$155 Find Cheap Flights from Caribbean to Louisville - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 8/25. 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
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Louisville 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Louisville

Tue, Aug 25 - Wed, Aug 26
United Airlines Logo
7:00 am - 8:36 pm
SJU
-
SDF
13h 36m
2 stops
United Airlines Logo
6:15 am - 1:45 pm
SDF
-
SJU
7h 30m
1 stop
$310United Airlines
Thu, Aug 27 - Fri, Sep 4
Delta Logo
5:49 pm - 12:34 am
SJU
-
SDF
6h 45m
1 stop
Delta Logo
3:25 pm - 10:29 pm
SDF
-
SJU
7h 04m
1 stop
$316Delta
Tue, Dec 1 - Mon, Dec 7
American Airlines Logo
6:25 am - 9:39 pm
SJU
-
SDF
16h 14m
1 stop
American Airlines Logo
8:30 am - 8:56 pm
SDF
-
SJU
11h 26m
1 stop
$323American Airlines
Tue, Dec 1 - Mon, Dec 7
American Airlines Logo
7:40 am - 6:38 pm
SJU
-
SDF
11h 58m
2 stops
American Airlines Logo
8:30 am - 8:56 pm
SDF
-
SJU
11h 26m
1 stop
$381American Airlines
Thu, Aug 27 - Fri, Sep 4
American Airlines Logo
6:00 am - 5:59 pm
SJU
-
SDF
11h 59m
2 stops
American Airlines Logo
8:16 am - 11:59 pm
SDF
-
SJU
15h 43m
1 stop
$389American Airlines
Fri, Jul 10 - Tue, Jul 14
Southwest Logo
10:20 pm - 11:15 am
SJU
-
SDF
12h 55m
1 stop
Southwest Logo
12:40 pm - 11:50 pm
SDF
-
SJU
11h 10m
1 stop
$390Southwest
Tue, Dec 1 - Mon, Dec 7
American Airlines Logo
7:40 am - 6:38 pm
SJU
-
SDF
11h 58m
2 stops
American Airlines Logo
8:30 am - 8:56 pm
SDF
-
SJU
11h 26m
1 stop
$393American Airlines
Thu, Aug 27 - Fri, Sep 4
American Airlines Logo
6:00 am - 5:59 pm
SJU
-
SDF
11h 59m
2 stops
American Airlines Logo
8:16 am - 2:51 pm
SDF
-
SJU
6h 35m
1 stop
$400American Airlines
Fri, Jul 17 - Sat, Jul 25
Southwest Logo
10:20 pm - 11:15 am
SJU
-
SDF
12h 55m
1 stop
Southwest Logo
5:15 pm - 11:45 pm
SDF
-
SJU
6h 30m
1 stop
$403Southwest
Fri, Jul 3 - Sun, Jul 12
Multiple Airlines Logo
7:00 am - 11:36 am
GCM
-
SDF
27h 36m
3 stops
Multiple Airlines Logo
1:05 pm - 11:25 am
SDF
-
GCM
23h 20m
3 stops
$2,106Multiple Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$155
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean to Louisville

  • How does KAYAK find such low prices on flights from Caribbean to Louisville?

    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 Caribbean to Louisville.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean 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 Caribbean to Louisville?

    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 to Louisville with an airline and back to Caribbean with another airline.

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

    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 to Louisville from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Caribbean to Louisville

 
Need help choosing which airline to fly with from Caribbean to Louisville? 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.
7.9
SouthwestOverall score based on 4237 reviews
8.1Boarding
7.5Entertainment
8.6Crew
8.0Comfort
7.0Food
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The plane was comfortable but the crew wasn’t friendly.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Check in was easy. Flights were smooth. Flight attendants were courteous and friendly.

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Crew was nice, aircraft dated, entertainment same. Internet is expensive and terribly slow. Food pretty bad

Horrible experience. Food was ridiculous, insufficient, and not appetizing at all. They served sugary granola bar for breakfast. Furthermore, my bags were delayed and delivered damaged and American made it impossible to file for damages. Furthermore, the flights were delayed causing unnecessary stress given the connecting flights. It was awful experience, would never want to fly American.

Traveling to a place near Louisville?

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Everything you need to know for your flight to Louisville

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