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$89+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — SJU
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:54 pm
RDU
-
SJU
1 stop7h 59m
Frontier
Sat 3/74:29 pm
SJU
-
RDU
Nonstop3h 53m
Frontier
Deal found 1/26$178
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:05 am
RDU
-
SJU
Nonstop3h 28m
JetBlue
Sun 5/242:45 pm
SJU
-
RDU
Nonstop3h 40m
JetBlue
Deal found 1/27$179
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.
Sat 4/111:02 pm
RDU
-
SJU
1 stop5h 47m
Frontier
Tue 4/146:30 am
SJU
-
RDU
1 stop8h 12m
Frontier
Deal found 1/27$180
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Thu 5/147:48 pm
RDU
-
SJU
1 stop6h 13m
Frontier
Sun 5/173:08 am
SJU
-
RDU
1 stop6h 51m
Frontier
Deal found 1/28$181
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/93:57 pm
RDU
-
SJU
1 stop8h 55m
Frontier
Tue 4/146:30 am
SJU
-
RDU
1 stop10h 26m
Frontier
Deal found 1/27$182
This Frontier deal was found by Cheapflights users on 1/28. 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.
Mon 3/23:27 pm
RDU
-
SJU
1 stop8h 57m
Frontier
Tue 3/33:53 am
SJU
-
RDU
1 stop11h 05m
Frontier
Deal found 1/28$183
This Super.com deal was found by Cheapflights users on 1/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/59:36 pm
RDU
-
SJU
1 stop11h 48m
Frontier
Thu 2/126:00 am
SJU
-
RDU
Nonstop3h 53m
Frontier
Deal found 1/29$184
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/45:54 pm
RDU
-
SJU
1 stop7h 59m
Frontier
Wed 3/113:22 pm
SJU
-
RDU
1 stop8h 24m
Frontier
Deal found 1/28$185
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:20 pm
RDU
-
SJU
Nonstop3h 21m
Frontier
Thu 3/54:22 pm
SJU
-
RDU
Nonstop3h 53m
Frontier
Deal found 1/27$186
This Super.com deal was found by Cheapflights users on 1/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:54 pm
RDU
-
SJU
1 stop7h 59m
Frontier
Sun 3/83:08 am
SJU
-
RDU
1 stop6h 35m
Frontier
Deal found 1/28$187
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.
Wed 2/115:54 pm
RDU
-
SJU
1 stop7h 59m
Frontier
Sun 2/156:00 am
SJU
-
RDU
Nonstop3h 53m
Frontier
Deal found 1/27$188
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:54 pm
RDU
-
SJU
1 stop7h 59m
Frontier
Fri 2/273:53 am
SJU
-
RDU
1 stop7h 10m
Frontier
Deal found 1/27$189

Find flight deals from Durham to Caribbean

Keep the following information in mind while searching for Durham to Caribbean flight deals. Data was last updated January 29, 2026.

Round-trip from

$178
(Super.com)

One-way from

$89
(Super.com)

Popular in

December

Cheapest in

February

Average price

$313
From Durham to Caribbean
Search Deals
One-way flight from Durham to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 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 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 January 29, 2026.
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

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Fri 3/20

6:15 am-12:50 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Wed 3/25

3:55 pm-9:34 am

1 stop17h 39m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Wed 7/15

6:00 am-12:45 pm

1 stop6h 45m

Simpson Bay Princess Juliana

Fri 7/24

1:45 pm-9:39 pm

1 stop7h 54m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Tue 7/14

7:00 am-2:43 pm

1 stop7h 43m

Simpson Bay Princess Juliana

Wed 7/29

3:55 pm-11:34 pm

1 stop7h 39m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Tue 5/12

9:03 am-3:20 pm

1 stop6h 17m

Simpson Bay Princess Juliana

Sat 5/16

2:56 pm-11:35 pm

1 stop8h 39m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sun 3/1

6:15 am-1:50 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Thu 3/5

4:55 pm-11:44 pm

1 stop7h 49m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Tue 3/17

6:13 am-12:50 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Tue 3/24

3:55 pm-9:34 am

1 stop17h 39m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Tue 3/10

6:13 am-12:50 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Fri 3/13

3:55 pm-9:34 am

1 stop17h 39m

$271

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Mon 4/13

8:13 pm-1:16 pm

2 stops17h 03m

Simpson Bay Princess Juliana

Tue 4/21

12:41 pm-8:06 am

2 stops19h 25m

$276

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Sun 3/1

8:19 pm-12:29 pm

2 stops15h 10m

Simpson Bay Princess Juliana

Thu 3/5

3:17 pm-8:02 am

2 stops17h 45m

$276

RaleighSimpson Bay

RDU - SXM

RDUSXM

Raleigh-Durham

Wed 5/6

6:27 pm-11:37 am

1 stop17h 10m

Simpson Bay Princess Juliana

Mon 5/11

4:35 pm-9:21 am

2 stops16h 46m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

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 $99). Flying from Durham 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.

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 January 29, 2026.

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 19% versus a flight in the morning.

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 January 24, 2026.

Travelers seeking maximum savings on their Durham to Caribbean flight should consider departing on Monday evenings when fares are most often at their lowest. Thursday at noon 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 January 29, 2026.
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
8,127 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

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
8,127 reviews
Delta
7.9
Good
8,127 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

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
9,215 reviews
Delta
7.9
Good
8,127 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

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
11,206 reviews
Delta
7.9
Good
8,127 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

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
2,891 reviews
Delta
7.9
Good
8,127 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

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
8,127 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Food

7.2

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 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?

    United Airlines, JetBlue, and Delta can get you from Durham to Caribbean in just under 3h 18m. Your travel time can differ by up to 3h 17m. 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 Spirit Airlines ($41), Frontier ($66), and Avelo Airlines ($83).

  • 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 - Oranjestad Reina Beatrix as they are the most popular.

  • What are the most reliable airlines from Durham to Caribbean?

    No one likes to see their flight delayed. When booking a flight from Durham to Caribbean consider choosing JetBlue (66%), Delta (50%) or Frontier (40%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Durham to Caribbean?

    The cheapest flight price from Durham to Caribbean is $85. On average you can expect to pay $255. The most popular route, (Raleigh-Durham - San Juan Luis Munoz Marin Intl), can usually be booked for $106.

  • 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 $99). Flying from Durham 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.

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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 10 airlines flying from Durham to Caribbean

Discover the top 10 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$66Average$302FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$95Average$267FlexibilityNo cancel feeOn-time65%
FrontierCheapest$99Average$365FlexibilityNo cancel feeOn-time62%
DeltaCheapest$142Average$496FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$175Average$464FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$190Average$327FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$206Average$303FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$217Average$502FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$281Average$524FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$281Average$590FlexibilityNo cancel feeOn-time71%

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