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$172+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$339
(Southwest)

One-way from

$173
(Southwest)

Popular in

December

Cheapest in

May

Average price

$565
From Greenville to Caribbean
Search Deals
One-way flight from Greenville to Caribbean
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This Southwest deal was found by Cheapflights users on 7/29. 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.
Tue 11/187:40 amGSP - SJU
2 stops12h 50mSouthwest
Tue 11/255:35 amSJU - GSP
2 stops11h 05mSouthwest
Deal found 7/29$339
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Tue 11/188:21 amGSP - SJU
1 stop11h 27mAmerican Airlines
Tue 11/252:05 pmSJU - GSP
1 stop10h 53mAmerican Airlines
Deal found 7/29$345
This Delta deal was found by Cheapflights users on 7/29. 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 9/302:33 pmGSP - SJU
1 stop7h 27mDelta
Mon 10/65:43 pmSJU - GSP
1 stop6h 11mDelta
Deal found 7/29$400
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Sun 9/76:08 amGSP - SJU
1 stop7h 37mUnited Airlines
Tue 9/91:05 amSJU - GSP
1 stop7h 46mUnited Airlines
Deal found 7/29$413
This American Airlines deal was found by Cheapflights users on 7/29. 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 8/287:15 pmGSP - STT
2 stops17h 35mAmerican Airlines
Thu 9/45:10 pmSTT - GSP
2 stops20h 32mAmerican Airlines
Deal found 7/29$459
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Thu 8/219:24 pmGSP - STT
3 stops37h 49mMultiple Airlines
Sun 8/2412:18 pmSTT - GSP
2 stops20h 30mMultiple Airlines
Deal found 7/30$465
This Delta deal was found by Cheapflights users on 7/30. 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 10/217:52 amGSP - NAS
1 stop3h 59mDelta
Sat 10/254:50 pmNAS - GSP
1 stop7h 04mDelta
Deal found 7/30$476
This American Airlines deal was found by Cheapflights users on 7/30. 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 9/135:20 pmGSP - NAS
1 stop19h 45mAmerican Airlines
Sat 9/202:09 pmNAS - GSP
1 stop8h 49mAmerican Airlines
Deal found 7/30$482
This American Airlines deal was found by Cheapflights users on 7/30. 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 8/296:05 pmGSP - PUJ
1 stop18h 49mAmerican Airlines
Tue 9/21:50 pmPUJ - GSP
1 stop9h 45mAmerican Airlines
Deal found 7/30$483
This Mytrip deal was found by Cheapflights users on 7/29. 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.
Sun 9/73:12 pmGSP - SJU
3 stops22h 59mMultiple Airlines
Wed 9/103:19 pmSJU - GSP
3 stops29h 25mMultiple Airlines
Deal found 7/29$503
This United Airlines deal was found by Cheapflights users on 7/30. 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 11/206:00 amGSP - MBJ
1 stop8h 29mUnited Airlines
Wed 11/263:36 pmMBJ - GSP
1 stop8h 20mUnited Airlines
Deal found 7/30$513
This Delta deal was found by Cheapflights users on 7/28. 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.
Mon 9/297:35 amGSP - STT
1 stop5h 58mDelta
Wed 10/12:43 pmSTT - GSP
1 stop8h 51mDelta
Deal found 7/28$519

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 July 31, 2025.
Use the filters below to find and compare flights from Greenville to Caribbean that are best for you.

Fly from

Greenville

Fly to

Caribbean

Route

Depart

Return

Price

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Tue 11/18

7:40 am-9:30 pm

2 stops12h 50m

San Juan Luis Munoz Marin Intl

Tue 11/25

5:35 am-3:40 pm

2 stops11h 05m

$339

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Tue 11/18

8:21 am-8:48 pm

1 stop11h 27m

San Juan Luis Munoz Marin Intl

Tue 11/25

2:05 pm-11:58 pm

1 stop10h 53m

$345

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Tue 9/30

2:33 pm-10:00 pm

1 stop7h 27m

San Juan Luis Munoz Marin Intl

Mon 10/6

5:43 pm-11:54 pm

1 stop6h 11m

$400

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sun 9/7

6:08 am-1:45 pm

1 stop7h 37m

San Juan Luis Munoz Marin Intl

Tue 9/9

1:05 am-8:51 am

1 stop7h 46m

$413

GreenvillePunta Cana

GSP - PUJ

GSPPUJ

Greenville

Tue 1/13

5:45 am-12:40 pm

1 stop5h 55m

Punta Cana

Thu 1/22

3:45 pm-9:22 pm

1 stop6h 37m

$459

GreenvilleSaint Thomas Island

GSP - STT

GSPSTT

Greenville

Thu 8/28

7:15 pm-12:50 pm

2 stops17h 35m

Saint Thomas Island Cyril E King

Thu 9/4

5:10 pm-1:42 pm

2 stops20h 32m

$459

GreenvilleSaint Thomas Island

GSP - STT

GSPSTT

Greenville

Thu 8/21

9:24 pm-11:13 am

3 stops37h 49m

Saint Thomas Island Cyril E King

Sun 8/24

12:18 pm-8:48 am

2 stops20h 30m

$465

GreenvilleNassau

GSP - NAS

GSPNAS

Greenville

Tue 10/21

7:52 am-11:51 am

1 stop3h 59m

Nassau Intl

Sat 10/25

4:50 pm-11:54 pm

1 stop7h 04m

$476

GreenvilleNassau

GSP - NAS

GSPNAS

Greenville

Sat 9/13

5:20 pm-1:05 pm

1 stop19h 45m

Nassau Intl

Sat 9/20

2:09 pm-10:58 pm

1 stop8h 49m

$482

GreenvillePunta Cana

GSP - PUJ

GSPPUJ

Greenville

Fri 8/29

6:05 pm-12:54 pm

1 stop18h 49m

Punta Cana

Tue 9/2

1:50 pm-11:35 pm

1 stop9h 45m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 46 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.

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, 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 June is currently the most expensive (average of $339). 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 July 31, 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.

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 July 31, 2025.
Read through reviews of airlines operating flights from Greenville to Caribbean, such as Southwest, Delta, and LATAM Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
LATAM Airlines
7.5
Good
1,822 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 Southwest ($173), Delta ($218), and American Airlines ($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 - Saint Thomas Island Cyril E King or Greenville - Nassau Intl.

  • 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 June is currently the most expensive (average of $339). 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$324Average$576FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$618FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$345Average$554FlexibilityNo cancel feeOn-time69%

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