$172 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 6/15. 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$512
Santo Domingo
Santo Domingo2 stops$545
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad1 stop$642
Nassau
Nassau1 stop$437
Kingston
Kingston1 stop$698
Simpson Bay
Simpson Bay2 stops$677
Providenciales
Providenciales1 stop$635
Port of Spain
Port of Spain2 stops$557
George Town
George Town1 stop$662
Willemstad
Willemstad2 stops$794
Aguadilla
Aguadilla1 stop$813
St. John's
St. John's1 stop$944
Punta Cana
Punta Cana1 stop$512
Santo Domingo
Santo Domingo2 stops$545
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad1 stop$642
Nassau
Nassau1 stop$437
Kingston
Kingston1 stop$698
Simpson Bay
Simpson Bay2 stops$677
Providenciales
Providenciales1 stop$635
Port of Spain
Port of Spain2 stops$557
George Town
George Town1 stop$662
Willemstad
Willemstad2 stops$794
Aguadilla
Aguadilla1 stop$813
St. John's
St. John's1 stop$944

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 17 - Tue, Aug 25
American Airlines Logo
7:05 pm - 11:42 am
GSP
-
MBJ
17h 37m
2 stops
American Airlines Logo
12:47 pm - 10:17 pm
MBJ
-
GSP
8h 30m
1 stop
$357American Airlines
Sun, Aug 16 - Tue, Aug 25
American Airlines Logo
8:20 pm - 1:28 pm
GSP
-
MBJ
18h 08m
1 stop
American Airlines Logo
12:47 pm - 10:17 pm
MBJ
-
GSP
8h 30m
1 stop
$358American Airlines
Mon, Aug 17 - Tue, Aug 25
American Airlines Logo
5:29 pm - 4:13 pm
GSP
-
MBJ
23h 44m
1 stop
American Airlines Logo
12:47 pm - 10:17 pm
MBJ
-
GSP
8h 30m
1 stop
$359American Airlines
Wed, Aug 26 - Mon, Aug 31
American Airlines Logo
6:47 am - 4:13 pm
GSP
-
MBJ
10h 26m
1 stop
American Airlines Logo
2:52 pm - 11:22 am
MBJ
-
GSP
19h 30m
2 stops
$362American Airlines
Sun, Sep 6 - Sun, Sep 13
Multiple Airlines Logo
3:40 pm - 12:23 am
GSP
-
SJU
8h 43m
1 stop
Multiple Airlines Logo
5:12 pm - 2:28 pm
SJU
-
GSP
21h 16m
1 stop
$367Multiple Airlines
Tue, Jul 21 - Sat, Jul 25
Multiple Airlines Logo
11:07 am - 12:41 am
GSP
-
SJU
13h 34m
1 stop
Multiple Airlines Logo
9:00 am - 8:12 pm
SJU
-
GSP
35h 12m
2 stops
$372Multiple Airlines
Thu, Aug 27 - Sun, Aug 30
Breeze Airways Logo
3:40 pm - 8:55 am
GSP
-
NAS
17h 15m
1 stop
Breeze Airways Logo
9:55 am - 7:39 pm
NAS
-
GSP
9h 44m
1 stop
$437Breeze Airways
Tue, Jun 9 - Tue, Jun 16
Delta Logo
5:44 am - 6:04 pm
GSP
-
SDQ
12h 20m
2 stops
Delta Logo
7:35 pm - 10:59 am
SDQ
-
GSP
15h 24m
2 stops
$545Delta
Mon, Jun 22 - Thu, Jun 25
Southwest Logo
8:30 am - 6:30 pm
GSP
-
NAS
10h 00m
2 stops
Southwest Logo
8:45 am - 6:15 pm
NAS
-
GSP
9h 30m
2 stops
$569Southwest
Thu, Sep 17 - Mon, Sep 21
Delta Logo
5:45 am - 1:44 pm
GSP
-
STT
7h 59m
1 stop
Delta Logo
2:54 pm - 9:25 pm
STT
-
GSP
6h 31m
1 stop
$640Delta
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 $366 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 10% 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$172
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 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.
8.0
SouthwestOverall score based on 4295 reviews
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
8.0Comfort
Airline reviews

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

8.0 ExcellentBobby, May 2026
BNA - GSP
Read more Southwest reviews

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.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

We had several flights and they were all on-time and flawless

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Premium Economy Good crew, good service, excellent food. Seat back screen just not bright enough.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Flight was delayed an no one cares, or try to help passengers to get the conexión.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

The small flights with Valet Luggage has a poor service

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

The crew was very attentive through out the flight. Seats were comfortable, nice flight bag with pillow and blanket. Food was okay, since it was a overnight flight seemed to go by fast.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports