$57 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 3/5. 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

Search 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 22% 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$289
Nashville
Nashville1 stop$217

Good to know

Low season

February

High season

September

Cheapest flight

$57
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Key West to Cincinnati

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 tips for finding cheap flights to Kentucky

  • High season is considered to be January, February and December. The cheapest month to fly from Key West is July.
  • Morning departure is around 12% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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
7.0Entertainment
6.5Food
8.0Crew
7.3Comfort
7.5Boarding
Airline reviews

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.

2.0 MediocreAnonymous, Feb 2025TPA - PHX
Read more American Airlines reviews

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.

The flight was just perfect! We left a few minutes early, had a smooth flight and fortunately had landed before the terrible accident that took off from North Philadelphia airport shortly thereafter.

very bare bones flight no entertainment screen, download shows prior to boarding to watch on phone or tablet.

I never have a good experience with American and this was no different. The airplane was INCREDIBLY hot. Like unbearably so. Everyone was fanning themselves with pamphlets and sweating. When someone asked the flight attendant to turn down the temperature they were told there was nothing the crew could do. Once we pushed back from the gate we then had to wait an hour to take off and the communication from the crew was not good. People were getting up this whole time and a man was even in the bathroom when we took off. Once we landed at our destination we waited another 30 minutes at the gate to deplane with, again, no communication from the crew as to what was going on.

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

Ok. Got us there safely and a bit early. Need food available on this long flight. Almost 3 hours.

Flight was delayed by 11 hours. Flight agent finally had to rebook us, but did not rebook fully correctly. We had to pay out of pocket to get to the hotel they booked us and couldn’t check in the next day online because the next day’s agent said they didn’t complete the process the night before.

Had to go get beer myself from attendants in the back of the aircraft

Flight was delayed multiple times and I chose to switch to another flight that had a layover. I finally arrived 7 hours later than I was supposed to.

Book cheap flights from Key West to Kentucky

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Key West to Kentucky found on KAYAK in the last 72 hours.
3/19Wed
1 stopAmerican Airlines
4h 57mEYW-CVG
3/25Tue
1 stopAmerican Airlines
8h 25mCVG-EYW
$199
3/19Wed
1 stopAmerican Airlines
4h 57mEYW-CVG
3/25Tue
2 stopsAmerican Airlines
7h 35mCVG-EYW
$204
3/19Wed
nonstopAllegiant Air
2h 44mEYW-CVG
3/25Tue
1 stopAllegiant Air
17h 03mCVG-EYW
$206
3/25Tue
1 stop
18h 40mEYW-BNA
3/26Wed
1 stop
12h 00mBNA-EYW
$217
3/19Wed
nonstopAllegiant Air
2h 44mEYW-CVG
3/24Mon
nonstopAllegiant Air
2h 39mCVG-EYW
$219
3/25Tue
3 stops
25h 52mEYW-BNA
3/26Wed
1 stop
12h 00mBNA-EYW
$243
3/6Thu
1 stopDelta
4h 23mEYW-TYS
3/10Mon
1 stopDelta
5h 50mTYS-EYW
$259
3/19Wed
2 stopsUnited Airlines
10h 45mEYW-CVG
3/24Mon
1 stopUnited Airlines
6h 53mCVG-EYW
$264
3/6Thu
2 stopsUnited Airlines
9h 57mEYW-TYS
3/10Mon
1 stopUnited Airlines
6h 01mTYS-EYW
$264
3/7Fri
1 stopDelta
4h 51mEYW-SDF
3/11Tue
1 stopDelta
6h 15mSDF-EYW
$289

Search by stops

Search by airline

Search by price

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Key West to Kentucky found on KAYAK in the last 72 hours.
3/5Wed
nonstopAllegiant Air
2h 44mEYW-CVG
$57
5/20Tue
1 stopAmerican Airlines
5h 31mEYW-BNA
$100
3/5Wed
1 stopAllegiant Air
26h 36mEYW-CVG
$102
2/28Fri
1 stopAllegiant Air
5h 01mEYW-CVG
$106
3/19Wed
1 stopAmerican Airlines
5h 29mEYW-BNA
$130
4/16Wed
1 stopDelta
5h 24mEYW-BNA
$160
3/18Tue
1 stopUnited Airlines
6h 45mEYW-BNA
$165
3/18Tue
2 stopsUnited Airlines
10h 21mEYW-BNA
$170
6/2Mon
1 stop
7h 11mEYW-CVG
$185
8/18Mon
1 stopDelta
5h 10mEYW-BNA
$220

Search by stops

Search by airline

Search by price

Last minute flights from Key West to Kentucky

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Key West to Kentucky that are departing in the next 10 days.
2/21Fri
nonstopAllegiant Air
2h 47mEYW-CVG
2/26Wed
nonstopAllegiant Air
2h 36mCVG-EYW
$296
2/24Mon
multi-stopAmerican Airlines
5h 51mEYW-BNA
3/2Sun
multi-stopAmerican Airlines
4h 42mBNA-EYW
$334
2/22Sat
multi-stopUnited Airlines
7h 02mEYW-BNA
3/1Sat
multi-stopUnited Airlines
8h 52mBNA-EYW
$356
2/22Sat
multi-stopUnited Airlines
10h 10mEYW-BNA
3/1Sat
multi-stopUnited Airlines
8h 52mBNA-EYW
$362
2/21Fri
multi-stopAmerican Airlines
6h 31mEYW-CVG
2/26Wed
multi-stopAmerican Airlines
5h 20mCVG-EYW
$389
2/21Fri
multi-stopAmerican Airlines
5h 05mEYW-CVG
2/26Wed
multi-stopAmerican Airlines
7h 36mCVG-EYW
$394
2/24Mon
multi-stopAmerican Airlines
7h 29mEYW-BNA
3/2Sun
multi-stopAmerican Airlines
7h 14mBNA-EYW
$429
2/22Sat
multi-stop
18h 41mEYW-BNA
3/1Sat
multi-stop
22h 33mBNA-EYW
$463
2/22Sat
multi-stop
18h 41mEYW-BNA
3/1Sat
multi-stop
33h 14mBNA-EYW
$517
2/21Fri
multi-stopAmerican Airlines
7h 47mEYW-CVG
2/26Wed
multi-stopAmerican Airlines
7h 48mCVG-EYW
$590

Search by stops

Search by airline

Search by price

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

Information on your arrival and departure airports

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