$117 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 7/20. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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$571
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay2 stops$382
Oranjestad
Oranjestad1 stop$530
Nassau
Nassau1 stop$434
Kingston
Kingston2 stops$703
Simpson Bay
Simpson Bay1 stop$569
Providenciales
Providenciales1 stop$640
Port of Spain
Port of Spain1 stop$491
George Town
George Town1 stop$675
Willemstad
Willemstad1 stop$908
Aguadilla
Aguadilla1 stop$719
St. John's
St. John's2 stops$951
Punta Cana
Punta Cana1 stop$571
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay2 stops$382
Oranjestad
Oranjestad1 stop$530
Nassau
Nassau1 stop$434
Kingston
Kingston2 stops$703
Simpson Bay
Simpson Bay1 stop$569
Providenciales
Providenciales1 stop$640
Port of Spain
Port of Spain1 stop$491
George Town
George Town1 stop$675
Willemstad
Willemstad1 stop$908
Aguadilla
Aguadilla1 stop$719
St. John's
St. John's2 stops$951

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

Fri, Aug 21 - Fri, Aug 28
Multiple Airlines Logo
8:13 pm - 12:56 am
GSP
-
SJU
28h 43m
1 stop
Multiple Airlines Logo
6:45 am - 5:51 pm
SJU
-
GSP
11h 06m
1 stop
$262Multiple Airlines
Mon, Aug 3 - Wed, Aug 12
Multiple Airlines Logo
3:10 pm - 12:41 am
GSP
-
SJU
9h 31m
1 stop
Multiple Airlines Logo
5:22 pm - 3:03 pm
SJU
-
GSP
21h 41m
1 stop
$266Multiple Airlines
Tue, Aug 4 - Wed, Aug 12
Multiple Airlines Logo
11:07 am - 12:41 am
GSP
-
SJU
13h 34m
1 stop
Multiple Airlines Logo
5:22 pm - 3:03 pm
SJU
-
GSP
21h 41m
1 stop
$270Multiple Airlines
Fri, Sep 25 - Sun, Sep 27
Delta Logo
10:10 am - 4:49 pm
GSP
-
SJU
6h 39m
1 stop
Delta Logo
12:56 pm - 11:00 pm
SJU
-
GSP
10h 04m
1 stop
$280Delta
Wed, Aug 26 - Mon, Aug 31
American Airlines Logo
7:05 pm - 11:42 am
GSP
-
MBJ
17h 37m
2 stops
American Airlines Logo
5:08 pm - 11:22 am
MBJ
-
GSP
17h 14m
2 stops
$382American Airlines
Wed, Nov 18 - Sun, Nov 22
American Airlines Logo
5:22 am - 2:59 pm
GSP
-
MBJ
9h 37m
1 stop
American Airlines Logo
4:05 pm - 8:35 am
MBJ
-
GSP
16h 30m
2 stops
$387American 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
$434Breeze Airways
Sun, Nov 15 - Thu, Nov 19
United Airlines Logo
6:00 am - 2:14 pm
GSP
-
MBJ
8h 14m
1 stop
United Airlines Logo
1:25 pm - 11:37 pm
MBJ
-
GSP
10h 12m
1 stop
$492United Airlines
Sun, Aug 30 - Wed, Sep 9
Delta Logo
5:46 am - 2:10 pm
GSP
-
AUA
8h 24m
1 stop
Delta Logo
1:55 pm - 7:52 pm
AUA
-
GSP
29h 57m
2 stops
$530Delta
Sat, Oct 17 - Wed, Oct 21
United Airlines Logo
6:00 am - 3:12 pm
GSP
-
STI
9h 12m
1 stop
United Airlines Logo
6:00 am - 10:59 pm
STI
-
GSP
16h 59m
1 stop
$680United 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.

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 July and June, when the average cost of round-trip tickets is $440 and $425 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 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$117
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 18% 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
SouthwestOverall score based on 4243 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
Airline reviews

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

2.0 MediocreIrene, Jun 2026
DEN - SFO
Read more Southwest reviews

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

Very good. Exactly what I expected. We did have a slight delay.

I think Southwest can offer a whole can of beverage instead of such a small cup

I like the boarding procedure. Handle the bird strike issue well.

FA was a bit strange and dodgy not very characteristic of Delta

Not really a “Delta” problem but worth mentioning: Boarding was a difficult process. TSA seemed understaffed and Pre-Check took longer than regular TSA. The supervisor was frazzled and yelled at travelers. Once through TSA, we had to put our carry-ons through another x-ray machine. Then queue up to board with both boarding pass and ID. Then, when we got to the stairs on the tarmac, we had to show our boarding pass again. Maybe this is just normal for Kona since the terminal is outdoors (but still a “secured” area).

flight was delayed 4+ hours. there was really no understanding of why? weather? the last hour of delay was post boarding. pilot seat was broken. was that the real reason? nonetheless, long day of inconveniences.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

I just can’t understand why are you sell to many tickets ???? We had to wait 2 hours before 13 people from our flight take money and go to next day flight!

The only real hiccups in the flight were things beyond Delta’s control - turbulence which delayed food service and a departure delay caused by some VIP plane which stopped all departures and landings for 30 minutes - and was never explained to us by the crew. Otherwise good flight. I would fly Delta again.

The plane was frigid, and leaked water from the ceiling all over me and my seat.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

Flight was fine, but not having WiFi was a major negative

Everything was excellent and I enjoyed myself. Thank for everything

One of our group members was struggling to walk. In Charlotte we asked for a wheelchair and she was accompanied by Desmond. I was impressed by his patience and attention. In Boston she received the same service. I didn’t get the name of the helper but she went above and beyond in assisting us. A great AA service

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

Would have thought that they would gas up plane before everyone got on board

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

When my flight was delayed due to weather, I was rebooked to another flight since it showed that I would miss my connection. It was a lot of work to get back onto my originally connecting flight which was also delayed. That part caused a lot of stress and frustration. The ticketing agent at the desk was not very helpful.

American switched my flight to a 5 hour layover then cancelled my whole reservation with no notice and refused refund. Won’t fly with them again.

We sat on runway for an 1 hour because they were short handed at key west airport was not fun

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports