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$545+ Cheap flights from New Bedford (EWB) 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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
EWB — SJU
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from New Bedford to Caribbean

Cheapest flights from New Bedford to Caribbean
Explore the most affordable flight options available from New Bedford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:00 am
EWB
-
SJU
2 stops18h 19m
Multiple Airlines
Wed 5/276:00 am
SJU
-
EWB
2 stops10h 34m
Multiple Airlines
Deal found 1/27$769
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:00 am
EWB
-
SJU
2 stops18h 19m
Multiple Airlines
Tue 5/266:00 am
SJU
-
EWB
2 stops10h 34m
Multiple Airlines
Deal found 1/27$805
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:00 am
EWB
-
SJU
2 stops18h 19m
Multiple Airlines
Mon 5/256:00 am
SJU
-
EWB
2 stops10h 34m
Multiple Airlines
Deal found 1/27$962

Find flight deals from New Bedford to Caribbean

Keep the following information in mind while searching for New Bedford to Caribbean flight deals. Data was last updated January 28, 2026.

Round-trip from

$769
(KAYAK)

One-way from

$545
(KAYAK)

Popular in

December

Cheapest in

January

Average price

$254
From New Bedford Regional to Caribbean
Search Deals
One-way flight from New Bedford Regional to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($28 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 New Bedford 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 28, 2026.
Use the filters below to find and compare flights from New Bedford to Caribbean that are best for you.

Fly from

New Bedford

Fly to

Caribbean

Route

Depart

Return

Price

New BedfordSan Juan

EWB - SJU

EWBSJU

New Bedford Regional

Fri 5/22

7:00 am-1:19 am

2 stops18h 19m

San Juan Luis Munoz Marin Intl

Wed 5/27

6:00 am-4:34 pm

2 stops10h 34m

$769

New BedfordSan Juan

EWB - SJU

EWBSJU

New Bedford Regional

Fri 5/22

7:00 am-1:19 am

2 stops18h 19m

San Juan Luis Munoz Marin Intl

Tue 5/26

6:00 am-4:34 pm

2 stops10h 34m

$805

New BedfordSan Juan

EWB - SJU

EWBSJU

New Bedford Regional

Fri 5/22

7:00 am-1:19 am

2 stops18h 19m

San Juan Luis Munoz Marin Intl

Mon 5/25

6:00 am-4:34 pm

2 stops10h 34m

$962

New BedfordSanto Domingo

EWB - SDQ

EWBSDQ

New Bedford Regional

Tue 2/17

7:00 am-5:14 pm

2 stops33h 14m

$545

New BedfordSanto Domingo

EWB - SDQ

EWBSDQ

New Bedford Regional

Mon 2/16

7:00 am-3:37 am

2 stops19h 37m

$559

New BedfordSanto Domingo

EWB - SDQ

EWBSDQ

New Bedford Regional

Fri 2/13

7:00 am-3:45 am

2 stops43h 45m

$743

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Best time to book a flight from New Bedford to Caribbean

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

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

Currently, January is the cheapest month in which you can book a flight from New Bedford to Caribbean (average of $88). Flying from New Bedford to Caribbean in November is currently the most expensive (average of $177). 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.

Related info for your journey

Find useful and relevant information for your journey from New Bedford 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 New Bedford to Caribbean?

    Most people fly from New Bedford Regional (EWB) if they book a flight from New Bedford to Caribbean. New Bedford Regional is conveniently located just 3.0 mi from New Bedford’s city center.

  • What are the most popular routes from New Bedford to Caribbean?

    When deciding which route to take from New Bedford to Caribbean consider New Bedford Regional - Bridgetown Grantley Adams Intl, New Bedford Regional - Kingston Norman Manley or New Bedford Regional - Ponce Mercedita as they are the most popular.

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

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

  • How can I find direct flights from New Bedford to Caribbean?

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

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

    Yes. Cheapflights offers flight deals from New Bedford 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 New Bedford to Caribbean?

    Currently, January is the cheapest month in which you can book a flight from New Bedford to Caribbean (average of $88). Flying from New Bedford to Caribbean in November is currently the most expensive (average of $177). 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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