Caribbean

$170+ Cheap flights from Greenville (GSP) to Caribbean

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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Jul 10 — Jul 171
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Cheap flight deals from Greenville to Caribbean

Cheapest flights from Greenville to Caribbean
Explore the most affordable flight options available from Greenville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/9. 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 8/244:55 pm
GSP
-
SJU
1 stop23h 03m
Multiple Airlines
Mon 8/316:00 am
SJU
-
GSP
1 stop10h 44m
Multiple Airlines
Deal found 6/9$275
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
GSP
-
SJU
1 stop15h 55m
American Airlines
Sat 8/2910:33 am
SJU
-
GSP
1 stop7h 37m
American Airlines
Deal found 6/8$280
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 8/103:13 pm
GSP
-
SJU
1 stop9h 28m
Multiple Airlines
Fri 8/146:00 am
SJU
-
GSP
1 stop10h 07m
Multiple Airlines
Deal found 6/6$281
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 9/68:37 am
GSP
-
SJU
1 stop7h 21m
Multiple Airlines
Thu 9/105:12 pm
SJU
-
GSP
1 stop25h 18m
Multiple Airlines
Deal found 6/7$298
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Tue 8/1111:07 am
GSP
-
SJU
1 stop13h 34m
Multiple Airlines
Fri 8/146:00 am
SJU
-
GSP
1 stop10h 07m
Multiple Airlines
Deal found 6/9$304
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 9/68:37 am
GSP
-
SJU
1 stop7h 21m
Multiple Airlines
Sun 9/135:12 pm
SJU
-
GSP
1 stop21h 16m
Multiple Airlines
Deal found 6/7$309
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 8/214:55 pm
GSP
-
SJU
1 stop23h 03m
Multiple Airlines
Sun 8/308:33 am
SJU
-
GSP
1 stop24h 45m
Multiple Airlines
Deal found 6/9$321
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 9/73:18 pm
GSP
-
SJU
1 stop24h 40m
Multiple Airlines
Sun 9/135:12 pm
SJU
-
GSP
1 stop21h 16m
Multiple Airlines
Deal found 6/7$322
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 8/144:57 pm
GSP
-
SJU
1 stop23h 14m
Multiple Airlines
Thu 8/206:00 am
SJU
-
GSP
2 stops13h 39m
Multiple Airlines
Deal found 6/5$324
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 9/1010:07 am
GSP
-
SJU
1 stop13h 50m
Multiple Airlines
Sun 9/135:12 pm
SJU
-
GSP
1 stop21h 16m
Multiple Airlines
Deal found 6/7$333
This American Airlines deal was found by Cheapflights users on 6/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:00 am
GSP
-
MBJ
1 stop6h 42m
American Airlines
Thu 12/34:23 pm
MBJ
-
GSP
1 stop7h 36m
American Airlines
Deal found 6/5$352
This American Airlines deal was found by Cheapflights users on 6/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:05 pm
GSP
-
MBJ
2 stops17h 37m
American Airlines
Tue 8/252:37 pm
MBJ
-
GSP
2 stops18h 47m
American Airlines
Deal found 6/6$367

Find flight deals from Greenville to Caribbean

Keep the following information in mind while searching for Greenville to Caribbean flight deals. Data was last updated June 10, 2026.

Round-trip from

$275
(Kiwi.com)

One-way from

$170
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$656
From Greenville to Caribbean
One-way flight from Greenville to Caribbean
Highest demand for flights based on searches. 8% potential increase in price ($56 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Greenville to Caribbean 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 June 10, 2026.
Use the filters below to find and compare flights from Greenville to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GreenvilleMontego Bay

GSP - MBJ

GSPMBJ

Greenville

Fri 11/27

6:00 am-12:42 pm

1 stop6h 42m

Montego Bay Sangster Intl

Thu 12/3

4:23 pm-11:59 pm

1 stop7h 36m

$352

GreenvilleMontego Bay

GSP - MBJ

GSPMBJ

Greenville

Fri 10/16

5:40 am-3:34 pm

1 stop10h 54m

Montego Bay Sangster Intl

Mon 10/19

2:45 pm-11:37 pm

1 stop7h 52m

$362

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Mon 8/24

1:05 pm-11:50 pm

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Mon 8/31

6:00 am-4:05 pm

2 stops10h 05m

$378

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sun 11/8

12:00 pm-10:59 pm

1 stop9h 59m

San Juan Luis Munoz Marin Intl

Fri 11/13

7:00 am-1:08 pm

1 stop7h 08m

$396

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Wed 10/28

12:45 pm-10:15 pm

2 stops9h 30m

San Juan Luis Munoz Marin Intl

Wed 11/4

2:25 pm-7:45 pm

1 stop6h 20m

$416

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Mon 8/10

1:05 pm-11:05 pm

2 stops10h 00m

San Juan Luis Munoz Marin Intl

Fri 8/14

11:35 am-9:35 pm

2 stops10h 00m

$416

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Tue 8/11

11:00 am-7:00 pm

2 stops8h 00m

San Juan Luis Munoz Marin Intl

Tue 8/18

8:20 am-4:45 pm

2 stops8h 25m

$416

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sat 8/15

6:30 am-2:44 pm

1 stop8h 14m

San Juan Luis Munoz Marin Intl

Sat 8/22

7:00 am-4:50 pm

1 stop9h 50m

$426

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sat 8/22

8:40 am-9:55 pm

1 stop13h 15m

San Juan Luis Munoz Marin Intl

Sun 8/30

6:35 am-6:20 pm

2 stops11h 45m

$436

GreenvilleMontego Bay

GSP - MBJ

GSPMBJ

Greenville

Mon 8/24

7:05 pm-1:51 pm

2 stops19h 46m

Montego Bay Sangster Intl

Fri 8/28

5:08 pm-10:02 am

2 stops15h 54m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Greenville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, March is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $114). Flying from Greenville to Caribbean in February is currently the most expensive (average of $385). 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.

How far ahead should I book a flight from Greenville to Caribbean?

Booking 67 days in advance of your planned departure date is, on average, the best time to get cheap flights from Greenville to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated June 10, 2026.
Read through reviews of airlines operating flights from Greenville to Caribbean, such as Southwest,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Related info for your journey

Find useful and relevant information for your journey from Greenville to Caribbean. 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?

    If you book a flight to Caribbean 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?

    There are many flights that can get you from Greenville to Caribbean in 6h 42m. Fly via American Airlines, Delta, or Southwest to get the fastest option. Airlines will cover a distance of 1162 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Greenville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Greenville to Caribbean are Delta ($164), American Airlines ($213), and United Airlines ($295).

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Greenville to Caribbean 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?

    Currently, March is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $114). Flying from Greenville to Caribbean in February is currently the most expensive (average of $385). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Greenville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Greenville to Caribbean

Discover the top 3 airlines that operate flights from Greenville to Caribbean. 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 June 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$208Average$560FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$385Average$645FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$415Average$556FlexibilityNo cancel feeOn-time63%

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