$146 Find Cheap Flights from Greenville to Caribbean

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 7/23. 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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Cheap Flights from Greenville to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$515
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$611
Nassau
Nassau1 stop$423
Kingston
Kingston1 stop$698
Simpson Bay
Simpson Bay2 stops$642
Providenciales
Providenciales2 stops$622
Port of Spain
Port of Spain1 stop$580
George Town
George Town1 stop$691
Willemstad
Willemstad1 stop$619
Aguadilla
Aguadilla1 stop$795
St. John's
St. John's1 stop$819
Punta Cana
Punta Cana1 stop$515
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$611
Nassau
Nassau1 stop$423
Kingston
Kingston1 stop$698
Simpson Bay
Simpson Bay2 stops$642
Providenciales
Providenciales2 stops$622
Port of Spain
Port of Spain1 stop$580
George Town
George Town1 stop$691
Willemstad
Willemstad1 stop$619
Aguadilla
Aguadilla1 stop$795
St. John's
St. John's1 stop$819

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

Mon, Aug 24 - Mon, Aug 31
Multiple Airlines Logo
4:55 pm - 3:58 pm
GSP
-
SJU
23h 03m
1 stop
Multiple Airlines Logo
6:00 am - 4:44 pm
SJU
-
GSP
10h 44m
1 stop
$284Multiple Airlines
Mon, Aug 24 - Mon, Aug 31
Multiple Airlines Logo
8:13 pm - 3:58 pm
GSP
-
SJU
19h 45m
2 stops
Multiple Airlines Logo
6:00 am - 4:44 pm
SJU
-
GSP
10h 44m
1 stop
$290Multiple Airlines
Mon, Aug 24 - Mon, Aug 31
Multiple Airlines Logo
8:13 pm - 3:58 pm
GSP
-
SJU
19h 45m
2 stops
Multiple Airlines Logo
6:00 am - 4:44 pm
SJU
-
GSP
10h 44m
1 stop
$312Multiple Airlines
Fri, Nov 27 - Thu, Dec 3
American Airlines Logo
6:00 am - 12:42 pm
GSP
-
MBJ
6h 42m
1 stop
American Airlines Logo
4:23 pm - 11:59 pm
MBJ
-
GSP
7h 36m
1 stop
$352American Airlines
Mon, Aug 17 - Tue, Aug 25
American Airlines Logo
7:05 pm - 1:51 pm
GSP
-
MBJ
19h 46m
2 stops
American Airlines Logo
2:37 pm - 10:24 am
MBJ
-
GSP
18h 47m
2 stops
$357American Airlines
Sun, Aug 2 - Fri, Aug 7
Breeze Airways Logo
3:40 pm - 8:55 am
GSP
-
NAS
17h 15m
1 stop
Breeze Airways Logo
9:55 am - 7:33 pm
NAS
-
GSP
9h 38m
1 stop
$423Breeze Airways
Sun, Aug 2 - Fri, Aug 7
Breeze Airways Logo
3:40 pm - 8:55 am
GSP
-
NAS
17h 15m
1 stop
Breeze Airways Logo
9:55 am - 7:33 pm
NAS
-
GSP
9h 38m
1 stop
$424Breeze Airways
Sun, Jul 19 - Thu, Jul 30
Delta Logo
8:52 am - 3:20 pm
GSP
-
STT
6h 28m
1 stop
Delta Logo
1:21 pm - 10:55 pm
STT
-
GSP
9h 34m
1 stop
$615Delta
Wed, Jul 29 - Mon, Aug 3
Southwest Logo
7:00 am - 2:55 pm
GSP
-
PLS
7h 55m
2 stops
Southwest Logo
3:50 pm - 10:15 am
PLS
-
GSP
18h 25m
2 stops
$622Southwest
Tue, Sep 29 - Tue, Oct 6
Delta Logo
5:45 am - 12:45 pm
GSP
-
PLS
7h 00m
1 stop
Delta Logo
2:05 pm - 11:37 pm
PLS
-
GSP
9h 32m
1 stop
$629Delta
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.

What is the cheapest month to fly from Greenville to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greenville to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Greenville to Caribbean is March, when tickets cost $114 (return) on average. On the other hand, the most expensive months are February and September, when the average cost of round-trip tickets is $385 and $385 respectively.

How far in advance should I book a flight from Greenville to Caribbean?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Greenville to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Greenville to Caribbean, you should book around 6 weeks before departure, which saves you about 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$146
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Greenville to Nassau

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 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
SouthwestOverall score based on 4255 reviews
7.5Entertainment
7.0Food
8.6Crew
8.0Comfort
8.1Boarding
Airline reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

2.0 MediocreDawn, Jun 2026
BUF - BWI
Read more Southwest reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Average seat comfort, a drink and chips were provided, early boarding because we checked a carryon at the gate was nice. Ticket pricing shenanigans, including fees to pick a seat, check a bag, and get food onboard - evidence the industry is reinvigorating last century’s strategies- destroys the experience before one ever arrives at the airport. It’s difficult to recognize any value or sustain loyalty in the end-to-end process making air travel more drudgery than pleasure.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

The check in agents in PHL and gate agents had to have been the rudest women that I have ever encountered; the agent weighing the bags at check in screamed continuously at all of the guests as did the woman at the gate.I have Executive Platinum status with AA and fly a lot with AA but these ladies were the absolute worst I had the displeasure to encounter!

Everything went as planned. The only issue I had was with the gate C31 attendant. The person could barely speak English and was very difficult to understand.

The flight took off an hour late which made the connection concerning

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

The flight from LA to Chicago was smooth and service was very good overall.

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports