$490+ Cheap flights from New Bedford (EWB) to Caribbean Islands
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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
EWB — SJU
Oct 31 — Nov 71
1 adult, Economy
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Find cheap flights from New Bedford to Caribbean Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from New Bedford to Caribbean Islands
Keep the following information in mind while searching for New Bedford to Caribbean Islands flight deals. Data was last updated October 1, 2025.
Most accurate provider | Expedia 2 stars |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $756 (Mytrip) |
One-way from | $490 (United) |
Popular in | December |
Cheapest in | October |
Average price | $224 |
Find flight deals from New Bedford to Caribbean Islands
Cheapest flights from New Bedford to Caribbean IslandsExplore the most affordable flight options available from New Bedford to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 1, 2025.
Explore the most affordable flight options available from New Bedford to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 1, 2025.
This Mytrip deal was found by Cheapflights users on 9/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/148:15 amEWB - SJU
2 stops17h 29mMultiple Airlines
Fri 10/172:49 amSJU - EWB
2 stops16h 26mMultiple Airlines
Deal found 9/29![Multiple Airlines logo]()
$756
Cheapflights Fare Finder
Customize your flight search to find flights from New Bedford to Caribbean Islands 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 1, 2025.
Use the filters below to find and compare flights from New Bedford to Caribbean Islands that are best for you.
Fly from
New Bedford
Fly to
Caribbean Islands
Route
Depart
Return
Price
New BedfordSan Juan
EWB - SJU
EWBSJU
New Bedford Regional
Tue 10/14
8:15 am-1:44 am
2 stops17h 29m
San Juan Luis Munoz Marin Intl
Fri 10/17
2:49 am-7:15 pm
2 stops16h 26m
$756
New BedfordSan Juan
EWB - SJU
EWBSJU
New Bedford Regional
Fri 1/9
8:15 am-9:00 pm
2 stops11h 45m
$490
Best time to book a flight from New Bedford to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands
What is the cheapest month to book a flight from New Bedford to Caribbean Islands?
Currently, September is the cheapest month in which you can book a flight from New Bedford to Caribbean Islands (average of $254). Flying from New Bedford to Caribbean Islands 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.