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$184+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — SJU
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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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 July 29, 2025.

Round-trip from

$341
(Delta)

One-way from

$184
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$611
From Greensboro/H. Point to Caribbean
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One-way flight from Greensboro/H. Point to Caribbean
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Highest demand for flights based on searches. 9% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 29, 2025.

This Delta deal was found by Cheapflights users on 7/29. 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 9/110:18 amGSO - MBJ
1 stop6h 18mDelta
Fri 9/52:30 pmMBJ - GSO
1 stop8h 35mDelta
Deal found 7/29$341
This American Airlines deal was found by Cheapflights users on 7/27. 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 9/266:20 amGSO - SJU
2 stops11h 55mAmerican Airlines
Wed 10/14:43 pmSJU - GSO
1 stop6h 16mAmerican Airlines
Deal found 7/27$365
This United Airlines deal was found by Cheapflights users on 7/29. 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 9/106:00 amGSO - PUJ
1 stop9h 25mUnited Airlines
Wed 9/174:35 pmPUJ - GSO
1 stop7h 24mUnited Airlines
Deal found 7/29$382
This American Airlines deal was found by Cheapflights users on 7/29. 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 11/46:40 pmGSO - STX
2 stops19h 10mAmerican Airlines
Sat 11/85:00 pmSTX - GSO
1 stop7h 58mAmerican Airlines
Deal found 7/29$389
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3111:45 amGSO - SJU
1 stop10h 22mDelta
Sat 9/67:30 amSJU - GSO
1 stop6h 04mDelta
Deal found 7/28$390
This deal was found by Cheapflights users on 7/28. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/246:40 amGSO - SDQ
1 stop6h 42mDelta
Fri 9/262:50 pmSDQ - GSO
1 stop9h 09mDelta
Deal found 7/28$397
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/145:30 amGSO - STI
2 stops13h 41mDelta
Tue 10/148:31 pmSTI - GSO
2 stops15h 12mDelta
Deal found 7/28$407
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/306:50 amGSO - NAS
1 stop6h 21mDelta
Wed 12/104:50 pmNAS - GSO
1 stop7h 04mDelta
Deal found 7/28$417
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Wed 9/176:00 amGSO - SJU
1 stop7h 45mUnited Airlines
Tue 9/231:25 pmSJU - GSO
1 stop8h 20mUnited Airlines
Deal found 7/27$435
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 8/158:56 pmGSO - PUJ
1 stop14h 40mMultiple Airlines
Sun 8/2412:40 pmPUJ - GSO
1 stop26h 35mMultiple Airlines
Deal found 7/26$443
This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:17 pmGSO - NAS
2 stops14h 28mAmerican Airlines
Thu 10/22:50 pmNAS - GSO
2 stops7h 00mAmerican Airlines
Deal found 7/28$460
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/158:56 pmGSO - SDQ
1 stop15h 00mMultiple Airlines
Thu 8/285:05 pmSDQ - GSO
2 stops22h 10mMultiple Airlines
Deal found 7/29$465

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 July 29, 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

GreensboroMontego Bay

GSO - MBJ

GSOMBJ

Greensboro/H. Point

Mon 9/1

10:18 am-3:36 pm

1 stop6h 18m

Montego Bay Sangster Intl

Fri 9/5

2:30 pm-12:05 am

1 stop8h 35m

$341

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Fri 9/26

6:20 am-6:15 pm

2 stops11h 55m

San Juan Luis Munoz Marin Intl

Wed 10/1

4:43 pm-10:59 pm

1 stop6h 16m

$365

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Wed 9/10

6:00 am-3:25 pm

1 stop9h 25m

Punta Cana

Wed 9/17

4:35 pm-11:59 pm

1 stop7h 24m

$382

GreensboroChristiansted

GSO - STX

GSOSTX

Greensboro/H. Point

Tue 11/4

6:40 pm-2:50 pm

2 stops19h 10m

Christiansted Henry Rohlsen

Sat 11/8

5:00 pm-11:58 pm

1 stop7h 58m

$389

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Sun 8/31

11:45 am-10:07 pm

1 stop10h 22m

San Juan Luis Munoz Marin Intl

Sat 9/6

7:30 am-1:34 pm

1 stop6h 04m

$390

GreensboroSanto Domingo

GSO - SDQ

GSOSDQ

Greensboro/H. Point

Sun 8/24

6:40 am-1:22 pm

1 stop6h 42m

Santo Domingo Las Americas

Fri 9/26

2:50 pm-11:59 pm

1 stop9h 09m

$397

GreensboroSantiago de los Caballeros

GSO - STI

GSOSTI

Greensboro/H. Point

Sun 9/14

5:30 am-7:11 pm

2 stops13h 41m

Santiago de los Caballeros

Tue 10/14

8:31 pm-11:43 am

2 stops15h 12m

$407

GreensboroNassau

GSO - NAS

GSONAS

Greensboro/H. Point

Tue 1/6

6:05 am-12:05 pm

1 stop6h 00m

Nassau Intl

Thu 1/15

2:45 pm-9:55 pm

1 stop7h 10m

$417

GreensboroSan Juan

GSO - SJU

GSOSJU

Greensboro/H. Point

Wed 9/17

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Tue 9/23

1:25 pm-9:45 pm

1 stop8h 20m

$435

GreensboroPunta Cana

GSO - PUJ

GSOPUJ

Greensboro/H. Point

Fri 8/15

8:56 pm-11:36 am

1 stop14h 40m

Punta Cana

Sun 8/24

12:40 pm-3:15 pm

1 stop26h 35m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 44 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, September is the cheapest month in which you can book a flight from Greensboro to Caribbean (average of $254). Flying from Greensboro to Caribbean in June 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.

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 July 29, 2025.

When flying from Greensboro to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 29, 2025.
Read through reviews of airlines operating flights from Greensboro to Caribbean, such as Delta, LATAM Airlines, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
LATAM Airlines
7.5
Good
1,822 reviews
Delta
8.0
Very good
7,979 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,979 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,979 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,972 reviews
Delta
8.0
Very good
7,979 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $187. Users have also found prices from $199 and $222 on American Airlines and United 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 - Oranjestad Reina Beatrix, Greensboro/H. Point - San Juan Luis Munoz Marin 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, September is the cheapest month in which you can book a flight from Greensboro to Caribbean (average of $254). Flying from Greensboro to Caribbean in June 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

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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 4 airlines flying from Greensboro to Caribbean

Discover the top 4 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$198Average$422FlexibilityNo cancel feeOn-time62%
DeltaCheapest$272Average$534FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$355Average$657FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$382Average$563FlexibilityNo cancel feeOn-time69%

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