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Caribbean Islands

$94+ Cheap flights from Greensboro (GSO) 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — SJU
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
1 adult, Economy
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Cheap flight deals from Greensboro to Caribbean Islands

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

Round-trip from

$295
(United Airlines)

One-way from

$94
(United Airlines)

Popular in

December

Cheapest in

March

Average price

$511
From Greensboro/H. Point to Caribbean Islands
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One-way flight from Greensboro/H. Point to Caribbean Islands
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Highest demand for flights based on searches. 11% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Greensboro to Caribbean Islands

Cheapest flights from Greensboro to Caribbean Islands
Explore the most affordable flight options available from Greensboro to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2025.

This United Airlines deal was found by Cheapflights users on 10/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:00 amGSO - NAS
1 stop7h 48mUnited Airlines
Wed 12/102:55 pmNAS - GSO
1 stop6h 05mUnited Airlines
Deal found 10/20$324
This Delta deal was found by Cheapflights users on 10/19. 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.
Thu 11/272:25 pmGSO - SJU
1 stop7h 48mDelta
Fri 12/56:38 pmSJU - GSO
1 stop6h 14mDelta
Deal found 10/19$365
This Kiwi.com deal was found by Cheapflights users on 10/19. 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.
Mon 11/249:11 pmGSO - SJU
2 stops25h 33mMultiple Airlines
Fri 12/510:45 amSJU - GSO
1 stop10h 46mMultiple Airlines
Deal found 10/19$377
This Delta deal was found by Cheapflights users on 10/19. 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 11/512:58 pmGSO - SDQ
2 stops23h 26mDelta
Fri 11/78:49 pmSDQ - GSO
2 stops17h 43mDelta
Deal found 10/19$381
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Wed 12/36:00 amGSO - NAS
1 stop5h 53mUnited Airlines
Wed 12/1012:55 pmNAS - GSO
1 stop8h 05mUnited Airlines
Deal found 10/19$405
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Wed 11/267:46 pmGSO - SJU
1 stop14h 26mAmerican Airlines
Tue 12/25:59 pmSJU - GSO
1 stop16h 45mAmerican Airlines
Deal found 10/19$405
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Tue 11/46:30 amGSO - PUJ
1 stop8h 32mUnited Airlines
Sat 11/812:56 pmPUJ - GSO
1 stop6h 50mUnited Airlines
Deal found 10/19$408
This United Airlines deal was found by Cheapflights users on 10/19. 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 10/307:55 pmGSO - PUJ
1 stop20h 30mUnited Airlines
Mon 11/312:56 pmPUJ - GSO
1 stop6h 50mUnited Airlines
Deal found 10/19$413
This Kiwi.com deal was found by Cheapflights users on 10/19. 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.
Mon 11/249:11 pmGSO - SJU
2 stops25h 33mMultiple Airlines
Thu 12/45:00 pmSJU - GSO
1 stop23h 30mMultiple Airlines
Deal found 10/19$417
This United Airlines deal was found by Cheapflights users on 10/19. 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 12/42:55 pmGSO - PUJ
1 stop25h 30mUnited Airlines
Thu 12/112:55 pmPUJ - GSO
1 stop30h 58mUnited Airlines
Deal found 10/19$421
This Delta deal was found by Cheapflights users on 10/19. 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 11/512:58 pmGSO - SDQ
2 stops23h 26mDelta
Tue 11/116:45 amSDQ - GSO
2 stops17h 24mDelta
Deal found 10/19$440
This Kiwi.com deal was found by Cheapflights users on 10/19. 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.
Mon 11/249:11 pmGSO - STT
1 stop16h 19mMultiple Airlines
Thu 11/273:25 pmSTT - GSO
1 stop25h 50mMultiple Airlines
Deal found 10/19$442

Cheapflights Fare Finder

 
Customize your flight search to find flights from Greensboro 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 October 20, 2025.
Use the filters below to find and compare flights from Greensboro to Caribbean Islands that are best for you.

Fly from

Greensboro

Fly to

Caribbean Islands

Route

Depart

Return

Price

GreensboroNassau

GSO - NAS

GSONAS

Greensboro/H. Point

Sun 1/25

8:00 am-3:22 pm

1 stop7h 22m

Nassau Intl

Fri 1/30

4:25 pm-11:03 pm

1 stop6h 38m

$295

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Wed 1/21

5:25 am-4:21 pm

2 stops9h 56m

Punta Cana

Mon 1/26

6:05 pm-11:53 pm

1 stop6h 48m

$322

GreensboroSanto Domingo

GSO - SDQ

GSOSDQ

Greensboro/H. Point

Thu 1/29

5:25 am-6:35 pm

2 stops12h 10m

Santo Domingo Las Americas

Tue 2/10

7:05 am-11:53 pm

2 stops17h 48m

$322

GreensboroNassau

GSO - NAS

GSONAS

Greensboro/H. Point

Mon 12/8

6:00 am-1:48 pm

1 stop7h 48m

Nassau Intl

Wed 12/10

2:55 pm-9:00 pm

1 stop6h 05m

$324

GreensboroSanto Domingo

GSO - SDQ

GSOSDQ

Greensboro/H. Point

Thu 1/29

6:00 am-3:06 pm

1 stop8h 06m

Santo Domingo Las Americas

Tue 2/10

2:53 pm-11:03 pm

1 stop9h 10m

$335

GreensboroSantiago de los Caballeros

GSO - STI

GSOSTI

Greensboro/H. Point

Wed 3/25

6:55 am-11:27 pm

2 stops16h 32m

Santiago de los Caballeros

Wed 4/1

6:00 am-11:53 pm

2 stops17h 53m

$362

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Thu 1/8

7:39 pm-10:48 am

1 stop14h 09m

San Juan Luis Munoz Marin Intl

Tue 1/13

7:00 am-9:18 pm

1 stop15h 18m

$365

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Thu 11/27

2:25 pm-11:13 pm

1 stop7h 48m

San Juan Luis Munoz Marin Intl

Fri 12/5

6:38 pm-11:52 pm

1 stop6h 14m

$365

GreensboroSanto Domingo

GSO - SDQ

GSOSDQ

Greensboro/H. Point

Wed 11/5

12:58 pm-1:24 pm

2 stops23h 26m

Santo Domingo Las Americas

Fri 11/7

3:56 pm-11:56 pm

1 stop9h 00m

$381

GreensboroSanto Domingo

GSO - SDQ

GSOSDQ

Greensboro/H. Point

Wed 11/5

4:05 pm-1:24 pm

2 stops20h 19m

Santo Domingo Las Americas

Sat 11/8

7:05 am-11:06 pm

2 stops17h 01m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

Showing 1-10 of 60 results
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Best time to book a flight from Greensboro to Caribbean Islands

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

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

Currently, January is the cheapest month in which you can book a flight from Greensboro to Caribbean Islands (average of $59). Flying from Greensboro to Caribbean Islands in December is currently the most expensive (average of $141). 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 GSO to EPX?

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

A simple way to save on the total cost of your ticket is to fly from Greensboro to Caribbean Islands at noon. If you’re flexible enough to do this you can expect to save up to 16% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from Greensboro to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Greensboro to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Greensboro to Caribbean Islands flight should consider departing on Tuesday evenings when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 20, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Greensboro 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
7,978 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,978 reviews
Delta
7.9
Good
7,978 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,991 reviews
Delta
7.9
Good
7,978 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,024 reviews
Delta
7.9
Good
7,978 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Greensboro 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 Greensboro to Caribbean Islands?

    If you book a flight to Caribbean Islands from Greensboro, you will be flying from Greensboro/H. Point, which is the city’s only airport. Greensboro/H. Point (GSO) is located 8.4 mi from the center of Greensboro.

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

    There are many flights that can get you from Greensboro to Caribbean Islands in 7h 22m. Fly via United Airlines, Delta, or American Airlines to get the fastest option. Greensboro and Caribbean Islands are separated by a distance of 778 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $94. Users have also found prices from $147 and $233 on Delta and American Airlines, respectively.

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

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Greensboro 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 Greensboro to Caribbean Islands?

    Currently, January is the cheapest month in which you can book a flight from Greensboro to Caribbean Islands (average of $59). Flying from Greensboro to Caribbean Islands in December is currently the most expensive (average of $141). 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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Top 4 airlines flying from Greensboro to Caribbean Islands

Discover the top 4 airlines that operate flights from Greensboro 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 October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$198Average$402FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$304Average$539FlexibilityNo cancel feeOn-time69%
DeltaCheapest$319Average$515FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$355Average$636FlexibilityNo cancel feeOn-time71%

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