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Find cheap flights from Louisville to Caribbean from $90

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Louisville to Caribbean 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
0 bags
Thu 6/27
Thu 7/4

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Best Caribbean Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$294
Montego Bay
Montego Bay1 stop$308
Santo Domingo
Santo Domingo1 stop$299
Oranjestad
Oranjestad1 stop$323
Nassau
Nassau1 stop$400
Kingston
Kingston1 stop$415
Simpson Bay
Simpson Bay1 stop$409
Providenciales
Providenciales1 stop$420
Bridgetown
Bridgetown1 stop$574
George Town
George Town1 stop$426

Good to know

Low season

November

High season

July

Cheapest flight

$90
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Louisville to San Juan

FAQs - booking Caribbean flights

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

    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 Louisville to Caribbean.

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

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

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

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

    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 Caribbean from Louisville 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 Caribbean

  • Morning departure is around 5% 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 4 airlines serving from Louisville to Caribbean

 
Need help choosing which airline to fly with from Louisville to Caribbean? 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
DeltaOverall score based on 10502 reviews
8.2Boarding
7.4Food
7.9Comfort
8.6Crew
8.0Entertainment
Airline reviews

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

10.0 ExcellentAnonymous, May 2024MSP - YVR
Read more about Delta reviews

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

We liked the fully reclinable seats. Had center seats, so it was difficult to talk to spouse. Crew was great

Aisle chair was good and liked the foot bar preventing you from putting your foot in the isle, The breakfast on this international flight to Zurich was horrible (Europeans, specially, used to good food) may make this a dealbreaker for booking with United Airlines again. I agreed with my Spanish fellow passenger.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

The flight was delayed almost 2 hours. Bad customer service etc. I will never fly Luthansa. Ever!!!

On time take off…US cabins look tired and need of refresh!

Fine. Though no food or entertainment so the survey needs to be updated with those options.

Backpack should NOT allowed put in the flight bin , only put it under the seat. I can't find space put my carry on luggage!!! and I pay for it ! that was very bad experience

Fantastic. Smooth boarding with an infant. Never experienced it with any other carriers.

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

So uncomfortable to sit in the tiny space on a long, international. Food was rough. Please, less white flour and processed food.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Our flight was delayed 2.5 hrs due to plane being too hot! After 1.5 hrs, airline decided to use another plane but had to wait for gate, baggage transfer & beverage transfer. Anyone could tell after first half hour that another plane was required and although did not affect us many would miss connecting flights at Heathrow. I have found the stewards are not the friendliest in the industry and the food is questionable, even as I like airplane food normally, the best of the 2 flights was the yogurt & granola for breakfast.

Everything was great except for the wifi was junk. Crew was super friendly and helpful

Was lucky to have a employee at the AA checkin counter that had compassion and understood they ordeal that we went through with our original flight being diverted, needing to stay in the aircraft and then flying to the original destination; adding hours to the trip and forcing us to miss our connection and our rebooked connection. She was able to get up on standby on the highest priority on the next flight to the closest airport we need to be at and it all worked out despite being many hours late.

Delayed so that missed connecting flight. Connecting flight was also delayed on the tarmac but they closed the gate before the rescheduled time.

Because our flight from marsh Harbor to Fort Lauderdale was over three hours delayed it caused us to miss our flight in Fort Lauderdale. Because we missed that flight, it cost us nearly $100 apiece for four different travelers which totaled nearly $400. We are seeking a reimbursement for the flight that we missed in Fort Lauderdale Florida.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

Flight was cancelled just 6 days before. No more flights that day, and the following date was sold out. Had to obtain a refund and buy more expensive flights on another airline.

The flight was on time and nice as always for me with spirit but the cabin crew were not good. They left the lights on on a red eye for the entire flight.

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

The crew was the best and very accommodating I know you don't offer any complimentary items but water and coffee will not break the bank !!

My flight was cancelled!!! I had to spend 200.00 on another flight!!

Book cheap flights from Louisville to Caribbean

Recent round-trip flight deals

8/20Tue
1 stopSpirit Airlines
16h 56mSDF-SJU
8/26Mon
1 stopSpirit Airlines
21h 43mSJU-SDF
$139
8/20Tue
2 stopsSpirit Airlines
31h 19mSDF-SJU
8/26Mon
1 stopSpirit Airlines
21h 43mSJU-SDF
$155
6/7Fri
2 stops
21h 17mSDF-SJU
6/11Tue
2 stops
27h 40mSJU-SDF
$247
6/7Fri
2 stops
21h 17mSDF-SJU
6/10Mon
1 stop
19h 45mSJU-SDF
$298
7/25Thu
1 stopDelta
7h 32mSDF-SJU
8/1Thu
1 stopDelta
6h 04mSJU-SDF
$302
10/14Mon
1 stopDelta
6h 36mSDF-MBJ
10/17Thu
1 stopDelta
16h 06mMBJ-SDF
$308
10/1Tue
2 stopsAmerican Airlines
20h 10mSDF-STX
10/6Sun
2 stopsAmerican Airlines
19h 48mSTX-SDF
$311
10/19Sat
2 stopsAmerican Airlines
20h 44mSDF-SJU
10/26Sat
2 stopsAmerican Airlines
18h 40mSJU-SDF
$347
10/5Sat
1 stopUnited Airlines
6h 45mSDF-SJU
10/12Sat
1 stopUnited Airlines
12h 41mSJU-SDF
$427
8/20Tue
1 stopUnited Airlines
8h 28mSDF-SJU
8/24Sat
2 stopsUnited Airlines
12h 08mSJU-SDF
$469

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Recent one-way flight deals

8/25Sun
1 stopSpirit Airlines
24h 52mSDF-SJU
$90
9/15Sun
1 stopSpirit Airlines
24h 52mSDF-SJU
$94
8/25Sun
2 stopsSpirit Airlines
28h 41mSDF-SJU
$105
8/5Mon
1 stop
23h 52mSDF-SJU
$114
8/14Wed
2 stopsAmerican Airlines
12h 44mSDF-SJU
$126
8/5Mon
2 stops
29h 16mSDF-SJU
$141
8/14Wed
2 stopsAmerican Airlines
11h 43mSDF-NAS
$147
6/28Fri
2 stopsUnited Airlines
24h 48mSDF-NAS
$214
6/28Fri
2 stopsUnited Airlines
28h 38mSDF-NAS
$230
6/2Sun
1 stopDelta
15h 33mSDF-PUJ
$294

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Last minute flights from Louisville to Caribbean

Last minute flight, train and bus deals

5/31Fri
multi-stopSpirit Airlines
15h 47mSDF-SJU
6/3Mon
multi-stopSpirit Airlines
26h 07mSJU-SDF
$299
5/31Fri
multi-stopSpirit Airlines
15h 47mSDF-SJU
6/6Thu
multi-stopSpirit Airlines
10h 54mSJU-SDF
$300
6/2Sun
multi-stop
22h 43mSDF-SJU
6/9Sun
multi-stop
10h 54mSJU-SDF
$365
6/2Sun
multi-stop
22h 43mSDF-SJU
6/9Sun
multi-stop
17h 14mSJU-SDF
$411
5/29Wed
multi-stopAmerican Airlines
10h 20mSDF-SJU
6/3Mon
multi-stopAmerican Airlines
17h 04mSJU-SDF
$469
5/29Wed
multi-stopAmerican Airlines
8h 55mSDF-SJU
6/3Mon
multi-stopAmerican Airlines
9h 19mSJU-SDF
$558
5/31Fri
multi-stopUnited Airlines
9h 52mSDF-SJU
6/5Wed
multi-stopUnited Airlines
12h 18mSJU-SDF
$609
5/29Wed
multi-stopUnited Airlines
14h 50mSDF-SDQ
6/5Wed
multi-stopUnited Airlines
9h 48mSDQ-SDF
$641
5/30Thu
multi-stopDelta
6h 05mSDF-SDQ
6/3Mon
multi-stopDelta
9h 29mSDQ-SDF
$690
5/30Thu
multi-stopDelta
9h 48mSDF-SDQ
6/3Mon
multi-stopDelta
7h 20mSDQ-SDF
$695

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