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Find cheap flights from Greenville to Caribbean from $161

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greenville to Caribbean departing on 5/22. 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 5/30
Thu 6/6

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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 Cana2 stops$373
Montego Bay
Montego Bay1 stop$415
Santo Domingo
Santo Domingo1 stop$510
Oranjestad
Oranjestad1 stop$493
Nassau
Nassau1 stop$400
Kingston
Kingston1 stop$518
Simpson Bay
Simpson Bay1 stop$390
Port of Spain
Port of Spain1 stop$561
Bridgetown
Bridgetown1 stop$575
George Town
George Town1 stop$553
Aguadilla
Aguadilla2 stops$811
Willemstad
Willemstad1 stop$461

Good to know

Low season

September

High season

October

Cheapest flight

$161
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Greenville to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Greenville 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 Greenville to Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean from Greenville 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 Greenville 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 Greenville with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Greenville 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 Greenville 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 11% 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 3 airlines serving from Greenville to Caribbean

 
Need help choosing which airline to fly with from Greenville 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 10913 reviews
8.2Boarding
7.4Food
7.9Comfort
8.6Crew
8.0Entertainment
Airline reviews

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

8.0 ExcellentCynthia, Apr 2024ATL - SJD
Read more about Delta reviews

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Food was terrible Not many options Stewards dont care Delay

Water service would be great. The way they board is terrible. Slow passengers first😂😂 They need to smart up a bit

Our original business class flight was cancelled so we not only downgraded but we were also spread out across the plane not sitting together in separate middle seats. My poor kids were scared and couldn’t see me on the flight and the crew wasn’t sensitive to the situation and what the airlines did to us. Very dissatisfied with United airlines.

Crew were fine, drinks and snacks were as well but we were delayed for around 2 hrs which made our entry into Mexico delayed as well with the influx of arrivals at the same time. Sort of wasted our first day of vacation. We left Pittsburgh at 630am and did not arrive in Mexico until late dinner time.

The ride was good but no food ot entertainment hence, it was just over an hour flight.

There was a group of school age passengers that were very loud and unruly with their chaperones were no where to be found.

Boarding was unorganized. They expected passengers to ask people to move their assigned seat they paid for in order to sit together. The seats even in comfort are smaller than other airlines and the flight attendants appeared not to be well prepared

The WiFi didn’t work and the seats are too close together. Very uncomfortable.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

WiFi connected but only let you go to the AA website, not even text messaging worked.

Too bad that first class seats do not recline significantly causing discomfort

I think the seats on some of their planes are uncomfortable. You can be ok on a short flight of two hours but no more than that. The delays, and also the refreshments on the plane were not enough.

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

Not sure why JAL partnered with American Airlines because their service is no where near similar. Flight attendants were not friendly and didn’t smile. Food was horrible…

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

Terrible boarding , Business class seats are sub standard. As usual crew will miss your food too

Just get Economy Plus for international flights, so worth it the extra room, bigger seats…

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Book cheap flights from Greenville to Caribbean

Recent round-trip flight deals

8/27Tue
2 stopsAmerican Airlines
10h 09mGSP-SJU
9/4Wed
2 stopsAmerican Airlines
7h 07mSJU-GSP
$321
8/27Tue
1 stopAmerican Airlines
6h 56mGSP-SJU
9/4Wed
1 stopAmerican Airlines
11h 04mSJU-GSP
$323
5/14Tue
2 stopsDelta
19h 06mGSP-STI
5/18Sat
2 stopsDelta
27h 14mSTI-GSP
$358
9/16Mon
1 stopDelta
7h 49mGSP-SXM
9/18Wed
1 stopDelta
17h 55mSXM-GSP
$390
9/17Tue
1 stopUnited Airlines
7h 15mGSP-SJU
9/17Tue
1 stopUnited Airlines
8h 01mSJU-GSP
$453
8/27Tue
1 stopUnited Airlines
7h 15mGSP-SJU
9/3Tue
1 stopUnited Airlines
8h 01mSJU-GSP
$504
9/27Fri
2 stops
19h 25mGSP-PUJ
10/3Thu
3 stops
21h 23mPUJ-GSP
$1,356
9/27Fri
3 stops
31h 19mGSP-PUJ
10/3Thu
3 stops
21h 23mPUJ-GSP
$1,594
9/29Sun
2 stopsLATAM Airlines
20h 30mGSP-PUJ
10/5Sat
2 stopsLATAM Airlines
22h 25mPUJ-GSP
$1,972
6/30Sun
2 stopsLATAM Airlines
35h 30mGSP-PUJ
7/3Wed
2 stopsLATAM Airlines
22h 29mPUJ-GSP
$2,210

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Recent one-way flight deals

5/22Wed
1 stopAmerican Airlines
12h 05mGSP-SJU
$161
5/6Mon
1 stop
16h 16mGSP-NAS
$178
5/22Wed
1 stopAmerican Airlines
17h 22mGSP-STI
$179
5/23Thu
1 stopAmerican Airlines
13h 32mGSP-SJU
$192
8/3Sat
1 stopDelta
7h 29mGSP-SJU
$193
5/22Wed
2 stopsAmerican Airlines
23h 43mGSP-STI
$215
8/2Fri
2 stopsAmerican Airlines
17h 21mGSP-SJU
$222
8/2Fri
1 stopDelta
5h 49mGSP-SJU
$232
8/1Thu
1 stopDelta
5h 53mGSP-SJU
$275
8/2Fri
3 stops
27h 45mGSP-SJU
$636

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Last minute flights from Greenville to Caribbean

Last minute flight, train and bus deals

5/4Sat
multi-stopAmerican Airlines
9h 35mGSP-STX
5/11Sat
multi-stopAmerican Airlines
8h 10mSTX-GSP
$565
5/4Sat
multi-stopAmerican Airlines
11h 15mGSP-STX
5/11Sat
multi-stopAmerican Airlines
8h 10mSTX-GSP
$570
5/5Sun
multi-stopAmerican Airlines
5h 50mGSP-PUJ
5/12Sun
multi-stopAmerican Airlines
7h 21mPUJ-GSP
$763
5/5Sun
multi-stopAmerican Airlines
11h 05mGSP-PUJ
5/12Sun
multi-stopAmerican Airlines
6h 08mPUJ-GSP
$768
5/5Sun
multi-stopAmerican Airlines
11h 05mGSP-PUJ
5/12Sun
multi-stopAmerican Airlines
15h 38mPUJ-GSP
$908

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