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$136+ 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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — SJU
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find 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 October 28, 2025.

This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:00 amGSO - MBJ
1 stop8h 29mUnited Airlines
Sat 11/85:14 pmMBJ - GSO
1 stop20h 59mUnited Airlines
Deal found 10/28$340
This Delta deal was found by Cheapflights users on 10/27. 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.
Thu 10/306:17 amGSO - PUJ
1 stop6h 27mDelta
Mon 11/33:49 pmPUJ - GSO
1 stop9h 07mDelta
Deal found 10/27$340
This United Airlines deal was found by Cheapflights users on 10/26. 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 11/186:05 amGSO - AUA
1 stop7h 55mUnited Airlines
Sat 11/225:50 pmAUA - GSO
1 stop21h 23mUnited Airlines
Deal found 10/26$352
This Delta deal was found by Cheapflights users on 10/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:00 amGSO - STI
2 stops13h 06mDelta
Mon 11/179:01 pmSTI - GSO
2 stops19h 15mDelta
Deal found 10/25$362
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Sun 12/712:52 pmGSO - SJU
1 stop8h 13mAmerican Airlines
Fri 12/124:41 pmSJU - GSO
1 stop7h 33mAmerican Airlines
Deal found 10/26$405
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Sat 12/67:58 pmGSO - PUJ
1 stop16h 01mUnited Airlines
Tue 12/912:56 pmPUJ - GSO
1 stop6h 47mUnited Airlines
Deal found 10/27$406
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/149:11 pmGSO - STT
1 stop17h 13mMultiple Airlines
Thu 11/203:25 pmSTT - GSO
1 stop25h 05mMultiple Airlines
Deal found 10/27$418
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/249:11 pmGSO - STT
1 stop16h 19mMultiple Airlines
Thu 11/273:25 pmSTT - GSO
1 stop25h 50mMultiple Airlines
Deal found 10/26$422
This Delta deal was found by Cheapflights users on 10/26. 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 11/52:58 pmGSO - SDQ
2 stops21h 26mDelta
Tue 11/116:45 amSDQ - GSO
2 stops17h 24mDelta
Deal found 10/26$422
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:00 amGSO - MBJ
1 stop8h 29mUnited Airlines
Sat 11/11:48 pmMBJ - GSO
1 stop27h 03mUnited Airlines
Deal found 10/28$433
This United Airlines deal was found by Cheapflights users on 10/26. 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 10/307:55 pmGSO - PUJ
1 stop20h 30mUnited Airlines
Sun 11/212:56 pmPUJ - GSO
1 stop6h 50mUnited Airlines
Deal found 10/26$437
This United Airlines deal was found by Cheapflights users on 10/26. 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 10/306:00 amGSO - NAS
1 stop5h 53mUnited Airlines
Sat 11/11:05 pmNAS - GSO
1 stop5h 41mUnited Airlines
Deal found 10/26$441

Cheap flight deals from Greensboro to Caribbean

Keep the following information in mind while searching for Greensboro to Caribbean flight deals. Data was last updated October 28, 2025.

Round-trip from

$295
(United Airlines)

One-way from

$136
(United Airlines)

Popular in

December

Cheapest in

March

Average price

$511
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. 10% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 28, 2025.
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

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

Sat 1/31

5:20 am-12:43 pm

1 stop6h 23m

Punta Cana

Thu 2/5

3:45 pm-9:56 pm

1 stop7h 11m

$318

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Tue 3/3

10:10 am-5:12 pm

1 stop6h 02m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:15 am-4:25 pm

1 stop10h 10m

$345

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Tue 2/24

5:25 am-1:00 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:15 am-1:48 pm

1 stop8h 33m

$345

GreensboroOranjestad

GSO - AUA

GSOAUA

Greensboro/H. Point

Tue 11/18

6:05 am-3:00 pm

1 stop7h 55m

Oranjestad Reina Beatrix

Sat 11/22

5:50 pm-2:13 pm

1 stop21h 23m

$352

GreensboroSanto Domingo

GSO - SDQ

GSOSDQ

Greensboro/H. Point

Sat 1/24

6:00 am-1:41 pm

1 stop6h 41m

Santo Domingo Las Americas

Sat 1/31

4:18 pm-11:03 pm

1 stop7h 45m

$354

GreensboroSantiago de los Caballeros

GSO - STI

GSOSTI

Greensboro/H. Point

Sat 1/24

8:20 am-12:50 am

2 stops15h 30m

Santiago de los Caballeros

Sat 1/31

6:39 am-11:57 pm

2 stops18h 18m

$362

GreensboroMontego Bay

GSO - MBJ

GSOMBJ

Greensboro/H. Point

Sat 1/3

6:00 am-2:37 pm

1 stop8h 37m

Montego Bay Sangster Intl

Sat 1/31

5:14 pm-7:01 pm

1 stop25h 47m

$376

GreensboroSantiago de los Caballeros

GSO - STI

GSOSTI

Greensboro/H. Point

Sat 1/24

6:00 am-2:53 pm

1 stop7h 53m

Santiago de los Caballeros

Sat 1/31

4:00 pm-11:03 pm

1 stop8h 03m

$399

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Sat 12/6

7:58 pm-12:59 pm

1 stop16h 01m

Punta Cana

Tue 12/9

12:56 pm-6:43 pm

1 stop6h 47m

$406

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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, January is the cheapest month in which you can book a flight from Greensboro to Caribbean (average of $59). Flying from Greensboro to Caribbean in December is currently the most expensive (average of $145). 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 CB?

Find hourly flight availability from Greensboro 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 October 28, 2025.

A simple way to save on the total cost of your ticket is to fly from Greensboro to Caribbean 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?

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

Travelers seeking maximum savings on their Greensboro to Caribbean 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

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 October 28, 2025.
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
7,994 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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
7,994 reviews
Delta
7.9
Good
7,994 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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
9,001 reviews
Delta
7.9
Good
7,994 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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
11,032 reviews
Delta
7.9
Good
7,994 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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.
JetBlue
7.2
Good
2,908 reviews
Delta
7.9
Good
7,994 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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.
Frontier
5.8
Fair
3,124 reviews
Delta
7.9
Good
7,994 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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. 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 23m. United Airlines provides one of the quickest options available for as low as $318. Airlines will cover a distance of 1401 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 $136. 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?

    When deciding which route to take from Greensboro to Caribbean consider Greensboro/H. Point - San Juan Luis Munoz Marin Intl, Greensboro/H. Point - Punta Cana or Greensboro/H. Point - Saint Thomas Island Cyril E King 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, January is the cheapest month in which you can book a flight from Greensboro to Caribbean (average of $59). Flying from Greensboro to Caribbean in December is currently the most expensive (average of $145). 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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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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$198Average$402FlexibilityNo cancel feeOn-time62%
FrontierCheapest$265Average$375FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$304Average$539FlexibilityNo cancel feeOn-time69%
DeltaCheapest$319Average$516FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$355Average$636FlexibilityNo cancel feeOn-time71%

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