$126 Find Cheap Flights from Caribbean to Louisville

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 5/1. 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

Fri, May 1 - Sat, May 2
American Airlines Logo
11:59 pm - 10:15 am
SJU
-
SDF
10h 16m
1 stop
American Airlines Logo
7:52 pm - 10:48 am
SDF
-
SJU
14h 56m
1 stop
$308American Airlines
Thu, Sep 10 - Thu, Sep 17
American Airlines Logo
4:10 pm - 11:58 pm
SJU
-
SDF
7h 48m
1 stop
American Airlines Logo
6:08 pm - 11:10 am
SDF
-
SJU
17h 02m
1 stop
$316American Airlines
Wed, May 6 - Wed, May 13
American Airlines Logo
6:45 am - 9:41 pm
SJU
-
SDF
14h 56m
1 stop
American Airlines Logo
7:33 am - 8:51 pm
SDF
-
SJU
13h 18m
1 stop
$321American Airlines
Sat, Aug 15 - Tue, Aug 18
American Airlines Logo
6:00 am - 5:51 pm
SJU
-
SDF
11h 51m
1 stop
American Airlines Logo
12:12 pm - 10:56 pm
SDF
-
SJU
10h 44m
1 stop
$323American Airlines
Thu, May 14 - Mon, May 18
Southwest Logo
4:25 pm - 11:45 pm
SJU
-
SDF
7h 20m
1 stop
Southwest Logo
2:40 pm - 11:55 pm
SDF
-
SJU
9h 15m
2 stops
$324Southwest
Wed, Apr 22 - Mon, Apr 27
United Airlines Logo
1:00 am - 1:17 pm
SJU
-
SDF
12h 17m
2 stops
United Airlines Logo
7:20 am - 2:44 pm
SDF
-
SJU
7h 24m
1 stop
$326United Airlines
Thu, May 21 - Fri, May 29
Multiple Airlines Logo
3:07 pm - 8:20 pm
STI
-
SDF
29h 13m
1 stop
Multiple Airlines Logo
6:06 pm - 2:02 pm
SDF
-
STI
19h 56m
1 stop
$491Multiple Airlines
Thu, May 21 - Thu, Jun 4
Multiple Airlines Logo
3:07 pm - 8:20 pm
STI
-
SDF
29h 13m
1 stop
Multiple Airlines Logo
6:06 pm - 2:02 pm
SDF
-
STI
19h 56m
1 stop
$504Multiple Airlines
Wed, May 20 - Wed, Jun 3
Delta Logo
6:00 am - 9:51 pm
STI
-
SDF
15h 51m
2 stops
Delta Logo
7:50 am - 12:59 am
SDF
-
STI
17h 09m
2 stops
$664Delta
Wed, May 20 - Thu, May 28
United Airlines Logo
6:00 am - 11:56 pm
STI
-
SDF
17h 56m
2 stops
United Airlines Logo
9:00 am - 3:12 pm
SDF
-
STI
30h 12m
2 stops
$673United Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$126
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 5% 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.
8.0
SouthwestOverall score based on 4330 reviews
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
Airline reviews

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

10.0 ExcellentGwen, Mar 2026
DAL - BNA
Read more Southwest reviews

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The cabin temperature was nice and cool. The wifi was not working.

Flight late, the waited for a long time for “personal” to arrive at gate to dock the plane in Rochester. So annoying. This flight was expected, why aren’t personel available for the jet bridge?

As previously noted, this flight was great: departure was timely, the crew was friendly and attentive, and wifi connectivity was seamless. In particular, I appreciated that the flight attendant just told me to stow the laptop right before takeoff/landing, and trusted me to do so (which I did!).

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

A first class seat should fit a fat person, and this doesn't. The trays in the armrest are less functional than an ordinary tray in the back of the seat.

The flight attendant was friendly and efficient. The temperature was kept nice and cool. The plane was nice, but filthy. There were visible spills on my tray table. The gate agent was somewhat rude with her announcements and in speaking with other customers.

I appreciate that I finally got the seat I paid extra for this time. Thank you

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

The experience at checkin for my American Airlines flight from Sacramento to LAX was very good including the assistance I received in getting my bags checked in and boarding passes printed. Was pleasantly surprised the my bags were checked through all the way to my destination at Clark International Airport in Angeles, Philippines.

Very poor food. Took more than 90 minutes for baggage to arrive at DFW

British Airways is an excellent airline. Comfort, food and airline personnel.

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

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