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$94+ Cheap flights from Durham, NC 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — SJU
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Durham to Caribbean

Keep the following information in mind while searching for Durham to Caribbean flight deals. Data was last updated October 29, 2025.

Round-trip from

$226
(Frontier)

One-way from

$94
(American Airlines)

Popular in

December

Cheapest in

February

Average price

$302
From Durham to Caribbean
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One-way flight from Durham to Caribbean
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Durham to Caribbean

Cheapest flights from Durham to Caribbean
Explore the most affordable flight options available from Durham to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/188:13 pmRDU - SJU
1 stop15h 03mFrontier
Mon 11/242:33 pmSJU - RDU
Nonstop3h 39mFrontier
Deal found 10/28$229
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/163:55 pmRDU - SJU
1 stop8h 37mFrontier
Wed 11/192:25 amSJU - RDU
1 stop6h 50mFrontier
Deal found 10/28$230
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/71:03 pmRDU - SJU
2 stops19h 34mFrontier
Fri 12/1910:08 amSJU - RDU
1 stop6h 28mFrontier
Deal found 10/28$231
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:47 pmRDU - SJU
Nonstop3h 21mFrontier
Sun 12/77:00 amSJU - RDU
1 stop12h 27mFrontier
Deal found 10/27$233
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:47 pmRDU - SJU
Nonstop3h 21mFrontier
Tue 12/239:49 amSJU - RDU
1 stop8h 30mFrontier
Deal found 10/28$234
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.
Sun 12/73:47 pmRDU - SJU
Nonstop3h 21mMultiple Airlines
Mon 12/226:00 amSJU - RDU
1 stop11h 55mMultiple Airlines
Deal found 10/27$235
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1610:06 pmRDU - SJU
2 stops18h 48mFrontier
Sun 11/2310:22 pmSJU - RDU
1 stop11h 02mFrontier
Deal found 10/28$237
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:53 pmRDU - SJU
Nonstop3h 21mFrontier
Tue 12/239:49 amSJU - RDU
1 stop8h 30mFrontier
Deal found 10/27$238
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/183:57 pmRDU - SJU
2 stops34h 36mMultiple Airlines
Mon 11/247:10 amSJU - RDU
1 stop7h 25mMultiple Airlines
Deal found 10/28$239
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:10 amRDU - SJU
2 stops20h 23mMultiple Airlines
Wed 11/196:17 pmSJU - RDU
1 stop20h 18mMultiple Airlines
Deal found 10/28$241
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:15 amRDU - NAS
1 stop10h 28mDelta
Sun 12/75:08 pmNAS - RDU
1 stop7h 10mDelta
Deal found 10/28$295
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/266:30 amRDU - MBJ
Nonstop3h 09mAvelo Airlines
Wed 12/310:39 amMBJ - RDU
Nonstop3h 06mAvelo Airlines
Deal found 10/28$298

Cheapflights Fare Finder

 
Customize your flight search to find flights from Durham 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 29, 2025.
Use the filters below to find and compare flights from Durham to Caribbean that are best for you.

Fly from

Durham

Fly to

Caribbean

Route

Depart

Return

Price

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Tue 1/27

11:20 am-3:47 pm

Nonstop3h 27m

San Juan Luis Munoz Marin Intl

Sat 1/31

7:45 am-10:30 am

Nonstop3h 45m

$282

RaleighNassau

RDU - NAS

RDUNAS

Raleigh-Durham

Fri 12/5

7:15 am-3:43 pm

1 stop8h 28m

Nassau Intl

Sun 12/7

5:08 pm-12:18 am

1 stop7h 10m

$295

RaleighNassau

RDU - NAS

RDUNAS

Raleigh-Durham

Thu 12/4

6:30 am-1:33 pm

1 stop7h 03m

Nassau Intl

Mon 12/8

2:35 pm-10:15 pm

1 stop7h 40m

$295

RaleighNassau

RDU - NAS

RDUNAS

Raleigh-Durham

Thu 12/4

5:15 am-3:43 pm

1 stop10h 28m

Nassau Intl

Sun 12/7

5:08 pm-12:18 am

1 stop7h 10m

$295

RaleighNassau

RDU - NAS

RDUNAS

Raleigh-Durham

Thu 12/25

6:30 am-12:16 pm

1 stop5h 46m

Nassau Intl

Mon 12/29

10:20 am-5:40 pm

1 stop7h 20m

$295

RaleighNassau

RDU - NAS

RDUNAS

Raleigh-Durham

Wed 12/10

6:00 am-1:48 pm

1 stop7h 48m

Nassau Intl

Sun 12/14

2:35 pm-10:15 pm

1 stop7h 40m

$295

RaleighNassau

RDU - NAS

RDUNAS

Raleigh-Durham

Sun 1/4

6:30 am-11:08 am

1 stop4h 38m

Nassau Intl

Sun 1/18

2:56 pm-7:49 pm

1 stop4h 53m

$295

RaleighNassau

RDU - NAS

RDUNAS

Raleigh-Durham

Thu 12/25

6:30 am-12:16 pm

1 stop5h 46m

Nassau Intl

Wed 12/31

10:20 am-5:40 pm

1 stop7h 20m

$295

RaleighNassau

RDU - NAS

RDUNAS

Raleigh-Durham

Sun 1/25

6:25 am-1:31 pm

1 stop7h 06m

Nassau Intl

Fri 1/30

2:40 pm-10:04 pm

1 stop7h 24m

$295

RaleighNassau

RDU - NAS

RDUNAS

Raleigh-Durham

Mon 12/1

6:15 am-3:26 pm

1 stop9h 11m

Nassau Intl

Wed 12/10

5:08 pm-12:18 am

1 stop7h 10m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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

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

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

Currently, February is the cheapest month in which you can book a flight from Durham to Caribbean (average of $97). Flying from Durham to Caribbean in September is currently the most expensive (average of $190). 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 DU8 to CB?

Find hourly flight availability from Durham 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 29, 2025.

When flying from Durham to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 21% versus a flight in the afternoon.

What is the cheapest day to fly from Durham to Caribbean?

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

Travelers seeking maximum savings on their Durham to Caribbean flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday 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 29, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Durham to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,992 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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
7,992 reviews
Delta
7.9
Good
7,992 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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
8,999 reviews
Delta
7.9
Good
7,992 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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
7,992 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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
2,907 reviews
Delta
7.9
Good
7,992 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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
7,992 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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 Durham to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Durham to Caribbean?

    JetBlue, Delta, and United Airlines can get you from Durham to Caribbean in just under 3h 27m. Your travel time can differ by up to 5h 01m. There are 1435 mi between Durham and Caribbean. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airlines for a one-way flight from Durham to Caribbean are Delta ($94), American Airlines ($94), and Frontier ($124).

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

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

  • What are the cheapest flights from Durham to Caribbean?

    The cheapest flight price from Durham to Caribbean is $77. On average you can expect to pay $274. The most popular route, (Raleigh-Durham - San Juan Luis Munoz Marin Intl), can usually be booked for $220.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Durham to Caribbean (average of $97). Flying from Durham to Caribbean in September is currently the most expensive (average of $190). 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 Durham to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Durham to Caribbean

Discover the top 8 airlines that operate flights from Durham 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 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$385FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$82Average$306FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$107Average$365FlexibilityNo cancel feeOn-time62%
DeltaCheapest$161Average$523FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$198Average$482FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$220Average$522FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$269Average$662FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$281Average$585FlexibilityNo cancel feeOn-time63%

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