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$99+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Greenville to Caribbean

Keep the following information in mind while searching for Greenville to Caribbean flight deals. Data was last updated February 20, 2025.

Round-trip from

$263
(Mytrip)

One-way from

$99
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$488
From Greenville to Caribbean
Search Deals
One-way flight from Greenville to Caribbean
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find 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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/259:08 pmGSP - SJU
2 stops21h 36mMultiple Airlines
Sun 4/272:26 amSJU - GSP
2 stops18h 02mMultiple Airlines
Deal found 2/19$263
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/283:42 pmGSP - SJU
1 stop6h 20mDelta
Tue 6/37:30 amSJU - GSP
1 stop7h 26mDelta
Deal found 2/19$335
This American Airlines deal was found by Cheapflights users on 2/19. 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 5/178:35 pmGSP - SJU
1 stop14h 30mAmerican Airlines
Sat 5/247:15 amSJU - GSP
1 stop16h 32mAmerican Airlines
Deal found 2/19$389
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 3/2010:11 pmGSP - SDQ
2 stops14h 16mMultiple Airlines
Thu 3/272:59 pmSDQ - GSP
1 stop29h 29mMultiple Airlines
Deal found 2/19$406
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/66:00 amGSP - STT
1 stop6h 56mUnited Airlines
Mon 3/1012:05 pmSTT - GSP
1 stop6h 46mUnited Airlines
Deal found 2/19$416
This United deal was found by Cheapflights users on 2/19. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/306:00 amGSP - SJU
1 stop6h 34mUnited Airlines
Fri 5/21:05 amSJU - GSP
1 stop9h 33mUnited Airlines
Deal found 2/19$445
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/255:47 amGSP - PUJ
1 stop5h 38mDelta
Tue 4/82:40 pmPUJ - GSP
1 stop8h 58mDelta
Deal found 2/19$448
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/282:28 pmGSP - AUA
1 stop24h 12mMultiple Airlines
Sun 3/24:47 pmAUA - GSP
1 stop21h 51mMultiple Airlines
Deal found 2/20$450
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Wed 6/119:46 pmGSP - MBJ
1 stop15h 59mMultiple Airlines
Sun 6/153:05 pmMBJ - GSP
1 stop28h 28mMultiple Airlines
Deal found 2/19$452
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/162:50 pmGSP - NAS
1 stop25h 35mMultiple Airlines
Fri 5/237:15 amNAS - GSP
1 stop10h 11mMultiple Airlines
Deal found 2/20$456
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/298:38 pmGSP - STT
2 stops14h 57mAmerican Airlines
Mon 4/75:50 pmSTT - GSP
2 stops18h 41mAmerican Airlines
Deal found 2/19$459
This Southwest deal was found by Cheapflights users on 2/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3112:00 pmGSP - SJU
2 stops8h 00mSouthwest
Sat 4/55:35 amSJU - GSP
2 stops12h 55mSouthwest
Deal found 2/19$469

Find flights from Greenville to Caribbean within your budget

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 February 20, 2025.

Fly from

Greenville

Fly to

Caribbean

Route

Depart

Return

Price

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 4/25

9:08 pm-6:44 pm

2 stops21h 36m

San Juan Luis Munoz Marin Intl

Sun 4/27

2:26 am-8:28 pm

2 stops18h 02m

$263

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Wed 5/28

3:42 pm-10:02 pm

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Tue 6/3

7:30 am-2:56 pm

1 stop7h 26m

$335

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sat 5/17

8:35 pm-11:05 am

1 stop14h 30m

San Juan Luis Munoz Marin Intl

Sat 5/24

7:15 am-11:47 pm

1 stop16h 32m

$389

GreenvilleSanto Domingo

GSP - SDQ

GSPSDQ

Greenville

Thu 3/20

10:11 pm-12:27 pm

2 stops14h 16m

Santo Domingo Las Americas

Thu 3/27

2:59 pm-8:28 pm

1 stop29h 29m

$406

GreenvilleSaint Thomas Island

GSP - STT

GSPSTT

Greenville

Thu 3/6

6:00 am-1:56 pm

1 stop6h 56m

Saint Thomas Island Cyril E King

Mon 3/10

12:05 pm-6:51 pm

1 stop6h 46m

$416

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Wed 4/30

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Fri 5/2

1:05 am-10:38 am

1 stop9h 33m

$445

GreenvillePunta Cana

GSP - PUJ

GSPPUJ

Greenville

Tue 3/25

5:47 am-11:25 am

1 stop5h 38m

Punta Cana

Tue 4/8

2:40 pm-11:38 pm

1 stop8h 58m

$448

GreenvilleNassau

GSP - NAS

GSPNAS

Greenville

Fri 5/16

2:50 pm-4:25 pm

1 stop25h 35m

Nassau Intl

Fri 5/23

7:15 am-5:26 pm

1 stop10h 11m

$456

GreenvilleSaint Thomas Island

GSP - STT

GSPSTT

Greenville

Sat 3/29

8:38 pm-11:35 am

2 stops14h 57m

Saint Thomas Island Cyril E King

Mon 4/7

5:50 pm-12:31 pm

2 stops18h 41m

$459

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Mon 3/31

12:00 pm-8:00 pm

2 stops8h 00m

San Juan Luis Munoz Marin Intl

Sat 4/5

5:35 am-6:30 pm

2 stops12h 55m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 39 results
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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.

Travel insights for flights from Greenville to Caribbean

Get recent, data-driven insights about flights from Greenville to Caribbean including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $254). Flying from Greenville to Caribbean in March is currently the most expensive (average of $363). 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.

What is the cheapest time of day to fly from GSP to CB?

Find hourly flight availability from Greenville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

When flying from Greenville to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 February 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Avelo Airlines
7.5
Good
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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.

  • 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 American Airlines ($155), Avelo Airlines ($195), and Southwest ($222).

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

    The most popular route from Greenville to Caribbean is Greenville - San Juan Luis Munoz Marin Intl. You may also consider Greenville - Punta Cana or Greenville - Castries Hewanorra.

  • 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, September is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $254). Flying from Greenville to Caribbean in March is currently the most expensive (average of $363). 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

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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.
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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$324Average$618FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$615FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$388Average$597FlexibilityNo cancel feeOn-time69%
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