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$100+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SDF
May 3 — May 101
Sat 5/3
Sat 5/10
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 April 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
2 stars

Round-trip from

$249
(American Airlines)

One-way from

$100
(Delta)

Popular in

March

Cheapest in

April

Average price

$237
Provider with most accurate pricing for Key West-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for Key West-Louisville Intl flights.
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From Key West to Kentucky
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One-way flight from Key West to Kentucky
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Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 28, 2025.

This American Airlines deal was found by Cheapflights users on 4/28. 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 6/117:32 pmEYW - BNA
1 stop4h 01mAmerican Airlines
Wed 6/1811:21 amBNA - EYW
1 stop6h 41mAmerican Airlines
Deal found 4/28$249
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 6/261:00 pmEYW - TYS
1 stop6h 01mAmerican Airlines
Mon 6/3011:08 amTYS - EYW
1 stop5h 03mAmerican Airlines
Deal found 4/28$249
This Delta deal was found by Cheapflights users on 4/28. 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.
Wed 9/246:00 pmEYW - BNA
1 stop5h 39mDelta
Sat 9/272:52 pmBNA - EYW
1 stop3h 52mDelta
Deal found 4/28$279
This Delta deal was found by Cheapflights users on 4/27. 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.
Tue 6/107:10 amEYW - TYS
1 stop3h 58mDelta
Tue 6/175:45 amTYS - EYW
1 stop5h 08mDelta
Deal found 4/27$314
This Mytrip deal was found by Cheapflights users on 4/28. 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.
Wed 6/112:45 pmEYW - BNA
2 stops29h 09mMultiple Airlines
Wed 6/181:35 pmBNA - EYW
2 stops26h 07mMultiple Airlines
Deal found 4/28$405
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Tue 6/108:45 amEYW - TYS
2 stops13h 55mUnited Airlines
Tue 6/179:35 amTYS - EYW
2 stops32h 30mUnited Airlines
Deal found 4/27$444
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/118:45 amEYW - BNA
3 stops15h 15mUnited Airlines
Wed 6/186:10 amBNA - EYW
2 stops10h 55mUnited Airlines
Deal found 4/28$693

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 April 28, 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 WestNashville

EYW - BNA

EYWBNA

Key West

Wed 6/11

7:32 pm-10:33 pm

1 stop4h 01m

Nashville Intl

Wed 6/18

11:21 am-7:02 pm

1 stop6h 41m

$249

Key WestKnoxville

EYW - TYS

EYWTYS

Key West

Thu 6/26

1:00 pm-7:01 pm

1 stop6h 01m

Knoxville McGhee Tyson

Mon 6/30

11:08 am-4:11 pm

1 stop5h 03m

$249

Key WestNashville

EYW - BNA

EYWBNA

Key West

Wed 9/24

6:00 pm-10:39 pm

1 stop5h 39m

Nashville Intl

Sat 9/27

2:52 pm-7:44 pm

1 stop3h 52m

$279

Key WestKnoxville

EYW - TYS

EYWTYS

Key West

Tue 6/10

7:10 am-11:08 am

1 stop3h 58m

Knoxville McGhee Tyson

Tue 6/17

5:45 am-10:53 am

1 stop5h 08m

$314

Key WestNashville

EYW - BNA

EYWBNA

Key West

Wed 6/11

2:45 pm-6:54 pm

2 stops29h 09m

Nashville Intl

Wed 6/18

1:35 pm-4:42 pm

2 stops26h 07m

$405

Key WestKnoxville

EYW - TYS

EYWTYS

Key West

Tue 6/10

8:45 am-10:40 pm

2 stops13h 55m

Knoxville McGhee Tyson

Tue 6/17

9:35 am-6:05 pm

2 stops32h 30m

$444

Key WestNashville

EYW - BNA

EYWBNA

Key West

Wed 6/11

8:45 am-11:00 pm

3 stops15h 15m

Nashville Intl

Wed 6/18

6:10 am-6:05 pm

2 stops10h 55m

$693

Key WestNashville

EYW - BNA

EYWBNA

Key West

Sun 5/25

6:25 pm-10:56 pm

1 stop5h 31m

$100

Key WestNashville

EYW - BNA

EYWBNA

Key West

Wed 5/28

11:28 am-6:00 pm

2 stops7h 32m

$105

Key WestNashville

EYW - BNA

EYWBNA

Key West

Sat 8/16

3:33 pm-9:51 pm

2 stops31h 18m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 15 results
1
2

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 April 28, 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.

Rainfall in Kentucky by month

Plan your trip to Kentucky by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kentucky ranges from 3.1 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Kentucky when rainfall is around 3.1 in.

Temperature in Kentucky by month

Plan your trip to Kentucky by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kentucky, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated April 28, 2025.
Read through reviews of airlines operating flights from Key West to Kentucky, such as Delta, United Airlines and Allegiant Air. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,929 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Delta
8.0
Very good
7,929 reviews
Delta
8.0
Very good
7,929 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,929 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Allegiant Air
7.3
Good
734 reviews
Delta
8.0
Very good
7,929 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,929 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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.

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

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $100. However, be on the lookout for offers from American Airlines and Allegiant Air, 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 - 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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Top airline flying from Key West to Kentucky

Discover the top airline that operate flights from Key West to Kentucky. 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 April 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$344FlexibilityNo cancel feeOn-time71%

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