HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$165+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Greenville to Caribbean with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 March 28, 2025.

Round-trip from

$335
(American Airlines)

One-way from

$165
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$560
From Greenville to Caribbean
Search Deals
One-way flight from Greenville to Caribbean
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

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 March 28, 2025.

This American Airlines deal was found by Cheapflights users on 3/27. 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 5/86:26 amGSP - SJU
1 stop14h 07mAmerican Airlines
Tue 5/1311:50 amSJU - GSP
1 stop5h 58mAmerican Airlines
Deal found 3/27$335
This Mytrip deal was found by Cheapflights users on 3/27. 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 4/253:55 pmGSP - SJU
1 stop25h 38mMultiple Airlines
Sun 4/272:12 amSJU - GSP
2 stops12h 53mMultiple Airlines
Deal found 3/27$355
This Mytrip deal was found by Cheapflights users on 3/27. 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.
Mon 4/283:55 pmGSP - MBJ
1 stop20h 00mMultiple Airlines
Sun 5/412:00 pmMBJ - GSP
1 stop26h 05mMultiple Airlines
Deal found 3/27$361
This Delta deal was found by Cheapflights users on 3/28. 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.
Thu 5/85:30 amGSP - SJU
1 stop6h 10mDelta
Tue 5/137:30 amSJU - GSP
1 stop6h 44mDelta
Deal found 3/28$399
This United Airlines deal was found by Cheapflights users on 3/27. 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.
Tue 5/276:00 amGSP - SJU
1 stop6h 34mUnited Airlines
Mon 6/21:05 amSJU - GSP
1 stop10h 01mUnited Airlines
Deal found 3/27$411
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 5/52:50 pmGSP - PUJ
1 stop20h 54mMultiple Airlines
Tue 5/136:34 pmPUJ - GSP
2 stops43h 19mMultiple Airlines
Deal found 3/26$412
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/318:35 pmGSP - NAS
1 stop12h 55mAmerican Airlines
Wed 6/412:05 pmNAS - GSP
1 stop5h 47mAmerican Airlines
Deal found 3/27$414
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Mon 5/58:35 pmGSP - PUJ
1 stop14h 00mAmerican Airlines
Tue 5/1312:58 pmPUJ - GSP
1 stop10h 20mAmerican Airlines
Deal found 3/26$435
This American Airlines deal was found by Cheapflights users on 3/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/258:35 pmGSP - PLS
1 stop13h 55mAmerican Airlines
Fri 5/3011:30 amPLS - GSP
1 stop8h 32mAmerican Airlines
Deal found 3/28$478
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/310:23 amGSP - SDQ
2 stops12h 17mAmerican Airlines
Thu 5/85:00 amSDQ - GSP
2 stops13h 05mAmerican Airlines
Deal found 3/27$479
This Delta deal was found by Cheapflights users on 3/27. 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.
Sun 4/277:05 amGSP - MBJ
1 stop4h 41mDelta
Thu 5/14:56 pmMBJ - GSP
1 stop5h 57mDelta
Deal found 3/27$483
This Delta deal was found by Cheapflights users on 3/26. 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.
Thu 5/86:30 amGSP - SDQ
1 stop6h 46mDelta
Mon 5/122:41 pmSDQ - GSP
1 stop9h 11mDelta
Deal found 3/26$485

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 March 28, 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

Thu 5/8

6:26 am-8:33 pm

1 stop14h 07m

San Juan Luis Munoz Marin Intl

Tue 5/13

11:50 am-5:48 pm

1 stop5h 58m

$335

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 4/25

3:55 pm-5:33 pm

1 stop25h 38m

San Juan Luis Munoz Marin Intl

Sun 4/27

2:12 am-3:05 pm

2 stops12h 53m

$355

GreenvilleMontego Bay

GSP - MBJ

GSPMBJ

Greenville

Mon 4/28

3:55 pm-10:55 am

1 stop20h 00m

Montego Bay Sangster Intl

Sun 5/4

12:00 pm-3:05 pm

1 stop26h 05m

$361

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Thu 5/8

5:30 am-11:40 am

1 stop6h 10m

San Juan Luis Munoz Marin Intl

Tue 5/13

7:30 am-2:14 pm

1 stop6h 44m

$399

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Tue 5/27

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Mon 6/2

1:05 am-11:06 am

1 stop10h 01m

$411

GreenvillePunta Cana

GSP - PUJ

GSPPUJ

Greenville

Mon 5/5

2:50 pm-11:44 am

1 stop20h 54m

Punta Cana

Tue 5/13

6:34 pm-1:53 pm

2 stops43h 19m

$412

GreenvilleNassau

GSP - NAS

GSPNAS

Greenville

Sat 5/31

8:35 pm-9:30 am

1 stop12h 55m

Nassau Intl

Wed 6/4

12:05 pm-5:52 pm

1 stop5h 47m

$414

GreenvillePunta Cana

GSP - PUJ

GSPPUJ

Greenville

Mon 5/5

8:35 pm-10:35 am

1 stop14h 00m

Punta Cana

Tue 5/13

12:58 pm-11:18 pm

1 stop10h 20m

$435

GreenvilleProvidenciales

GSP - PLS

GSPPLS

Greenville

Sun 5/25

8:35 pm-10:30 am

1 stop13h 55m

Providenciales

Fri 5/30

11:30 am-8:02 pm

1 stop8h 32m

$478

GreenvilleSanto Domingo

GSP - SDQ

GSPSDQ

Greenville

Sat 5/3

10:23 am-10:40 pm

2 stops12h 17m

Santo Domingo Las Americas

Thu 5/8

5:00 am-6:05 pm

2 stops13h 05m

$479

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 43 results
1
2
3
...
5

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 December is currently the most expensive (average of $336). 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 March 28, 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 March 28, 2025.
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.5
Good
1,395 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 ($165), Delta ($188), and Southwest ($279).

  • 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 - Nassau Intl or Greenville - Punta Cana.

  • 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 December is currently the most expensive (average of $336). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Greenville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Charlotte to John F Kennedy Intl flights
Charlotte to Newark flights
Charlotte to LaGuardia flights
Charlotte to Hobby flights
Charlotte to Fort Lauderdale flights
Charlotte to Denver flights
Charlotte to Boston flights
Charlotte to Seattle flights
Charlotte to George Bush Intcntl flights
Charlotte to Cancún flights
Charlotte to O'Hare Intl flights
Charlotte to Miami flights
Charlotte to Las Vegas flights
Charlotte to Orlando flights
Charlotte to Dulles Intl flights
Charlotte to Heathrow flights
Charlotte to Dallas/Fort Worth flights
Charleston to Seattle flights
Charlotte to Luis Munoz Marin Intl flights
Charlotte to Leonardo da Vinci/Fiumicino flights
Charlotte to Sky Harbor Intl flights
Charleston to John F Kennedy Intl flights
Charlotte to Los Angeles flights
Charlotte to Tampa flights
Charlotte to Detroit flights
Charleston to Newark flights
Charlotte to Punta Cana flights
Charlotte to Athens flights
Charlotte to San Francisco flights
Charlotte to Dublin flights
Charleston to Las Vegas flights
Charleston to O'Hare Intl flights
Charleston to LaGuardia flights
Charlotte to West Palm Beach flights
Charlotte to Baltimore flights
Charleston to Denver flights
Charleston to Fort Lauderdale flights
Charlotte to Nashville flights
Charlotte to Reagan-National flights
Charlotte to Cozumel flights
Charleston to Dulles Intl flights
Charlotte to Charles de Gaulle flights
Savannah to Newark flights
Charlotte to Madrid flights
Charlotte to Salt Lake City flights
Charlotte to Munich flights
Charlotte to Austin flights
Charlotte to New Orleans flights
Greenville to John F Kennedy Intl flights
Savannah to John F Kennedy Intl flights

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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$324Average$603FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$616FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$388Average$598FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.