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$108+ Cheap flights from Greensboro (GSO) 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 3/22. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — SJU
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Greensboro to Caribbean

Cheapest flights from Greensboro to Caribbean
Explore the most affordable flight options available from Greensboro to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:35 pm
GSO
-
SXM
1 stop17h 15m
United Airlines
Mon 3/303:50 pm
SXM
-
GSO
1 stop7h 54m
United Airlines
Deal found 1/26$305
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2310:01 pm
GSO
-
SJU
1 stop16h 08m
Multiple Airlines
Mon 4/137:00 am
SJU
-
GSO
1 stop9h 02m
Multiple Airlines
Deal found 1/27$310
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2010:01 pm
GSO
-
SJU
1 stop10h 52m
Multiple Airlines
Sun 4/121:45 am
SJU
-
GSO
1 stop14h 17m
Multiple Airlines
Deal found 1/27$311
This United Airlines deal was found by Cheapflights users on 1/25. 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 5/26:15 am
GSO
-
NAS
1 stop8h 42m
United Airlines
Tue 5/122:35 pm
NAS
-
GSO
1 stop7h 24m
United Airlines
Deal found 1/25$318
This Delta deal was found by Cheapflights users on 1/26. 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.
Mon 2/95:20 am
GSO
-
PUJ
1 stop9h 10m
Delta
Thu 2/123:50 pm
PUJ
-
GSO
1 stop7h 16m
Delta
Deal found 1/26$329
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 3/1610:01 pm
GSO
-
SJU
1 stop10h 52m
Multiple Airlines
Thu 3/263:18 am
SJU
-
GSO
1 stop12h 44m
Multiple Airlines
Deal found 1/26$334
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:15 am
GSO
-
AUA
1 stop9h 05m
United Airlines
Fri 5/154:30 pm
AUA
-
GSO
1 stop17h 17m
United Airlines
Deal found 1/26$337
This United Airlines deal was found by Cheapflights users on 1/25. 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 5/46:15 am
GSO
-
NAS
1 stop7h 18m
United Airlines
Tue 5/122:35 pm
NAS
-
GSO
1 stop7h 24m
United Airlines
Deal found 1/25$337
This United Airlines deal was found by Cheapflights users on 1/25. 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 1/306:00 am
GSO
-
SDQ
1 stop6h 41m
United Airlines
Wed 2/114:18 pm
SDQ
-
GSO
1 stop7h 45m
United Airlines
Deal found 1/25$338
This United Airlines deal was found by Cheapflights users on 1/25. 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 4/246:00 am
GSO
-
PUJ
1 stop10h 30m
United Airlines
Fri 5/14:40 pm
PUJ
-
GSO
1 stop17h 07m
United Airlines
Deal found 1/25$342
This Delta deal was found by Cheapflights users on 1/26. 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.
Wed 2/2512:24 pm
GSO
-
SJU
1 stop10h 34m
Delta
Wed 3/47:30 am
SJU
-
GSO
1 stop10h 00m
Delta
Deal found 1/26$366
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:00 am
GSO
-
SXM
1 stop8h 51m
United Airlines
Thu 3/193:55 pm
SXM
-
GSO
1 stop27h 05m
United Airlines
Deal found 1/26$367

Find flight deals from Greensboro to Caribbean

Keep the following information in mind while searching for Greensboro to Caribbean flight deals. Data was last updated January 27, 2026.

Round-trip from

$305
(United Airlines)

One-way from

$108
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$475
From Greensboro/H. Point to Caribbean
Search Deals
One-way flight from Greensboro/H. Point to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Greensboro 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 January 27, 2026.
Use the filters below to find and compare flights from Greensboro to Caribbean that are best for you.

Fly from

Greensboro

Fly to

Caribbean

Route

Depart

Return

Price

GreensboroSimpson Bay

GSO - SXM

GSOSXM

Greensboro/H. Point

Mon 3/23

5:19 am-1:54 pm

1 stop8h 35m

Simpson Bay Princess Juliana

Tue 3/31

12:55 pm-11:59 pm

1 stop11h 04m

$305

GreensboroSimpson Bay

GSO - SXM

GSOSXM

Greensboro/H. Point

Mon 3/23

7:35 pm-12:50 pm

1 stop17h 15m

Simpson Bay Princess Juliana

Mon 3/30

3:50 pm-11:44 pm

1 stop7h 54m

$305

GreensboroNassau

GSO - NAS

GSONAS

Greensboro/H. Point

Sat 5/2

6:15 am-2:57 pm

1 stop8h 42m

Nassau Intl

Tue 5/12

2:35 pm-9:59 pm

1 stop7h 24m

$318

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Mon 2/9

5:20 am-3:30 pm

1 stop9h 10m

Punta Cana

Thu 2/12

3:50 pm-10:06 pm

1 stop7h 16m

$329

GreensboroOranjestad

GSO - AUA

GSOAUA

Greensboro/H. Point

Tue 5/12

6:15 am-3:20 pm

1 stop9h 05m

Oranjestad Reina Beatrix

Fri 5/15

4:30 pm-9:47 am

1 stop17h 17m

$337

GreensboroNassau

GSO - NAS

GSONAS

Greensboro/H. Point

Mon 5/4

6:15 am-1:33 pm

1 stop7h 18m

Nassau Intl

Tue 5/12

2:35 pm-9:59 pm

1 stop7h 24m

$337

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Fri 4/24

6:00 am-4:30 pm

1 stop10h 30m

Punta Cana

Fri 5/1

4:40 pm-9:47 am

1 stop17h 07m

$342

GreensboroSimpson Bay

GSO - SXM

GSOSXM

Greensboro/H. Point

Thu 3/12

6:00 am-2:51 pm

1 stop8h 51m

Simpson Bay Princess Juliana

Thu 3/19

3:55 pm-7:00 pm

1 stop27h 05m

$367

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Sat 4/25

10:07 am-3:39 pm

1 stop5h 32m

Punta Cana

Sat 5/2

5:05 pm-9:21 am

1 stop16h 16m

$370

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Sun 4/26

7:59 pm-11:35 am

1 stop15h 36m

Punta Cana

Tue 5/5

2:46 pm-9:49 pm

1 stop7h 03m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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

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

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

Currently, February is the cheapest month in which you can book a flight from Greensboro to Caribbean (average of $99). Flying from Greensboro to Caribbean 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

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 January 27, 2026.
Read through reviews of airlines operating flights from Greensboro to Caribbean, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,119 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

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
8,119 reviews
Delta
7.9
Good
8,119 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

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
9,205 reviews
Delta
7.9
Good
8,119 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

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
11,197 reviews
Delta
7.9
Good
8,119 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

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.
JetBlue
7.2
Good
2,890 reviews
Delta
7.9
Good
8,119 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

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.
Frontier
5.7
Fair
3,056 reviews
Delta
7.9
Good
8,119 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

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. 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?

    Greensboro/H. Point (GSO), located 8.4 mi from the city center, is the airport you fly out of when you book flights from Greensboro to Caribbean.

  • How long is the flight from Greensboro to Caribbean?

    A quick flight from Greensboro to Caribbean can take about 6h 31m. Delta provides one of the quickest options available for as low as $426. Airlines will cover a distance of 1371 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Greensboro to Caribbean 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?

    When deciding which route to take from Greensboro to Caribbean consider Greensboro/H. Point - San Juan Luis Munoz Marin Intl, Greensboro/H. Point - Montego Bay Sangster Intl or Greensboro/H. Point - Punta Cana as they are the most popular.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Greensboro to Caribbean (average of $99). Flying from Greensboro to Caribbean 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.

See more FAQs

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Alternative routes for Greensboro to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Greensboro to Caribbean

Discover the top 5 airlines that operate flights from Greensboro 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$99Average$374FlexibilityNo cancel feeOn-time62%
DeltaCheapest$145Average$516FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$198Average$402FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$304Average$541FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$365Average$613FlexibilityNo cancel feeOn-time71%

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