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Caribbean Islands

$134+ Cheap flights from Greenville (GSP) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap flight deals from Greenville to Caribbean Islands

Keep the following information in mind while searching for Greenville to Caribbean Islands flight deals. Data was last updated January 15, 2026.

Round-trip from

$259
(Kiwi.com)

One-way from

$134
(Kiwi.com)

Popular in

November

Cheapest in

May

Average price

$516
From Greenville to Caribbean Islands
Search Deals
One-way flight from Greenville to Caribbean Islands
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Highest demand for flights based on searches. 5% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Greenville to Caribbean Islands

Cheapest flights from Greenville to Caribbean Islands
Explore the most affordable flight options available from Greenville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/29:48 am
GSP
-
SJU
1 stop28h 47m
Multiple Airlines
Thu 2/58:05 pm
SJU
-
GSP
1 stop24h 33m
Multiple Airlines
Deal found 1/14$259
This Kiwi.com deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/234:07 pm
GSP
-
SJU
1 stop9h 18m
Multiple Airlines
Fri 2/276:00 am
SJU
-
GSP
1 stop14h 38m
Multiple Airlines
Deal found 1/14$284
This Kiwi.com deal was found by Cheapflights users on 1/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/256:45 pm
GSP
-
SJU
1 stop19h 50m
Multiple Airlines
Sat 2/72:59 am
SJU
-
GSP
2 stops30h 59m
Multiple Airlines
Deal found 1/12$315
This Kiwi.com deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/18:18 pm
GSP
-
SJU
1 stop12h 29m
Multiple Airlines
Sat 5/97:05 pm
SJU
-
GSP
1 stop13h 38m
Multiple Airlines
Deal found 1/14$317
This Kiwi.com deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/304:39 pm
GSP
-
SJU
1 stop16h 08m
Multiple Airlines
Sat 1/317:00 pm
SJU
-
GSP
2 stops22h 55m
Multiple Airlines
Deal found 1/13$319
This Kiwi.com deal was found by Cheapflights users on 1/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/264:39 pm
GSP
-
SJU
1 stop16h 08m
Multiple Airlines
Mon 2/96:00 am
SJU
-
GSP
1 stop14h 38m
Multiple Airlines
Deal found 1/12$328
This Kiwi.com deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/304:39 pm
GSP
-
SJU
1 stop16h 08m
Multiple Airlines
Sun 2/14:40 pm
SJU
-
GSP
1 stop17h 18m
Multiple Airlines
Deal found 1/13$358
This Kiwi.com deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/304:39 pm
GSP
-
PUJ
2 stops22h 57m
Multiple Airlines
Sun 2/111:35 am
PUJ
-
GSP
1 stop5h 44m
Multiple Airlines
Deal found 1/14$395
This Kiwi.com deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/226:45 pm
GSP
-
PUJ
1 stop20h 51m
Multiple Airlines
Sun 1/255:47 pm
PUJ
-
GSP
1 stop16h 11m
Multiple Airlines
Deal found 1/14$396
This Kiwi.com deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/292:57 pm
GSP
-
SDQ
1 stop18h 44m
Multiple Airlines
Sat 4/42:59 am
SDQ
-
GSP
1 stop12h 48m
Multiple Airlines
Deal found 1/14$412
This Kiwi.com deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/123:37 pm
GSP
-
SDQ
2 stops33h 13m
Multiple Airlines
Thu 2/193:32 pm
SDQ
-
GSP
1 stop27h 00m
Multiple Airlines
Deal found 1/15$423
This Kiwi.com deal was found by Cheapflights users on 1/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/81:16 pm
GSP
-
PUJ
1 stop5h 34m
Multiple Airlines
Wed 3/114:47 pm
PUJ
-
GSP
1 stop23h 09m
Multiple Airlines
Deal found 1/12$437

Cheapflights Fare Finder

 
Customize your flight search to find flights from Greenville to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 15, 2026.
Use the filters below to find and compare flights from Greenville to Caribbean Islands that are best for you.

Fly from

Greenville

Fly to

Caribbean Islands

Route

Depart

Return

Price

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sun 1/25

6:45 pm-3:35 pm

1 stop19h 50m

San Juan Luis Munoz Marin Intl

Sat 2/7

2:59 am-8:58 am

2 stops30h 59m

$315

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 1/30

4:39 pm-9:47 am

1 stop16h 08m

San Juan Luis Munoz Marin Intl

Sat 1/31

4:40 pm-4:55 pm

1 stop25h 15m

$333

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 1/30

4:39 pm-9:47 am

1 stop16h 08m

San Juan Luis Munoz Marin Intl

Sun 2/1

4:40 pm-8:58 am

1 stop17h 18m

$358

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 2/20

8:18 pm-10:17 am

1 stop12h 59m

San Juan Luis Munoz Marin Intl

Mon 2/23

7:00 am-8:07 pm

1 stop14h 07m

$359

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 3/6

8:18 pm-12:38 am

2 stops27h 20m

San Juan Luis Munoz Marin Intl

Fri 3/13

7:00 am-7:38 pm

1 stop12h 38m

$376

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sun 7/12

8:08 pm-9:33 am

1 stop13h 25m

San Juan Luis Munoz Marin Intl

Wed 7/15

6:00 am-7:36 pm

1 stop13h 36m

$386

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Mon 2/23

12:30 pm-12:40 am

2 stops11h 10m

San Juan Luis Munoz Marin Intl

Fri 2/27

6:00 am-7:05 pm

2 stops14h 05m

$387

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Wed 4/15

1:55 pm-10:40 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

Sun 4/19

5:00 am-1:10 pm

1 stop8h 10m

$391

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 5/29

8:08 pm-10:55 am

1 stop14h 47m

San Juan Luis Munoz Marin Intl

Tue 6/2

6:00 am-7:36 pm

1 stop13h 36m

$395

GreenvillePunta Cana

GSP - PUJ

GSPPUJ

Greenville

Fri 1/30

4:39 pm-4:36 pm

2 stops22h 57m

Punta Cana

Sun 2/1

11:35 am-4:19 pm

1 stop5h 44m

$395

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 45 results
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Best time to book a flight from Greenville to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Greenville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Greenville to Caribbean Islands

What is the cheapest month to book a flight from Greenville to Caribbean Islands?

Currently, April is the cheapest month in which you can book a flight from Greenville to Caribbean Islands (average of $104). Flying from Greenville to Caribbean Islands in October is currently the most expensive (average of $286). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated January 15, 2026.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Greenville to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,048 reviews

Overall

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,048 reviews
Delta
7.9
Good
8,048 reviews

Overall

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,163 reviews
Delta
7.9
Good
8,048 reviews

Overall

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,129 reviews
Delta
7.9
Good
8,048 reviews

Overall

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Greenville to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Greenville to Caribbean Islands?

    If you book a flight to Caribbean Islands from Greenville, you will be flying from Greenville, which is the city’s only airport. Greenville (GSP) is located 10.4 mi from the center of Greenville.

  • How long is the flight from Greenville to Caribbean Islands?

    Airlines like Southwest, American Airlines, and Delta fly from Greenville to Caribbean Islands in about 6h 20m. The time it takes to get you to your destination can typically vary by up to 13h 02m. The distance between Greenville and Caribbean Islands is about 2069 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Greenville to Caribbean Islands?

    The most popular route from Greenville to Caribbean Islands is Greenville - Punta Cana. You may also consider Greenville - San Juan Luis Munoz Marin Intl or Greenville - Saint Thomas Island Cyril E King.

  • Can I find deals for flights from Greenville to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Greenville to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Greenville to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Greenville to Caribbean Islands.

  • Can I find deals for business class flights from Greenville to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Greenville to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Greenville to Caribbean Islands?

    Currently, April is the cheapest month in which you can book a flight from Greenville to Caribbean Islands (average of $104). Flying from Greenville to Caribbean Islands in October is currently the most expensive (average of $286). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Greenville to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Greenville to Caribbean Islands

Discover the top 3 airlines that operate flights from Greenville to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$335Average$581FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$345Average$543FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$355Average$625FlexibilityNo cancel feeOn-time71%

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