$165 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 1/15. 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$428
Santo Domingo
Santo Domingo1 stop$370
Montego Bay
Montego Bay1 stop$537
Oranjestad
Oranjestad1 stop$536
Nassau
Nassau1 stop$451
Kingston
Kingston1 stop$733
Simpson Bay
Simpson Bay1 stop$539
Providenciales
Providenciales1 stop$538
Port of Spain
Port of Spain3 stops$817
George Town
George Town1 stop$514
Willemstad
Willemstad2 stops$618
St. John's
St. John's2 stops$758
Punta Cana
Punta Cana1 stop$428
Santo Domingo
Santo Domingo1 stop$370
Montego Bay
Montego Bay1 stop$537
Oranjestad
Oranjestad1 stop$536
Nassau
Nassau1 stop$451
Kingston
Kingston1 stop$733
Simpson Bay
Simpson Bay1 stop$539
Providenciales
Providenciales1 stop$538
Port of Spain
Port of Spain3 stops$817
George Town
George Town1 stop$514
Willemstad
Willemstad2 stops$618
St. John's
St. John's2 stops$758

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

Sun, Jan 11 - Sat, Jan 17
Multiple Airlines Logo
5:09 pm - 2:52 pmGSP-STT
20h 43m1 stop
Multiple Airlines Logo
3:57 pm - 4:19 pmSTT-GSP
25h 22m1 stop
$321Multiple Airlines
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Thu, Jan 29 - Tue, Feb 3
American Airlines Logo
8:09 am - 5:03 pmGSP-SJU
7h 54m1 stop
American Airlines Logo
1:24 pm - 11:45 pmSJU-GSP
11h 21m2 stops
$345American Airlines
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Sun, Dec 14 - Sat, Dec 20
Multiple Airlines Logo
5:17 pm - 12:32 pmGSP-SJU
18h 15m2 stops
Multiple Airlines Logo
7:35 am - 8:51 pmSJU-GSP
14h 16m1 stop
$349Multiple Airlines
Find Deal
Tue, Apr 21 - Wed, Apr 22
Delta Logo
7:45 am - 3:54 pmGSP-NAS
8h 09m1 stop
Delta Logo
5:08 pm - 11:40 pmNAS-GSP
6h 32m1 stop
$451Delta
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Sun, Dec 7 - Wed, Dec 10
Delta Logo
7:59 am - 3:43 pmGSP-NAS
7h 44m1 stop
Delta Logo
1:06 pm - 11:40 pmNAS-GSP
10h 34m2 stops
$455Delta
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Mon, Mar 2 - Mon, Mar 16
United Airlines Logo
6:30 am - 3:22 pmGSP-NAS
8h 52m1 stop
United Airlines Logo
4:25 pm - 11:59 pmNAS-GSP
7h 34m1 stop
$466United Airlines
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Fri, Feb 27 - Tue, Mar 3
Southwest Logo
10:50 am - 1:35 amGSP-SJU
13h 45m2 stops
Southwest Logo
5:40 am - 7:50 pmSJU-GSP
15h 10m2 stops
$480Southwest
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Mon, Mar 23 - Tue, Mar 31
Southwest Logo
1:55 pm - 12:25 amGSP-SJU
10h 30m1 stop
Southwest Logo
5:15 am - 5:45 pmSJU-GSP
12h 30m2 stops
$495Southwest
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Tue, Mar 10 - Tue, Mar 10
United Airlines Logo
6:00 am - 1:40 pmGSP-SJU
7h 40m1 stop
United Airlines Logo
1:05 am - 11:11 amSJU-GSP
10h 06m1 stop
$510United Airlines
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Thu, Apr 9 - Mon, Apr 13
Air Canada Logo
10:33 am - 11:35 amGSP-MBJ
26h 02m2 stops
Air Canada Logo
12:30 pm - 2:16 pmMBJ-GSP
24h 46m2 stops
$1,622Air Canada
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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 $425 (return) on average. On the other hand, the most expensive months are August and July, when the average cost of round-trip tickets is $600 and $565 respectively.

What’s the cheapest day of the week to fly from Greenville to Caribbean?

The average price of all round-trip flights from Greenville to Caribbean clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Caribbean on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Greenville to Caribbean. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best deals.

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 2 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$165
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 1% lower on average.
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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $411 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $534.

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 8007 reviews
7.9Entertainment
7.9Comfort
8.1Boarding
8.5Crew
7.3Food
Airline reviews

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

2.0 MediocreAnonymous, Nov 2025MOB - ATL
Read more Delta reviews

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

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 customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Older aircraft, no meal, only food was for purchase. Not impressed United.

United needs to step up their game. Delayed flight leaving Seattle, San Francisco. Older aircraft, not very comfortable.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

Plane boarded early a quickly, was mostly full. We left close to on time. And landed early.

My experience on this United Airlines flight was highly uncomfortable, primarily due to two issues: Cabin Temperature: The temperature on the Boeing 737 MAX 8 was unacceptably high, feeling consistently around 80 degrees throughout the flight. This made sleeping impossible and significantly detracted from the experience. Seating Arrangement: Being stuck in a middle seat for a six-and-a-half-hour overnight flight compounded the discomfort. Moving forward, I will always purchase a seat assignment to avoid this situation.

Premium Plus is a really good idea for longer flights

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything was good The connects, with no blame to crew. Or pilots. I understand they are short staffed. Everything went well for me. I'll be using you guys again in May if not sooner.

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

We were very rushed by a staff member at the gate when transferring from American Airlines to Fijian. Then the plane stayed put for ages anyhow! The plane was delayed and my bag sent to San Francisco instead of Fiji

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

We loved the steward on the plane. He made the night enjoyable

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports