$128 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 4/6. 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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Everything you should know

Cheapest round-trip
$260
Overall average: $365
American Airlines
Fri 5/1Wed 5/6
SJU - SDF • 1 stop
Cheapest one-way
$128
Typical prices: $212-$414
Delta
Mon 4/6
SJU - SDF • 1 stop
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Flight Deals
Useful Info
Flight Deals

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 - Wed, May 6
American Airlines Logo
11:59 pm - 10:15 am
SJU
-
SDF
10h 16m
1 stop
American Airlines Logo
7:33 am - 6:10 pm
SDF
-
SJU
10h 37m
2 stops
$260American Airlines
Tue, Apr 14 - Thu, Apr 23
American Airlines Logo
6:00 am - 10:31 pm
SJU
-
SDF
16h 31m
1 stop
American Airlines Logo
7:52 pm - 10:48 am
SDF
-
SJU
14h 56m
1 stop
$261American Airlines
Wed, Mar 4 - Mon, Mar 9
Delta Logo
3:55 pm - 11:58 pm
SJU
-
SDF
9h 03m
1 stop
Delta Logo
5:35 pm - 11:15 pm
SDF
-
SJU
5h 40m
1 stop
$296Delta
Fri, Mar 6 - Wed, Mar 11
American Airlines Logo
8:00 am - 11:59 pm
SJU
-
SDF
16h 59m
1 stop
American Airlines Logo
6:07 am - 5:03 pm
SDF
-
SJU
10h 56m
1 stop
$301American Airlines
Tue, Mar 3 - Sat, Mar 7
Multiple Airlines Logo
5:25 pm - 12:21 pm
SJU
-
SDF
19h 56m
1 stop
Multiple Airlines Logo
12:00 pm - 11:13 pm
SDF
-
SJU
10h 13m
1 stop
$359Multiple Airlines
Tue, Mar 3 - Sat, Mar 7
Multiple Airlines Logo
6:27 pm - 12:21 pm
SJU
-
SDF
18h 54m
2 stops
Multiple Airlines Logo
12:00 pm - 11:13 pm
SDF
-
SJU
10h 13m
1 stop
$372Multiple Airlines
Wed, Apr 1 - Wed, Apr 8
United Airlines Logo
1:50 pm - 10:30 pm
GCM
-
SDF
7h 40m
1 stop
United Airlines Logo
3:30 pm - 12:30 pm
SDF
-
GCM
22h 00m
1 stop
$428United Airlines
Mon, Mar 30 - Sat, Apr 25
United Airlines Logo
1:50 pm - 10:30 pm
GCM
-
SDF
7h 40m
1 stop
United Airlines Logo
10:07 am - 12:45 pm
SDF
-
GCM
27h 38m
1 stop
$483United Airlines
Thu, Jul 9 - Mon, Jul 13
Delta Logo
12:40 pm - 11:59 pm
GCM
-
SDF
10h 19m
1 stop
Delta Logo
6:00 am - 11:26 am
SDF
-
GCM
6h 26m
1 stop
$506Delta
Thu, Jul 9 - Mon, Jul 13
Southwest Logo
12:45 pm - 10:05 am
GCM
-
SDF
20h 20m
2 stops
Southwest Logo
6:40 am - 11:50 am
SDF
-
GCM
6h 10m
1 stop
$520Southwest
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$128
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 4 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 4289 reviews
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

Great plane, great attendants,great flight crew,on time. Wonderful flight home..

10.0 ExcellentAnonymous, Feb 2026
CUN - STL
Read more Southwest reviews

Great plane, great attendants,great flight crew,on time. Wonderful flight home..

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

My flight from Denver to Minneapolis was excellent. My flight from Minneapolis to Denver was one of the worst I flights I have ever experienced. I had a window seat, the gentleman in the middle seat was morbidly obese and SW should have made him purchase two seats. His elbow dug into my arm most of the way even after I asked to please be careful. I was literally squashed between the him and the window with no wiggle room. The plane was full so it was not possible to ask for a different seat. I realize I should have complained to the flight attendant but I didn't feel anything could be done to rectify the situation. I fly SW often, I will continue to do so as this was my first negative experience.

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

Boarding was efficient and smooth. Departure time was on time. Arrival to Detroit was early. Average food . Average crew service Very average cabin comfort. Nothing spectacular one way ir another, except for the excellent on time performance.

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Good experience and the flight landed early. There was no food I had or entertainment.

Flight was delayed and no reasons provided. After the passengers were boarded, the crew made announcement that the captain has jot arrived and he would take another 15 mins. All passengers patiently sat until the captain came and started. Terrible experience!

Flight was delayed. No information on why it was delayed. After we boarded the flight, , the crew made announcement that the captain hs not arrived and he will take 15 mins more to arrive. Passengers were just sitting patiently for the captain to arrive and start, Terrible experience.

Awful - both legs. The check in was awful, getting on the plane required walking down a spiral staircase (dangerous), then taking a bus about 5 miles out from the terminal. The seat was broken (I was in business), there was no internet during the flight (both legs). The aircraft was very old. I saw rust in some place, tape holding things up in the bathroom. This was an unacceptable experience for such a long haul flight.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

Good flight. However, when booked flight with United, assumed the layover included by United in San Francisco of 1 hr and 40 minutes was sufficient . Not so and would recommend at least 2 hours or more. Needed to go through US immigration (very long lineups), then pick up bags, take all the way to another terminal, running because we did not have sufficient time. We made the flight because they held the door for us but luggage didn’t follow.

Very old flight - time to retire it for newer airplanes

2+ hours delayed Outlet in row 12 did not work Tv monitors did not work Lights kept off the entire flight for at 5pm-7pm flight

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

Both of my flights arrived early and check in process was smooth

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

The smell from the bathroom kept wafting through the cabin. It made people sick.

The flight was really crowded. Flight attendants were just ok.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Didn't get a seat assignment until the last minute even though i picked a seat.

American has been able to implement an algorithm that makes it possible for nearly every one of my evening flights to be late. Congratulations!

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

The flight was fine, once we got underway. It was more than hour delayed

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

Waited for oxygen tanks for 30 minutes after boarding was complete.

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