Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

$100 Find Cheap Flights from Key West to Kentucky

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Key West to Kentucky departing on 4/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Kentucky

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Key West to Kentucky, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Key West to Kentucky, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Best Kentucky Flight Deals from Key West

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Louisville
Louisville1 stop$274
Nashville
Nashville1 stop$204

Cheap Flight Deals from Key West to Kentucky (EYW-USKY)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Key West to Kentucky that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Key West to Kentucky

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Key West to Kentucky.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
American Airlines Logo
12:11 pm - 3:03 pmEYW-BNA
3h 52m1 stop
American Airlines Logo
11:33 am - 6:31 pmBNA-EYW
5h 58m2 stops
$204American Airlines
Find Deal
Wed, Sep 24 - Sat, Sep 27
American Airlines Logo
4:01 pm - 8:48 pmEYW-BNA
5h 47m2 stops
American Airlines Logo
11:33 am - 6:31 pmBNA-EYW
5h 58m2 stops
$209American Airlines
Find Deal
Wed, Sep 24 - Sat, Sep 27
Logo
5:39 pm - 7:15 amEYW-BNA
14h 36m1 stop
Logo
9:15 am - 9:01 amBNA-EYW
22h 46m1 stop
$229
Find Deal
Thu, May 8 - Sun, May 11
American Airlines Logo
3:17 pm - 9:26 pmEYW-BNA
7h 09m1 stop
American Airlines Logo
8:00 am - 12:51 pmBNA-EYW
3h 51m1 stop
$249American Airlines
Find Deal
Fri, May 9 - Sun, May 11
Delta Logo
7:00 am - 11:12 amEYW-BNA
5h 12m1 stop
Delta Logo
2:52 pm - 7:44 pmBNA-EYW
3h 52m1 stop
$259Delta
Find Deal
Tue, Sep 23 - Sat, Sep 27
Allegiant Air Logo
2:34 pm - 2:03 pmEYW-TYS
23h 29m2 stops
Allegiant Air Logo
10:00 am - 8:13 amTYS-EYW
22h 13m1 stop
$267Allegiant Air
Find Deal
Tue, Apr 15 - Sat, Apr 19
Delta Logo
7:00 am - 11:12 amEYW-BNA
5h 12m1 stop
Delta Logo
2:52 pm - 7:44 pmBNA-EYW
3h 52m1 stop
$294Delta
Find Deal
Thu, Sep 25 - Sat, Sep 27
Logo
5:39 pm - 7:15 amEYW-BNA
14h 36m1 stop
Logo
7:00 am - 4:16 pmBNA-EYW
32h 16m3 stops
$306
Find Deal
Thu, May 8 - Sun, May 11
United Airlines Logo
6:45 pm - 5:33 pmEYW-CVG
22h 48m3 stops
United Airlines Logo
2:15 pm - 6:05 pmCVG-EYW
27h 50m2 stops
$537United Airlines
Find Deal
Tue, Apr 15 - Sat, Apr 19
United Airlines Logo
6:45 pm - 8:18 pmEYW-SDF
25h 33m3 stops
United Airlines Logo
6:00 am - 6:05 pmSDF-EYW
12h 05m2 stops
$581United Airlines
Find Deal
Fri, May 2 - Mon, May 5

KAYAK's insights & trends for Key West to Kentucky flights

Get data-powered insights and trends into flights from Key West to Kentucky to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest time of day to fly to Kentucky?

The average price for all round-trip flights from Key West to Kentucky depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Kentucky is generally in the afternoon, when round-trip flights cost $344 on average. The most expensive time of day to fly to Kentucky is generally in the morning, which is peak travel time and where the average cost of a ticket is $484.

What’s the cheapest day of the week to fly from Key West to Kentucky?

The average price of all round-trip flights from Key West to Kentucky clicked on KAYAK for each day over the last 12 months.
When flying from Key West to Kentucky, you should consider leaving on a Friday and avoid Saturdays if you are looking for the best rates. For your return to Key West, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.
Find deals

Good to know

Low season

February

High season

September

Cheapest flight

$100
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Key West to Nashville

FAQs - booking Kentucky flights

  • How does KAYAK find such low prices on flights from Key West to Kentucky?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Key West to Kentucky.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Key West to Kentucky?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Key West to Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Key West to Kentucky?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Key West to Kentucky with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Key West to Kentucky?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Key West to Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Key West to Kentucky

 
See real verified KAYAK customer reviews for airlines flying from Key West to Kentucky. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Key West to Kentucky? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 10000 reviews
7.5Boarding
6.5Food
7.2Comfort
6.9Entertainment
8.0Crew
Airline reviews

Everything was fine. Flight boarded and departed on time. Seating was spacious enough for my carryon to fit under the seat in front of me. No complaints at all. Flight even arrived early.

10.0 ExcellentAnonymous, Mar 2025BOS - SDF
Read more American Airlines reviews

Everything was fine. Flight boarded and departed on time. Seating was spacious enough for my carryon to fit under the seat in front of me. No complaints at all. Flight even arrived early.

Crew professional. Easy bag drop off. On time. Good entertainment.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

Per usual, flight status, staff courtesy and professionalism were excellent

The seats were crammed and the guy in front of me wouldn't stop reclining. If AA is cramming extra rows in, they need to take away the reclining in coach. My knees were smashed for 4 1/2 hours and I was very close to confronting the passenger in front of me.

AA can't control the weather. But the airplane was hot and stuffy while stuck on the runway with a broken entertainment system.

Everything you need to know for your flight from Key West to Kentucky

Information on your arrival and departure airports

Key West (EYW)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.