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Find cheap flights from Greenville to Caribbean from $206

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 5/29. 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
Wed 6/12
Wed 6/19

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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$398
Montego Bay
Montego Bay1 stop$438
Santo Domingo
Santo Domingo2 stops$435
Oranjestad
Oranjestad1 stop$519
Nassau
Nassau1 stop$438
Kingston
Kingston1 stop$518
Simpson Bay
Simpson Bay1 stop$385
Providenciales
Providenciales1 stop$395
Port of Spain
Port of Spain1 stop$525
Bridgetown
Bridgetown2 stops$648
George Town
George Town1 stop$494
Willemstad
Willemstad1 stop$468
St. John's
St. John's1 stop$839

Good to know

Low season

January

High season

October

Cheapest flight

$206
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 4% increase in price.
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 6% cheaper 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 10736 reviews
8.0Entertainment
8.2Boarding
7.9Comfort
8.6Crew
7.4Food
Airline reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

2.0 MediocreDevan, May 2024AUS - BOS
Read more about Delta reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

The plane was FREEZING SEATS UNCOMFORTABLE Otherwise smooth Thank you

Boarding was chaotic. I didn’t finish dinner because I went to bed early. Breakfast omelet was overcooked and tasteless but croissant was better than usual. Plane was dirty—crumbs in every seam and lavatory was poorly maintained (paint peeling, etc.) and toilet paper had not been refreshed before takeoff. No cubby for storage in first and seat was narrow.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

We ended up with seats in the very back. So they did not recline. Have no idea why, we reserved and checked in very early. The isles were very narrow and the seats had very little leg room. But they did give us water, and a snack.

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

Check in etc was very good. As for on the plane, it was like flying in a freezer. It was so cold, i have flown for years and never been so cold on a plane. Staff on board said its always cold when flying which is a load of rubbish. They wouldnt put any heating on and now i have the flu because of this .

I’ve had a couple flights this week on United that were delayed by an hour or more

Flight was delayed 2.5 hours - a big deal on an overnight when you plan to sleep.

I feel like they have upgraded the app since I last flew United and I found it to be super helpful. I had stopped flying United unless absolutely necessary and my experience on this trip indicates they have been working hard to improve their services.

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

Should have video screens Plane audio was poor and without wired connection hard to understand crew. Should serve more than just cups of water and pretzels on six hour flight. Did not see crew rest of flight. Fix charging sockets to retain charging blocks.

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

Liked - nothing. Disliked - delayed 35+ min sitting on the plane. Caused me to miss my connection in Charlotte. American Airlines is the worst US Air Carrier company with atrocious customer service.

Worst situation ever! I booked my tickets for this trip on Alaska Airlines. I guess AA is a partner and we flew nonstop from Eugene to PHX on an AA jet. I had to pay for luggage from PHX to EUG. And this was an Alaska Airlines reservation paid for with Alaska airlines credit card! Got to the PHX airport and was not able to check bags because of some weird issue with the AA software. My reservation had to be the-entered by the agent. I will never pick another American Airlines flight on the Alaska Airlines website. While on vacation, I tried to upgrade our seats for the trip home. The request just buffered and never went through. I tried four times and was charged four times on my credit card. The card was charged but the seats were never changed. What a wreck!

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

Use planes with TVs on flights over 4 hours. The free entertainment was a cheap in between solution for a very long flight that you don't even bother providing meals or decent snacks.

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. Very comfortable business seats with nice bedding. Good food. We were delayed to let late passengers on the flight, but otherwise great experience.

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

Book cheap flights from Greenville to Caribbean

Recent round-trip flight deals

8/27Tue
1 stopAmerican Airlines
11h 57mGSP-SJU
9/4Wed
1 stopAmerican Airlines
8h 23mSJU-GSP
$321
8/12Mon
1 stopAmerican Airlines
10h 46mGSP-SJU
8/28Wed
1 stopAmerican Airlines
7h 29mSJU-GSP
$323
8/18Sun
1 stopDelta
5h 49mGSP-SJU
8/22Thu
1 stopDelta
6h 49mSJU-GSP
$324
6/2Sun
3 stops
22h 16mGSP-SJU
6/6Thu
1 stop
15h 49mSJU-GSP
$341
6/2Sun
3 stops
22h 16mGSP-SJU
6/6Thu
2 stops
15h 17mSJU-GSP
$366
9/16Mon
1 stopDelta
7h 49mGSP-SXM
9/18Wed
1 stopDelta
8h 36mSXM-GSP
$385
9/17Tue
1 stopUnited Airlines
8h 12mGSP-SJU
9/17Tue
1 stopUnited Airlines
8h 01mSJU-GSP
$408
6/11Tue
1 stopUnited Airlines
7h 10mGSP-SJU
6/17Mon
1 stopUnited Airlines
7h 43mSJU-GSP
$414
9/29Sun
2 stopsLATAM Airlines
19h 10mGSP-PUJ
10/5Sat
2 stopsLATAM Airlines
22h 25mPUJ-GSP
$1,971
6/11Tue
2 stopsLATAM Airlines
31h 55mGSP-PUJ
6/17Mon
2 stopsLATAM Airlines
22h 29mPUJ-GSP
$1,979

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Recent one-way flight deals

5/29Wed
1 stopAmerican Airlines
14h 15mGSP-SJU
$206
5/20Mon
1 stopAmerican Airlines
7h 45mGSP-SJU
$251
5/21Tue
1 stopDelta
5h 49mGSP-SJU
$252
5/26Sun
1 stopAmerican Airlines
9h 39mGSP-SJU
$274
5/27Mon
2 stopsAmerican Airlines
21h 20mGSP-SJU
$275
5/26Sun
2 stopsAmerican Airlines
23h 13mGSP-SJU
$279
5/22Wed
2 stopsAmerican Airlines
17h 50mGSP-STI
$280
5/22Wed
2 stopsAmerican Airlines
17h 50mGSP-STI
$285
5/20Mon
2 stopsAmerican Airlines
7h 40mGSP-SJU
$296
6/1Sat
1 stopDelta
9h 22mGSP-SJU
$320

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Last minute flights from Greenville to Caribbean

Last minute flight, train and bus deals

5/15Wed
multi-stopAmerican Airlines
7h 20mGSP-SJU
5/29Wed
multi-stopAmerican Airlines
5h 45mSJU-GSP
$533
5/17Fri
multi-stopAmerican Airlines
11h 05mGSP-SJU
5/21Tue
multi-stopAmerican Airlines
14h 45mSJU-GSP
$556
5/15Wed
multi-stopAmerican Airlines
7h 40mGSP-SJU
5/29Wed
multi-stopAmerican Airlines
9h 24mSJU-GSP
$574
5/15Wed
multi-stopUnited Airlines
8h 12mGSP-SJU
5/28Tue
multi-stopUnited Airlines
7h 43mSJU-GSP
$624
5/14Tue
multi-stopDelta
21h 10mGSP-STI
5/18Sat
multi-stopDelta
19h 54mSTI-GSP
$630
5/16Thu
multi-stopDelta
11h 19mGSP-STI
5/19Sun
multi-stopDelta
19h 54mSTI-GSP
$700
5/15Wed
multi-stopUnited Airlines
13h 07mGSP-SJU
5/28Tue
multi-stopUnited Airlines
7h 43mSJU-GSP
$724
5/16Thu
multi-stop
26h 12mGSP-PUJ
5/19Sun
multi-stop
32h 03mPUJ-GSP
$1,558
5/16Thu
multi-stop
24h 01mGSP-PUJ
5/19Sun
multi-stop
32h 03mPUJ-GSP
$1,643
5/16Thu
multi-stopLATAM Airlines
43h 30mGSP-PUJ
5/18Sat
multi-stopLATAM Airlines
33h 26mPUJ-GSP
$1,670

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