Caribbean

$138+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — SJU
May 28 — Jun 41
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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 April 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Fri 5/89:36 pm
GSO
-
SJU
1 stop10h 28m
Multiple Airlines
Sun 5/103:03 am
SJU
-
GSO
1 stop12h 45m
Multiple Airlines
Deal found 4/26$292
This United Airlines deal was found by Cheapflights users on 4/24. 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 6/98:10 pm
GSO
-
NAS
1 stop15h 18m
United Airlines
Tue 6/1612:35 pm
NAS
-
GSO
1 stop11h 07m
United Airlines
Deal found 4/24$335
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Tue 7/287:50 pm
GSO
-
MBJ
2 stops16h 57m
American Airlines
Tue 8/45:14 pm
MBJ
-
GSO
2 stops16h 50m
American Airlines
Deal found 4/27$357
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/307:28 pm
GSO
-
MBJ
1 stop19h 02m
American Airlines
Wed 6/32:55 pm
MBJ
-
GSO
1 stop8h 01m
American Airlines
Deal found 4/27$359
This Delta deal was found by Cheapflights users on 4/24. 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 5/106:40 am
GSO
-
MBJ
1 stop6h 13m
Delta
Wed 5/134:59 pm
MBJ
-
GSO
1 stop5h 58m
Delta
Deal found 4/24$373
This American Airlines deal was found by Cheapflights users on 4/24. 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 5/106:45 am
GSO
-
MBJ
1 stop9h 52m
American Airlines
Wed 5/1310:17 am
MBJ
-
GSO
2 stops11h 10m
American Airlines
Deal found 4/24$378
This United Airlines deal was found by Cheapflights users on 4/23. 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 4/306:15 am
GSO
-
PUJ
1 stop8h 57m
United Airlines
Thu 5/74:40 pm
PUJ
-
GSO
1 stop7h 03m
United Airlines
Deal found 4/23$381
This Delta deal was found by Cheapflights users on 4/27. 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.
Fri 11/65:25 am
GSO
-
MBJ
1 stop11h 09m
Delta
Tue 11/106:00 pm
MBJ
-
GSO
1 stop5h 54m
Delta
Deal found 4/27$387
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 5/159:36 pm
GSO
-
STT
1 stop16h 40m
Multiple Airlines
Thu 5/213:21 pm
STT
-
GSO
1 stop24h 27m
Multiple Airlines
Deal found 4/23$389
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Fri 5/156:55 pm
GSO
-
STT
2 stops16h 40m
American Airlines
Thu 5/214:48 pm
STT
-
GSO
1 stop6h 11m
American Airlines
Deal found 4/27$390
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/287:48 pm
GSO
-
MBJ
2 stops16h 57m
American Airlines
Tue 6/22:08 pm
MBJ
-
GSO
2 stops17h 23m
American Airlines
Deal found 4/27$392
This American Airlines deal was found by Cheapflights users on 4/23. 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 11/66:15 am
GSO
-
MBJ
1 stop8h 46m
American Airlines
Tue 11/101:55 pm
MBJ
-
GSO
1 stop18h 53m
American Airlines
Deal found 4/23$393

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 April 28, 2026.

Round-trip from

$292
(Kiwi.com)

One-way from

$138
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$506
From Greensboro/H. Point to Caribbean
One-way flight from Greensboro/H. Point to Caribbean
Highest demand for flights based on searches. 4% potential increase in price ($25 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 28, 2026.
Use the filters below to find and compare flights from Greensboro to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GreensboroMontego Bay

GSO - MBJ

GSOMBJ

Greensboro/H. Point

Sat 5/30

8:08 pm-1:08 pm

2 stops18h 00m

Montego Bay Sangster Intl

Wed 6/3

2:08 pm-8:31 am

2 stops17h 23m

$357

GreensboroSaint Thomas Island

GSO - STT

GSOSTT

Greensboro/H. Point

Fri 5/15

9:36 pm-2:16 pm

1 stop16h 40m

Saint Thomas Island Cyril E King

Thu 5/21

3:21 pm-3:48 pm

1 stop24h 27m

$389

GreensboroSaint Thomas Island

GSO - STT

GSOSTT

Greensboro/H. Point

Sat 5/9

6:15 am-5:00 pm

1 stop10h 45m

Saint Thomas Island Cyril E King

Wed 5/13

2:10 pm-9:59 pm

1 stop7h 49m

$390

GreensboroSaint Thomas Island

GSO - STT

GSOSTT

Greensboro/H. Point

Fri 5/15

6:55 pm-11:35 am

2 stops16h 40m

Saint Thomas Island Cyril E King

Thu 5/21

4:48 pm-10:59 pm

1 stop6h 11m

$390

GreensboroSaint Thomas Island

GSO - STT

GSOSTT

Greensboro/H. Point

Sat 5/9

7:56 pm-1:15 pm

2 stops17h 19m

Saint Thomas Island Cyril E King

Wed 5/13

12:25 pm-9:55 pm

2 stops9h 30m

$390

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Mon 8/24

8:20 am-2:51 pm

1 stop6h 31m

Punta Cana

Thu 8/27

1:05 pm-11:57 pm

1 stop10h 52m

$402

GreensboroMontego Bay

GSO - MBJ

GSOMBJ

Greensboro/H. Point

Mon 7/13

7:50 pm-11:47 am

2 stops16h 57m

Montego Bay Sangster Intl

Sun 7/19

2:23 pm-1:19 pm

1 stop21h 56m

$404

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Sat 5/16

9:28 am-8:34 pm

1 stop11h 06m

San Juan Luis Munoz Marin Intl

Tue 5/19

7:20 am-2:09 pm

1 stop6h 49m

$416

GreensboroMontego Bay

GSO - MBJ

GSOMBJ

Greensboro/H. Point

Thu 5/28

5:32 pm-1:55 pm

1 stop21h 23m

Montego Bay Sangster Intl

Sun 5/31

5:17 pm-11:35 am

2 stops17h 18m

$439

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Wed 5/27

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Wed 6/3

7:20 am-2:20 pm

1 stop7h 00m

$440

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How far ahead should I book a flight from Greensboro to Caribbean?

To ensure you get the cheapest price possible for a flight from Greensboro to Caribbean, you should look to book at least 82 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

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

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 April 28, 2026.
Read through reviews of airlines operating flights from Greensboro to Caribbean, such as Delta,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

Boarding

8.1

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.

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

Boarding

8.1

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.

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

Boarding

8.1

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.

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

Boarding

8.1

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.

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

Boarding

8.1

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.

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

Boarding

8.1

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 10h 10m. United Airlines provides one of the quickest options available for as low as $335. Airlines will cover a distance of 1222 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 $222 on Delta and American Airlines, respectively.

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

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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 April 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$99Average$356FlexibilityNo cancel feeOn-time62%
DeltaCheapest$145Average$495FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$197Average$499FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$226Average$422FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$365Average$627FlexibilityNo cancel feeOn-time71%

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