Florida Keys

$48+ Cheap flights from Kentucky to Florida Keys

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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — EYW
Jul 15 — Jul 221
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kentucky to Florida Keys 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 Kentucky to Florida Keys

Cheapest flights from Kentucky to Florida Keys
Explore the most affordable flight options available from Kentucky to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/13. 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.
Mon 7/137:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 7/3110:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 6/13$78
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 7/137:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 7/1710:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 6/11$82
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 8/77:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Mon 8/1010:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 6/11$83
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:30 am
CVG
-
EYW
Nonstop2h 37m
Allegiant Air
Fri 8/285:03 pm
EYW
-
CVG
Nonstop2h 39m
Allegiant Air
Deal found 6/11$95
This Kiwi.com deal was found by Cheapflights users on 6/13. 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.
Mon 7/67:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 7/1010:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 6/13$96
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:30 am
CVG
-
EYW
Nonstop2h 37m
Allegiant Air
Fri 8/1411:57 am
EYW
-
CVG
Nonstop2h 43m
Allegiant Air
Deal found 6/10$105
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/208:30 am
CVG
-
EYW
Nonstop2h 37m
Allegiant Air
Fri 7/2411:57 am
EYW
-
CVG
Nonstop2h 38m
Allegiant Air
Deal found 6/10$115
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 7/2410:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 6/12$124
This Kiwi.com deal was found by Cheapflights users on 6/13. 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.
Mon 6/297:30 am
TYS
-
EYW
Nonstop2h 11m
Allegiant Air
Fri 7/310:31 am
EYW
-
TYS
Nonstop2h 15m
Allegiant Air
Deal found 6/13$129
This Frontier deal was found by Cheapflights users on 6/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/121:47 pm
CVG
-
MIA
Nonstop2h 34m
Frontier
Fri 10/1610:00 am
MIA
-
CVG
Nonstop2h 52m
Frontier
Deal found 6/12$138
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 8/108:30 am
CVG
-
EYW
Nonstop2h 37m
Multiple Airlines
Fri 8/2812:07 pm
EYW
-
CVG
1 stop11h 39m
Multiple Airlines
Deal found 6/11$142
This Kiwi.com deal was found by Cheapflights users on 6/14. 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.
Thu 8/2011:12 am
SDF
-
EYW
1 stop8h 01m
Breeze Airways
Wed 8/2611:46 am
EYW
-
SDF
1 stop22h 46m
Breeze Airways
Deal found 6/14$150

Find flight deals from Kentucky to Florida Keys

Keep the following information in mind while searching for Kentucky to Florida Keys flight deals. Data was last updated June 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$78
(Kiwi.com)

One-way from

$48
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$407
Provider with most accurate pricing for Louisville Intl-Miami flight deals.
Provider most trusted by Cheapflights users for Louisville Intl-Miami flights.
From Kentucky to Florida Keys
One-way flight from Kentucky to Florida Keys
Highest demand for flights based on searches. 5% potential increase in price ($21 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to Florida Keys 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 June 15, 2026.
Use the filters below to find and compare flights from Kentucky to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 6/29

7:30 am-9:41 am

Nonstop2h 11m

Key West

Fri 7/3

10:31 am-12:46 pm

Nonstop2h 15m

$143

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 7/13

7:30 am-9:41 am

Nonstop2h 11m

Key West

Fri 7/17

3:27 pm-10:02 am

1 stop18h 35m

$153

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Fri 7/17

7:30 am-9:41 am

Nonstop2h 11m

Key West

Sat 7/25

2:44 pm-10:57 pm

1 stop8h 13m

$159

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 7/13

7:20 pm-11:06 am

3 stops39h 46m

Key West

Fri 7/31

10:31 am-12:46 pm

Nonstop2h 15m

$228

NashvilleMiami

BNA - MIA

BNAMIA

Nashville Intl

Wed 10/14

5:20 am-3:00 pm

2 stops8h 40m

Miami

Sat 10/17

6:55 am-12:00 pm

2 stops6h 05m

$233

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Thu 8/27

11:35 am-4:19 pm

1 stop4h 44m

Key West

Mon 8/31

2:54 pm-9:40 am

1 stop18h 46m

$240

NashvilleMiami

BNA - MIA

BNAMIA

Nashville Intl

Tue 7/14

6:30 pm-9:55 pm

Nonstop2h 25m

Miami

Tue 7/21

3:05 pm-10:30 pm

1 stop8h 25m

$242

NashvilleMiami

BNA - MIA

BNAMIA

Nashville Intl

Wed 7/1

6:15 am-1:04 pm

1 stop5h 49m

Miami

Wed 7/8

7:10 am-11:30 am

1 stop5h 20m

$252

KnoxvilleMiami

TYS - MIA

TYSMIA

Knoxville McGhee Tyson

Wed 8/5

5:40 am-11:00 am

1 stop5h 20m

Miami

Thu 8/6

7:00 am-11:11 am

1 stop4h 11m

$253

KnoxvilleKey West

TYS - EYW

TYSEYW

Knoxville McGhee Tyson

Mon 6/29

7:30 am-9:41 am

Nonstop2h 11m

Key West

Fri 7/3

1:11 pm-8:32 am

2 stops19h 21m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Kentucky to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Kentucky 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 Kentucky to Florida Keys

What is the cheapest month to book a flight from Kentucky to Florida Keys?

Currently, January is the cheapest month in which you can book a flight from Kentucky to Florida Keys (average of $56). Flying from Kentucky to Florida Keys in October is currently the most expensive (average of $139). 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.

How far ahead should I book a flight from Kentucky to Florida Keys?

Booking 87 days in advance of your planned departure date is, on average, the best time to get cheap flights from Kentucky to Florida Keys. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Florida Keys. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Kentucky to Florida Keys?

    Airlines like Allegiant Air, Southwest, and Delta fly from Kentucky to Florida Keys in about 2h 11m. The time it takes to get you to your destination can typically vary by up to 6h 29m. The distance between Kentucky and Florida Keys 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 cheapest airlines to fly from Kentucky to Florida Keys one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $92. American Airlines flights start at $109 while deals on Delta start at $124 one-way.

  • Can I find deals for flights from Kentucky to Florida Keys that include hotel bookings?

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

  • How can I find direct flights from Kentucky to Florida Keys?

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

  • Can I find deals for business class flights from Kentucky to Florida Keys?

    Yes. Cheapflights offers flight deals from Kentucky to Florida Keys 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 Kentucky to Florida Keys?

    Currently, January is the cheapest month in which you can book a flight from Kentucky to Florida Keys (average of $56). Flying from Kentucky to Florida Keys in October is currently the most expensive (average of $139). 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

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 Kentucky to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Kentucky to Florida Keys

Discover the top 2 airlines that operate flights from Kentucky to Florida Keys. 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 June 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$273Average$513FlexibilityNo cancel feeOn-time71%
DeltaCheapest$278Average$411FlexibilityNo cancel feeOn-timeN/A

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.