Boston

$197+ Cheap flights from Trinidad and Tobago to Boston (BOS)

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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Apr 17 — Apr 241
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Cheap flight deals from Trinidad and Tobago to Boston

Cheapest flights from Trinidad and Tobago to Boston
Explore the most affordable flight options available from Trinidad and Tobago to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 18, 2026.

This JetBlue deal was found by Cheapflights users on 3/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:38 pm
POS
-
BOS
1 stop14h 03m
JetBlue
Tue 5/125:20 am
BOS
-
POS
1 stop8h 15m
JetBlue
Deal found 3/13$345
This United Airlines deal was found by Cheapflights users on 3/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:30 am
POS
-
BOS
2 stops21h 29m
United Airlines
Sun 5/107:25 am
BOS
-
POS
1 stop15h 58m
United Airlines
Deal found 3/13$355
This American Airlines deal was found by Cheapflights users on 3/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/43:12 pm
POS
-
BOS
1 stop18h 54m
American Airlines
Sun 6/76:00 pm
BOS
-
POS
1 stop20h 12m
American Airlines
Deal found 3/14$359
This Cheapflightsfares deal was found by Cheapflights users on 3/17. 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.
Sat 5/25:38 pm
POS
-
BOS
1 stop14h 03m
JetBlue
Sun 5/105:20 am
BOS
-
POS
1 stop8h 15m
JetBlue
Deal found 3/17$360
This American Airlines deal was found by Cheapflights users on 3/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:47 pm
POS
-
BOS
2 stops16h 39m
American Airlines
Tue 5/122:57 pm
BOS
-
POS
1 stop23h 35m
American Airlines
Deal found 3/17$363
This United Airlines deal was found by Cheapflights users on 3/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3012:30 am
POS
-
BOS
2 stops34h 31m
United Airlines
Thu 5/77:25 am
BOS
-
POS
1 stop15h 58m
United Airlines
Deal found 3/13$368
This United Airlines deal was found by Cheapflights users on 3/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:30 am
POS
-
BOS
2 stops21h 29m
United Airlines
Tue 5/121:30 pm
BOS
-
POS
1 stop33h 53m
United Airlines
Deal found 3/16$369
This Cheapflightsfares deal was found by Cheapflights users on 3/17. 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.
Fri 5/15:38 pm
POS
-
BOS
1 stop14h 03m
JetBlue
Thu 5/75:20 am
BOS
-
POS
1 stop8h 15m
JetBlue
Deal found 3/17$378

Find flight deals from Trinidad and Tobago to Boston

Keep the following information in mind while searching for Trinidad and Tobago to Boston flight deals. Data was last updated March 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$345
(JetBlue)

One-way from

$197
(Cheapflightsfares)

Popular in

March

Cheapest in

February

Average price

$693
Provider with most accurate pricing for Port of Spain Piarco Intl-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Boston Logan Intl flights.
From Trinidad and Tobago to Boston Logan Intl
One-way flight from Trinidad and Tobago to Boston Logan Intl
High demand for flights, 7% potential price rise
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in March 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Trinidad and Tobago to Boston 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 March 18, 2026.
Use the filters below to find and compare flights from Trinidad and Tobago to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 5/2

5:38 pm-7:41 am

1 stop14h 03m

Boston Logan Intl

Tue 5/12

5:20 am-1:35 pm

1 stop8h 15m

$345

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-9:59 pm

2 stops21h 29m

Boston Logan Intl

Tue 5/12

7:25 am-11:23 pm

1 stop15h 58m

$345

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 4/30

12:30 am-11:01 am

2 stops34h 31m

Boston Logan Intl

Thu 5/7

7:25 am-11:23 pm

1 stop15h 58m

$368

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-9:59 pm

2 stops21h 29m

Boston Logan Intl

Sun 5/10

7:25 am-11:23 pm

1 stop15h 58m

$377

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 4/27

12:30 am-9:54 pm

2 stops21h 24m

Boston Logan Intl

Thu 5/7

7:25 am-11:23 pm

1 stop15h 58m

$377

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 7/23

2:00 am-11:16 am

1 stop9h 16m

Boston Logan Intl

Fri 9/11

7:25 am-11:23 pm

1 stop15h 58m

$407
Cheapest one-way

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 6/29

2:00 am-11:16 am

1 stop9h 16m

$202
Quickest one-way

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 9/13

3:45 pm-12:39 am

1 stop8h 54m

$208

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 4/17

12:30 am-8:54 pm

2 stops20h 24m

$212

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 4/14

12:30 am-4:49 pm

1 stop16h 19m

$213

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

Best time to book a flight from Trinidad and Tobago to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Trinidad and Tobago 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 Trinidad and Tobago to Boston
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated March 18, 2026.
See what other customers who have flown with Copa Airlines,United Airlines, andJetBlue from Trinidad and Tobago to Boston have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Food

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Related info for your journey

Find useful and relevant information for your journey from Trinidad and Tobago to Boston. 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 into for flights to Boston from Trinidad and Tobago?

    Boston Logan Intl (BOS), located 2.6 mi from the city center, is the airport you fly into when you book flights from Trinidad and Tobago to Boston.

  • How long is the flight from Trinidad and Tobago to Boston?

    Airlines like JetBlue and United Airlines fly from Trinidad and Tobago to Boston in about 14h 03m. The time it takes to get you to your destination can typically vary by up to 7h 26m. The distance between Trinidad and Tobago and Boston is about 2270 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Trinidad and Tobago to Boston one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $160. Users have also found prices from $179 and $202 on United Airlines and American Airlines, respectively.

  • Can I find deals for flights from Trinidad and Tobago to Boston that include hotel bookings?

    Yes. In addition to deals on Trinidad and Tobago to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Trinidad and Tobago to Boston?

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

  • Can I find deals for business class flights from Trinidad and Tobago to Boston?

    Yes. Cheapflights offers flight deals from Trinidad and Tobago to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Medford
Cambridge
Concord
Hampton Beach
Watertown
Seekonk
Brockton
Seabrook
Cranston
Chelsea
Smithfield
Lincoln
Warwick
Peabody
Waltham
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Trinidad and Tobago to Boston

Discover the top 5 airlines that operate flights from Trinidad and Tobago to Boston. 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 March 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$171Average$497FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$241Average$572FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$256Average$350FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$515Average$635FlexibilityNo cancel feeOn-time71%

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