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Caribbean Islands

$148+ 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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — SJU
Feb 18 — Feb 251
Wed 2/18
Wed 2/25
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 January 19, 2026.

Round-trip from

$331
(United Airlines)

One-way from

$166
(Delta)

Popular in

December

Cheapest in

March

Average price

$475
From Greensboro/H. Point to Caribbean Islands
Search Deals
One-way flight from Greensboro/H. Point to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($40 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 January 2026
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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 January 19, 2026.

This United Airlines deal was found by Cheapflights users on 1/18. 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.
Fri 4/106:00 am
GSO
-
PUJ
1 stop10h 30m
United Airlines
Thu 4/164:40 pm
PUJ
-
GSO
1 stop7h 04m
United Airlines
Deal found 1/18$331
This Kiwi.com deal was found by Cheapflights users on 1/17. 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 3/3010:01 pm
GSO
-
SJU
1 stop11h 56m
Multiple Airlines
Thu 4/212:59 am
SJU
-
GSO
1 stop20h 22m
Multiple Airlines
Deal found 1/17$331
This United Airlines deal was found by Cheapflights users on 1/17. 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.
Sat 7/116:00 am
GSO
-
MBJ
1 stop10h 10m
United Airlines
Wed 7/154:12 pm
MBJ
-
GSO
1 stop16h 32m
United Airlines
Deal found 1/17$336
This Delta deal was found by Cheapflights users on 1/18. 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 9/210:10 am
GSO
-
SJU
1 stop6h 25m
Delta
Tue 9/155:41 pm
SJU
-
GSO
1 stop6h 16m
Delta
Deal found 1/18$366
This United Airlines deal was found by Cheapflights users on 1/16. 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 5/116:00 am
GSO
-
MBJ
1 stop10h 10m
United Airlines
Fri 5/154:12 pm
MBJ
-
GSO
1 stop16h 35m
United Airlines
Deal found 1/16$372
This United Airlines deal was found by Cheapflights users on 1/18. 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.
Sat 4/2510:34 am
GSO
-
SJU
1 stop10h 00m
United Airlines
Wed 4/291:25 pm
SJU
-
GSO
1 stop8h 25m
United Airlines
Deal found 1/18$376
This United Airlines deal was found by Cheapflights users on 1/17. 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.
Sat 3/217:35 pm
GSO
-
PUJ
1 stop20h 50m
United Airlines
Thu 3/2611:56 am
PUJ
-
GSO
1 stop7h 04m
United Airlines
Deal found 1/17$383
This American Airlines deal was found by Cheapflights users on 1/17. 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 5/135:18 am
GSO
-
SJU
1 stop5h 30m
American Airlines
Tue 5/197:25 am
SJU
-
GSO
1 stop7h 04m
American Airlines
Deal found 1/17$386
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 3/610:01 pm
GSO
-
SJU
1 stop11h 16m
Multiple Airlines
Thu 3/121:45 am
SJU
-
GSO
1 stop14h 17m
Multiple Airlines
Deal found 1/18$389
This United Airlines deal was found by Cheapflights users on 1/18. 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.
Sat 4/256:00 am
GSO
-
SJU
1 stop6h 34m
United Airlines
Tue 4/287:20 am
SJU
-
GSO
1 stop6h 59m
United Airlines
Deal found 1/18$394
This Delta deal was found by Cheapflights users on 1/18. 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 4/194:34 pm
GSO
-
SJU
1 stop6h 20m
Delta
Thu 4/236:15 am
SJU
-
GSO
1 stop10h 58m
Delta
Deal found 1/18$401
This American Airlines deal was found by Cheapflights users on 1/18. 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 3/215:00 pm
GSO
-
SJU
1 stop12h 28m
American Airlines
Tue 3/246:00 am
SJU
-
GSO
1 stop16h 59m
American Airlines
Deal found 1/18$411

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 January 19, 2026.
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

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Fri 4/10

6:00 am-4:30 pm

1 stop10h 30m

Punta Cana

Thu 4/16

4:40 pm-11:44 pm

1 stop7h 04m

$331

GreensboroMontego Bay

GSO - MBJ

GSOMBJ

Greensboro/H. Point

Sat 7/11

6:00 am-3:10 pm

1 stop10h 10m

Montego Bay Sangster Intl

Wed 7/15

4:12 pm-9:44 am

1 stop16h 32m

$336

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Tue 3/24

5:19 am-11:46 am

1 stop6h 27m

San Juan Luis Munoz Marin Intl

Tue 3/31

2:44 pm-11:59 pm

1 stop9h 15m

$366

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Sat 4/25

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Wed 4/29

7:20 am-2:19 pm

1 stop6h 59m

$376

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Wed 5/13

6:45 am-6:06 pm

1 stop11h 21m

San Juan Luis Munoz Marin Intl

Tue 5/19

7:25 am-2:29 pm

1 stop7h 04m

$386

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Sat 4/11

5:19 am-10:50 am

1 stop5h 31m

San Juan Luis Munoz Marin Intl

Wed 4/15

6:15 am-5:13 pm

1 stop10h 58m

$386

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Sun 4/19

4:34 pm-10:54 pm

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Thu 4/23

6:15 am-5:13 pm

1 stop10h 58m

$401

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Sat 5/9

6:55 pm-10:48 am

1 stop15h 53m

San Juan Luis Munoz Marin Intl

Sat 5/16

7:25 am-1:57 pm

1 stop6h 32m

$411

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Fri 2/27

12:24 pm-11:58 pm

1 stop10h 34m

San Juan Luis Munoz Marin Intl

Tue 3/3

6:15 am-4:30 pm

1 stop11h 15m

$416

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Thu 2/26

5:28 am-9:49 pm

1 stop15h 21m

San Juan Luis Munoz Marin Intl

Mon 3/2

7:00 am-11:00 pm

1 stop17h 00m

$426

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 57 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, February is the cheapest month in which you can book a flight from Greensboro to Caribbean Islands (average of $99). Flying from Greensboro to Caribbean Islands in September is currently the most expensive (average of $191). 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.

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 January 19, 2026.
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
8,075 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,075 reviews
Delta
7.9
Good
8,075 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,176 reviews
Delta
7.9
Good
8,075 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,160 reviews
Delta
7.9
Good
8,075 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 6h 27m. Fly via United Airlines, Delta, or American Airlines to get the fastest option. Greensboro and Caribbean Islands are separated by a distance of 1486 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 $145. Users have also found prices from $155 and $198 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, February is the cheapest month in which you can book a flight from Greensboro to Caribbean Islands (average of $99). Flying from Greensboro to Caribbean Islands in September is currently the most expensive (average of $191). 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 5 airlines flying from Greensboro to Caribbean Islands

Discover the top 5 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 January 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$99Average$374FlexibilityNo cancel feeOn-time62%
DeltaCheapest$145Average$521FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$198Average$402FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$304Average$555FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$355Average$608FlexibilityNo cancel feeOn-time71%

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