$141 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 1/18. 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$346
Santo Domingo
Santo Domingo1 stop$385
Montego Bay
Montego Bay1 stop$472
Oranjestad
Oranjestad1 stop$374
Nassau
Nassau1 stop$492
Kingston
Kingston1 stop$598
Simpson Bay
Simpson Bay1 stop$525
Providenciales
Providenciales2 stops$482
Port of Spain
Port of Spain1 stop$741
George Town
George Town1 stop$540
Willemstad
Willemstad1 stop$661
St. John's
St. John's1 stop$644
Aguadilla
Aguadilla3 stops$522
Punta Cana
Punta Cana1 stop$346
Santo Domingo
Santo Domingo1 stop$385
Montego Bay
Montego Bay1 stop$472
Oranjestad
Oranjestad1 stop$374
Nassau
Nassau1 stop$492
Kingston
Kingston1 stop$598
Simpson Bay
Simpson Bay1 stop$525
Providenciales
Providenciales2 stops$482
Port of Spain
Port of Spain1 stop$741
George Town
George Town1 stop$540
Willemstad
Willemstad1 stop$661
St. John's
St. John's1 stop$644
Aguadilla
Aguadilla3 stops$522

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, Jan 26 - Thu, Jan 29
Multiple Airlines Logo
4:39 pm - 9:47 am
GSP
-
SJU
16h 08m1 stop
Multiple Airlines Logo
4:40 pm - 8:58 am
SJU
-
GSP
17h 18m1 stop
$243Multiple Airlines
Mon, Jan 26 - Fri, Jan 30
Multiple Airlines Logo
4:39 pm - 9:47 am
GSP
-
SJU
16h 08m1 stop
Multiple Airlines Logo
6:00 am - 3:59 pm
SJU
-
GSP
10h 59m1 stop
$259Multiple Airlines
Mon, Feb 16 - Fri, Feb 20
American Airlines Logo
7:26 pm - 12:01 pm
GSP
-
PUJ
15h 35m1 stop
American Airlines Logo
5:41 pm - 8:38 am
PUJ
-
GSP
15h 57m1 stop
$463American Airlines
Tue, Apr 7 - Tue, Apr 14
American Airlines Logo
7:38 pm - 10:45 am
GSP
-
PUJ
15h 07m2 stops
American Airlines Logo
5:25 pm - 10:19 am
PUJ
-
GSP
16h 54m2 stops
$467American Airlines
Fri, Feb 6 - Fri, Feb 13
Delta Logo
6:50 am - 7:14 pm
GSP
-
SDQ
11h 24m2 stops
Delta Logo
7:30 am - 8:19 pm
SDQ
-
GSP
13h 49m2 stops
$483Delta
Mon, Apr 20 - Sat, Apr 25
Delta Logo
5:40 am - 3:29 pm
GSP
-
MBJ
10h 49m1 stop
Delta Logo
4:55 pm - 11:56 pm
MBJ
-
GSP
6h 01m1 stop
$536Delta
Thu, Feb 5 - Mon, Feb 9
United Airlines Logo
6:35 am - 4:40 pm
GSP
-
AUA
9h 05m1 stop
United Airlines Logo
3:00 pm - 10:16 am
AUA
-
GSP
20h 16m1 stop
$545United Airlines
Tue, Feb 17 - Thu, Feb 19
United Airlines Logo
6:12 am - 2:32 pm
GSP
-
NAS
8h 20m1 stop
United Airlines Logo
4:25 pm - 11:59 pm
NAS
-
GSP
7h 34m1 stop
$638United Airlines
Tue, Apr 7 - Sat, Apr 11
Southwest Logo
6:45 am - 2:55 pm
GSP
-
PLS
8h 10m2 stops
Southwest Logo
12:35 pm - 9:35 pm
PLS
-
GSP
9h 00m2 stops
$679Southwest
Sat, Mar 14 - Thu, Mar 19
Southwest Logo
8:10 am - 6:30 pm
GSP
-
NAS
10h 20m2 stops
Southwest Logo
8:45 am - 9:50 pm
NAS
-
GSP
13h 05m2 stops
$731Southwest
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 May, when tickets cost $420 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $620 and $620 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 3 weeks before departure, which saves you about 17% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$101
Best time to beat the crowds with an average 16% 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 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.
7.9
DeltaOverall score based on 8032 reviews
7.8Entertainment
8.5Crew
8.1Boarding
7.9Comfort
7.2Food
Airline reviews

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

2.0 MediocreWilliam, Jan 2026
LGA - BOS
Read more Delta reviews

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

A 12 hour flight during the day with one real meal service - are you kidding? Also the breakfast was one of the worst and not what was listed

Check-in, boarding and the flight from Phoenix to Houston was quick and easy. The flight from Houston to Shreveport was delayed 5 hours. It was frustrating but I think United handled it the best they could.

Some flight attendants were great others were cranky. Seats were very tight and sitting on an aisle was very hard as the carts and people walking constantly bumped shoulder and arm.

It was great with United overall except for two things. 1) It was a 5-hour flight and we were with kids, so we were asking for extra snacks. They were extremely reticent to dole them out even though there wasn't any meal and the kids were starting to hit their limit towards the end. 2) Baggage didn't arrive until 80 minutes after we landed.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

The staff was hospitable and professional. The seat had a bit of wear. The winner shade was stuck 1/4 open. I received the best of both worlds. The morning sun was able to come in and blind the screen i was trying to use while at the same time it was too low to look out and enjoy the view. Rather embarrassing for a 1st class ticket.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

Good food & refreshment. The seats and entrainment screens are modern compared to others. The staff though pleasant serve and attend to passengers based on nationality. Some get served first others last regardless of their seating positions.

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

The flight was on time and arrived early. The crew were friendly and helpful.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

The economy seats are very cramped and the food was bizarre. However, I did like the greek yogurt option for breakfast.

While I didn’t watch much tv I would have liked a few more options of TV series from Apple TV or hbo max ..

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

Nothing to write home about, average flight experience. Seats were spacious enough, crew friendly enough. Loved the AA entertainment/wifi service.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports