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$86+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — SJU
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
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 September 14, 2025.

Round-trip from

$223
(Frontier)

One-way from

$86
(Frontier)

Popular in

December

Cheapest in

October

Average price

$316
From Durham to Caribbean
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One-way flight from Durham to Caribbean
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Highest demand for flights based on searches. 3% potential increase in price ($10 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 September 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 September 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/12. 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 9/198:44 amRDU - SJU
1 stop14h 39mFrontier
Wed 9/2412:28 amSJU - RDU
1 stop13h 10mFrontier
Deal found 9/12$223
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 10/128:46 amRDU - SJU
1 stop15h 56mFrontier
Tue 10/211:59 amSJU - RDU
1 stop11h 39mFrontier
Deal found 9/12$224
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 9/293:40 pmRDU - SJU
1 stop10h 18mMultiple Airlines
Thu 10/22:38 pmSJU - RDU
1 stop20h 48mMultiple Airlines
Deal found 9/12$225
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 12/15:57 pmRDU - SJU
Nonstop3h 23mMultiple Airlines
Fri 12/53:00 pmSJU - RDU
1 stop23h 19mMultiple Airlines
Deal found 9/12$226
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 10/128:46 amRDU - SJU
1 stop15h 56mFrontier
Sat 10/181:59 amSJU - RDU
1 stop29h 55mFrontier
Deal found 9/12$227
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 10/109:00 pmRDU - SJU
1 stop15h 16mFrontier
Mon 10/201:59 amSJU - RDU
1 stop11h 39mFrontier
Deal found 9/12$229
This Frontier deal was found by Cheapflights users on 9/12. 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 10/86:30 amRDU - SJU
1 stop5h 45mFrontier
Thu 10/166:22 amSJU - RDU
2 stops11h 58mFrontier
Deal found 9/12$230
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 9/207:59 pmRDU - SJU
1 stop15h 06mMultiple Airlines
Sat 9/271:06 pmSJU - RDU
1 stop18h 43mMultiple Airlines
Deal found 9/13$232
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 10/203:15 pmRDU - SJU
1 stop10h 47mMultiple Airlines
Fri 10/241:59 amSJU - RDU
1 stop11h 42mMultiple Airlines
Deal found 9/12$233
This Frontier deal was found by Cheapflights users on 9/12. 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 9/266:42 pmRDU - SJU
2 stops15h 14mFrontier
Fri 10/310:57 amSJU - RDU
1 stop7h 37mFrontier
Deal found 9/12$234
This Frontier deal was found by Cheapflights users on 9/12. 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 9/296:42 pmRDU - SJU
2 stops15h 14mFrontier
Sat 10/48:00 amSJU - RDU
1 stop9h 11mFrontier
Deal found 9/12$235
This Frontier deal was found by Cheapflights users on 9/12. 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 9/286:38 pmRDU - SJU
2 stops15h 18mFrontier
Sat 10/48:00 amSJU - RDU
1 stop9h 11mFrontier
Deal found 9/12$236

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 September 14, 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

Mon 10/27

2:00 pm-5:23 pm

Nonstop3h 23m

San Juan Luis Munoz Marin Intl

Thu 10/30

9:25 am-1:05 pm

Nonstop3h 40m

$252

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Mon 10/27

2:00 pm-5:23 pm

Nonstop3h 23m

San Juan Luis Munoz Marin Intl

Tue 11/4

5:05 am-11:47 am

1 stop7h 42m

$254

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sun 10/26

2:00 pm-5:23 pm

Nonstop3h 23m

San Juan Luis Munoz Marin Intl

Wed 10/29

4:05 am-11:47 am

1 stop7h 42m

$254

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sun 10/26

2:00 pm-5:23 pm

Nonstop3h 23m

San Juan Luis Munoz Marin Intl

Sun 11/2

10:42 am-1:22 pm

Nonstop3h 40m

$267

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Sun 10/26

2:00 pm-5:23 pm

Nonstop3h 23m

San Juan Luis Munoz Marin Intl

Sat 11/1

9:25 am-1:05 pm

Nonstop3h 40m

$267

RaleighSan Juan

RDU - SJU

RDUSJU

Raleigh-Durham

Fri 10/24

4:20 pm-7:50 pm

Nonstop3h 30m

San Juan Luis Munoz Marin Intl

Sat 11/1

9:25 am-1:05 pm

Nonstop3h 40m

$267

RaleighOranjestad

RDU - AUA

RDUAUA

Raleigh-Durham

Tue 12/9

6:00 am-1:56 pm

1 stop6h 56m

Oranjestad Reina Beatrix

Tue 12/16

5:55 pm-11:59 pm

1 stop7h 04m

$285

RaleighOranjestad

RDU - AUA

RDUAUA

Raleigh-Durham

Sun 10/26

6:00 am-12:55 pm

1 stop6h 55m

Oranjestad Reina Beatrix

Thu 10/30

5:00 pm-11:19 am

2 stops18h 19m

$290

RaleighNassau

RDU - NAS

RDUNAS

Raleigh-Durham

Sun 10/19

6:18 am-1:49 pm

1 stop7h 31m

Nassau Intl

Sat 10/25

3:15 pm-8:56 pm

1 stop5h 41m

$295

RaleighNassau

RDU - NAS

RDUNAS

Raleigh-Durham

Mon 10/27

5:15 am-1:49 pm

1 stop8h 34m

Nassau Intl

Wed 10/29

3:15 pm-10:59 pm

1 stop7h 44m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, September is the cheapest month in which you can book a flight from Durham to Caribbean (average of $254). Flying from Durham 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 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 September 14, 2025.

When flying from Durham 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 September 14, 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
8.0
Very good
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
8,931 reviews
Delta
8.0
Very good
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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!
JetBlue
7.2
Good
2,912 reviews
Delta
8.0
Very good
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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!
Frontier
5.8
Fair
3,173 reviews
Delta
8.0
Very good
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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 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, American Airlines, and Delta can get you from Durham to Caribbean in just under 3h 23m. Your travel time can differ by up to 4h 08m. 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 JetBlue ($91), American Airlines ($94), and United Airlines ($94).

  • 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 - Montego Bay Sangster Intl or Raleigh-Durham - Saint Thomas Island Cyril E King as they are the most popular.

  • What are the cheapest flights from Durham to Caribbean?

    The cheapest flight price from Durham to Caribbean is $125. On average you can expect to pay $262. The most popular route, (Raleigh-Durham - San Juan Luis Munoz Marin Intl), can usually be booked for $212.

  • 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, September is the cheapest month in which you can book a flight from Durham to Caribbean (average of $254). Flying from Durham 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.

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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 9 airlines flying from Durham to Caribbean

Discover the top 9 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 September 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$388FlexibilityNo cancel feeOn-time65%
Avelo AirlinesCheapest$82Average$302FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$100Average$344FlexibilityNo cancel feeOn-time62%
DeltaCheapest$180Average$518FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$198Average$495FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$220Average$544FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$227Average$428FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$272Average$677FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$281Average$606FlexibilityNo cancel feeOn-time63%

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