$597 Find Cheap Flights from Greenville to Caribbean

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greenville to Caribbean departing on 5/27. 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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Flight Deals

Book Cheap Greenville to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greenville to Caribbean 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 Greenville to Caribbean

Wed, May 27 - Wed, Jun 10
American Airlines Logo
5:10 am - 1:50 pm
PGV
-
SXM
8h 40m
1 stop
American Airlines Logo
2:53 pm - 11:58 pm
SXM
-
PGV
9h 05m
1 stop
$597American Airlines
Wed, May 27 - Wed, Jun 10
American Airlines Logo
5:10 am - 1:26 pm
PGV
-
SXM
8h 16m
2 stops
American Airlines Logo
4:43 pm - 5:38 pm
SXM
-
PGV
24h 55m
2 stops
$602American Airlines
Mon, Apr 6 - Mon, Apr 13
American Airlines Logo
11:00 am - 1:16 pm
PGV
-
SXM
26h 16m
2 stops
American Airlines Logo
12:41 pm - 11:13 am
SXM
-
PGV
22h 32m
2 stops
$657American Airlines
Mon, Apr 6 - Mon, Apr 13
American Airlines Logo
11:00 am - 1:21 pm
PGV
-
SXM
26h 21m
1 stop
American Airlines Logo
4:35 pm - 6:48 pm
SXM
-
PGV
26h 13m
2 stops
$664American Airlines
Thu, Apr 2 - Tue, Apr 7
American Airlines Logo
6:03 pm - 9:24 pm
PGV
-
BGI
27h 21m
2 stops
American Airlines Logo
3:36 pm - 12:28 pm
BGI
-
PGV
20h 52m
2 stops
$710American Airlines
Mon, Apr 6 - Mon, Apr 13
American Airlines Logo
6:03 pm - 1:21 pm
PGV
-
SXM
19h 18m
1 stop
American Airlines Logo
2:24 pm - 11:56 pm
SXM
-
PGV
9h 32m
1 stop
$719American Airlines
Thu, Apr 2 - Tue, Apr 7
American Airlines Logo
6:03 pm - 2:03 pm
PGV
-
BGI
20h 00m
1 stop
American Airlines Logo
3:36 pm - 12:28 pm
BGI
-
PGV
20h 52m
2 stops
$795American Airlines
Mon, Apr 20 - Sat, Apr 25
American Airlines Logo
8:00 pm - 1:45 pm
PGV
-
UVF
17h 45m
2 stops
American Airlines Logo
2:45 pm - 11:56 pm
UVF
-
PGV
33h 11m
2 stops
$1,203American Airlines
Mon, Apr 20 - Sat, Apr 25
American Airlines Logo
8:00 pm - 2:13 pm
PGV
-
UVF
18h 13m
1 stop
American Airlines Logo
2:45 pm - 7:35 pm
UVF
-
PGV
28h 50m
2 stops
$1,211American Airlines
Sun, Apr 19 - Sat, Apr 25
American Airlines Logo
8:00 pm - 1:45 pm
PGV
-
UVF
41h 45m
2 stops
American Airlines Logo
2:45 pm - 12:28 pm
UVF
-
PGV
21h 43m
2 stops
$1,223American Airlines
Booking Insights

KAYAK's insights & trends for Greenville to Caribbean flights

Get data-powered insights and trends into flights from Greenville to Caribbean to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from Greenville to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest route to Caribbean from Greenville is to Simpson Bay, which takes 26h 16m.

Good to know

Cheapest flight$597
Flight from Greenville to Simpson Bay

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 from Greenville to 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 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 from Greenville to Caribbean with an airline and back 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 from Greenville to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying 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.
7.2
American AirlinesOverall score based on 11339 reviews
7.2Comfort
6.9Entertainment
6.4Food
8.0Crew
7.5Boarding
Airline reviews

I like that the flight attendant was very attentive and helpful. The meal menu could have more of an variety of food choices.

10.0 ExcellentDonald, Feb 2026
CLT - PHX
Read more American Airlines reviews

I like that the flight attendant was very attentive and helpful. The meal menu could have more of an variety of food choices.

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

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.

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

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

Bags took over and hour to come out. Delays due to wind caused rebooking.

Lower WiFi prices; allow us to see our flight on a map; more variety of drink choices.

Flight was on time is the only good thing. Person loading the plane called 1-6 to board at the same time, made it chaotic. Plane was too small for even putting backpacks in overhead. Seat for normal sized people were too small. The WIFI didn't work. When we landed had to wait because not enough ground crew.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports