stop5h 53m
United Airlines
mar. 7/219:00 am
CVG
-
EYW
1 stop6h 06m
United Airlines
Deal found 1/27$259
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.
jeu. 2/123:09 pm
EYW
-
SDF
1 stop5h 28m
Multiple Airlines
lun. 2/169:30 am
SDF
-
EYW
2 stops26h 51m
Multiple Airlines
Deal found 1/28$273
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 7/156:00 pm
EYW
-
CVG
1 stop5h 55m
Delta
mar. 7/212:45 pm
CVG
-
EYW
1 stop5h 00m
Delta
Deal found 1/27$279
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.
jeu. 3/124:22 pm
EYW
-
BNA
2 stops29h 26m
Multiple Airlines
sam. 3/217:08 pm
BNA
-
EYW
1 stop12h 58m
Multiple Airlines
Deal found 1/27$294
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.
ven. 1/301:06 pm
EYW
-
CVG
1 stop25h 57m
Multiple Airlines
lun. 2/27:00 am
CVG
-
EYW
Nonstop2h 51m
Multiple Airlines
Deal found 1/28$306
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/127:10 am
EYW
-
SDF
1 stop7h 24m
Delta
lun. 2/168:55 am
SDF
-
EYW
1 stop4h 53m
Delta
Deal found 1/28$309
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.
sam. 3/711:55 am
EYW
-
CVG
1 stop11h 35m
Multiple Airlines
mer. 3/115:45 am
CVG
-
EYW
1 stop5h 26m
Multiple Airlines
Deal found 1/28$310
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 4/102:35 pm
EYW
-
BNA
1 stop9h 55m
Spirit Airlines
lun. 4/136:29 am
BNA
-
EYW
1 stop6h 08m
Spirit Airlines
Deal found 1/28$315
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/121:55 pm
EYW
-
SDF
2 stops8h 48m
American Airlines
lun. 2/165:00 am
SDF
-
EYW
2 stops8h 15m
American Airlines
Deal found 1/28$319

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 janvier 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$219
(Kiwi.com)

One-way from

$97
(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
Search Deals

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 janvier 29, 2026.
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 WestNashville

EYW - BNA

EYWBNA

Key West

jeu. 2/12

9:46 am-1:59 pm

1 stop5h 13m

Nashville Intl

lun. 2/16

6:15 am-12:26 pm

1 stop5h 11m

$219

Key WestCincinnati

EYW - CVG

EYWCVG

Key West

jeu. 2/12

9:46 am-12:59 am

1 stop15h 13m

Cincinnati Cinci./N. Kentucky

lun. 2/16

1:07 pm-12:21 pm

2 stops23h 14m

$223

Key WestCincinnati

EYW - CVG

EYWCVG

Key West

mer. 7/15

7:00 am-12:53 pm

1 stop5h 53m

Cincinnati Cinci./N. Kentucky

mar. 7/21

9:00 am-3:06 pm

1 stop6h 06m

$259

Key WestLouisville

EYW - SDF

EYWSDF

Key West

jeu. 2/12

3:09 pm-8:37 pm

1 stop5h 28m

Louisville Intl

lun. 2/16

9:30 am-12:21 pm

2 stops26h 51m

$273

Key WestCincinnati

EYW - CVG

EYWCVG

Key West

mer. 7/15

6:00 pm-11:55 pm

1 stop5h 55m

Cincinnati Cinci./N. Kentucky

mar. 7/21

2:45 pm-7:45 pm

1 stop5h 00m

$279

Key WestNashville

EYW - BNA

EYWBNA

Key West

jeu. 3/12

4:22 pm-8:48 pm

2 stops29h 26m

Nashville Intl

sam. 3/21

7:08 pm-9:06 am

1 stop12h 58m

$294

Key WestLouisville

EYW - SDF

EYWSDF

Key West

jeu. 2/12

7:10 am-2:34 pm

1 stop7h 24m

Louisville Intl

lun. 2/16

8:55 am-1:48 pm

1 stop4h 53m

$309

Key WestCincinnati

EYW - CVG

EYWCVG

Key West

sam. 3/7

11:55 am-11:30 pm

1 stop11h 35m

Cincinnati Cinci./N. Kentucky

mer. 3/11

5:45 am-11:11 am

1 stop5h 26m

$310

Key WestNashville

EYW - BNA

EYWBNA

Key West

ven. 4/10

2:35 pm-11:30 pm

1 stop9h 55m

Nashville Intl

lun. 4/13

6:29 am-1:37 pm

1 stop6h 08m

$315

Key WestCincinnati

EYW - CVG

EYWCVG

Key West

jeu. 2/12

7:45 am-4:21 pm

2 stops8h 36m

Cincinnati Cinci./N. Kentucky

lun. 2/16

5:00 am-1:15 pm

2 stops8h 15m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 49 results
1
2
3
...
5

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
No data available for this route at this time. Please check back soon.

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?

    United Airlines, Delta, and Spirit Airlines can get you from Key West to Kentucky in just under 5h 53m. Your travel time can differ by up to 4h 02m. 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Key West to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to John F Kennedy Intl flights
Miami to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
Fort Lauderdale to LaGuardia flights
Orlando to John F Kennedy Intl flights
Orlando to Las Vegas flights
Miami to LaGuardia flights
Miami to Newark flights
Fort Lauderdale to Las Vegas flights
Tampa to John F Kennedy Intl flights
Orlando to Los Angeles flights
West Palm Beach to Newark flights
Tampa to LaGuardia flights
Orlando to Newark flights
Orlando to LaGuardia flights
Tampa to Newark flights
Orlando to Denver flights
Miami to Denver flights
West Palm Beach to John F Kennedy Intl flights
Orlando to Seattle flights
Tampa to Seattle flights
Tampa to Las Vegas flights
Miami to Las Vegas flights
Orlando to Dulles Intl flights
Miami to Los Angeles flights
Fort Lauderdale to Atlanta flights
Fort Lauderdale to Denver flights
Miami to Dulles Intl flights
Tampa to Denver flights
West Palm Beach to LaGuardia flights
Tampa to Atlanta flights
Orlando to Dallas/Fort Worth flights
Tampa to Boston flights
Miami to Atlanta flights
Jacksonville to John F Kennedy Intl flights
Tampa to Los Angeles flights
Orlando to Reagan-National flights
Jacksonville to Newark flights
Tampa to Dallas/Fort Worth flights
West Palm Beach to Atlanta flights
Fort Lauderdale to Los Angeles flights
Fort Lauderdale to Dulles Intl flights
Orlando to San Francisco flights
Tampa to Sky Harbor Intl flights
Orlando to Baltimore flights
Orlando to Sky Harbor Intl flights
Miami to Baltimore flights
Orlando to Boston flights
Tampa to Dulles Intl flights
Fort Myers to John F Kennedy Intl flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.