$195 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 6/1. 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$462
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad2 stops$627
Nassau
Nassau1 stop$496
Kingston
Kingston1 stop$698
Simpson Bay
Simpson Bay1 stop$672
Providenciales
Providenciales2 stops$634
Port of Spain
Port of Spain2 stops$649
George Town
George Town1 stop$650
Willemstad
Willemstad2 stops$841
Aguadilla
Aguadilla1 stop$440
St. John's
St. John's1 stop$829
Punta Cana
Punta Cana1 stop$462
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad2 stops$627
Nassau
Nassau1 stop$496
Kingston
Kingston1 stop$698
Simpson Bay
Simpson Bay1 stop$672
Providenciales
Providenciales2 stops$634
Port of Spain
Port of Spain2 stops$649
George Town
George Town1 stop$650
Willemstad
Willemstad2 stops$841
Aguadilla
Aguadilla1 stop$440
St. John's
St. John's1 stop$829

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, Sep 28 - Fri, Oct 2
Delta Logo
7:45 am - 3:34 pm
GSP
-
MBJ
8h 49m
1 stop
Delta Logo
1:25 pm - 9:25 pm
MBJ
-
GSP
7h 00m
1 stop
$352Delta
Mon, Aug 17 - Tue, Aug 25
American Airlines Logo
5:19 pm - 11:42 am
GSP
-
MBJ
19h 23m
2 stops
American Airlines Logo
5:13 pm - 11:22 am
MBJ
-
GSP
17h 09m
2 stops
$357American 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
5:13 pm - 11:22 am
MBJ
-
GSP
17h 09m
2 stops
$362American Airlines
Mon, Aug 17 - Tue, Aug 25
Southwest Logo
7:00 am - 4:55 pm
GSP
-
SJU
9h 55m
2 stops
Southwest Logo
8:20 am - 4:45 pm
SJU
-
GSP
8h 25m
2 stops
$416Southwest
Sat, Oct 24 - Tue, Oct 27
Delta Logo
5:40 am - 11:36 am
GSP
-
SJU
5h 56m
1 stop
Delta Logo
5:43 pm - 11:37 pm
SJU
-
GSP
5h 54m
1 stop
$436Delta
Tue, Sep 1 - Tue, Sep 8
Southwest Logo
7:00 am - 4:25 pm
GSP
-
SJU
9h 25m
2 stops
Southwest Logo
10:30 am - 7:25 pm
SJU
-
GSP
8h 55m
2 stops
$455Southwest
Sun, Jul 19 - Fri, Jul 24
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
$496Breeze Airways
Sun, Jul 19 - Thu, Jul 23
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
$504Breeze Airways
Sun, Jun 7 - Fri, Jun 12
United Airlines Logo
7:49 pm - 11:28 am
GSP
-
NAS
15h 39m
1 stop
United Airlines Logo
12:35 pm - 11:34 pm
NAS
-
GSP
10h 59m
1 stop
$548United Airlines
Sat, Sep 12 - Wed, Sep 16
United Airlines Logo
8:26 pm - 2:27 pm
GSP
-
PUJ
18h 01m
1 stop
United Airlines Logo
1:50 pm - 11:05 pm
PUJ
-
GSP
9h 15m
1 stop
$601United 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 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 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$195
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 4291 reviews
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
Airline reviews

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

2.0 MediocreAnonymous, May 2026
MCO - MDW
Read more Southwest reviews

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.

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.

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

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.

Fine. Nothing to write home about. The plane left on time, and arrived on time.

I was downgraded from first class to coach due to an airplane change. They pulled me out of line and I was the very last person to board the plane stuck in the middle seat with no overhead place to put my carry-.on. Very poor customer service.

Seat comfort was poor (no lumbar or lower back support).

The airplane seats were spacious and comfortable, and the flight attendants were friendly and attentive. The food was delicious like never before. The blankets and toiletries were thoughtfully provided. The captain's navigation was steady and reliable. In short, having flown with Starlux, I won't consider any other airline next time.

STOP MAKING THE SEATING SO CRAMPED. WE NEED A PASSENGER BILL OF RIGHTS!

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports