$113 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 11/20. 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
$225
Typical prices: $345-$514
Delta
Thu 12/25Thu 1/1
SJU - SDF • 1 stop
Cheapest one-way
$113
Typical prices: $177-$216
Delta
Thu 11/20
SJU - SDF • 1 stop
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Flight Deals
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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

Thu, Dec 25 - Thu, Jan 1
Delta Logo
6:30 am - 3:58 pmSJU-SDF
10h 28m1 stop
Delta Logo
6:00 am - 12:57 pmSDF-SJU
5h 57m1 stop
$225Delta
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Fri, Dec 12 - Tue, Jan 13
American Airlines Logo
4:41 pm - 11:54 pmSJU-SDF
8h 13m1 stop
American Airlines Logo
7:20 pm - 12:30 pmSDF-SJU
16h 10m2 stops
$229American Airlines
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Fri, Dec 12 - Tue, Jan 13
American Airlines Logo
4:41 pm - 9:49 pmSJU-SDF
6h 08m1 stop
American Airlines Logo
7:20 pm - 12:30 pmSDF-SJU
16h 10m2 stops
$230American Airlines
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Thu, Dec 11 - Tue, Jan 13
Spirit Airlines Logo
4:10 am - 11:00 amSJU-SDF
7h 50m1 stop
Spirit Airlines Logo
6:00 am - 7:21 pmSDF-SJU
12h 21m1 stop
$333Spirit Airlines
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Tue, Mar 3 - Mon, Mar 9
United Airlines Logo
2:05 am - 1:28 pmSJU-SDF
12h 23m2 stops
United Airlines Logo
6:00 am - 1:40 pmSDF-SJU
7h 40m1 stop
$369United Airlines
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Tue, Mar 3 - Mon, Mar 9
United Airlines Logo
2:05 am - 1:28 pmSJU-SDF
12h 23m2 stops
United Airlines Logo
9:00 am - 9:22 pmSDF-SJU
12h 22m2 stops
$375United Airlines
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Thu, Dec 18 - Mon, Dec 29
Spirit Airlines Logo
6:28 pm - 11:59 pmSJU-SDF
6h 31m1 stop
Spirit Airlines Logo
5:05 am - 11:58 amSDF-SJU
5h 53m1 stop
$427Spirit Airlines
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Mon, Dec 8 - Thu, Dec 11
Southwest Logo
5:45 am - 5:10 pmSJU-SDF
12h 25m2 stops
Southwest Logo
11:45 am - 10:05 pmSDF-SJU
9h 20m2 stops
$462Southwest
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Fri, Nov 28 - Fri, Dec 5
Southwest Logo
5:55 pm - 12:15 amSJU-SDF
7h 20m1 stop
Southwest Logo
11:45 am - 10:05 pmSDF-SJU
9h 20m2 stops
$508Southwest
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Fri, Dec 19 - Tue, Dec 30
Delta Logo
7:00 am - 5:16 pmSJU-SDF
11h 16m1 stop
Delta Logo
7:25 am - 3:47 pmSDF-SJU
7h 22m1 stop
$815Delta
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Good to know

Low seasonJanuary
Cheapest flight$113
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 2% lower on average.
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 4243 reviews
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

DELTA does a terrific job making sure you are well taken care of during the flight, gives you assurance before the flight through numerous email notifications about your upcoming flight & lastly good follow up after the flight making sure your needs were mat. It has been, is & will continue to be my carrier of choice in all my future travels. Good Job DELTA

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

Seats comfortable, service and food very mediocre, staff not very attentive, worse than many other our flights with Delta.

Overall good experience; however, there was one flight attendant who was rather rough compared to everyone else. Everything else was good: entertainment, food. Delta keeps on delivering! Thank you!

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Crew blocked exits to front of ship with galley carts. Also split five person family apart on international flight without fixing.

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

Traveling to a place near Louisville?

Book flights to Louisville if you plan to visit one of these locations
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Everything you need to know for your flight to Louisville

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