Boston

$168+ Cheap flights from Trinidad 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Mar 16 — Mar 231
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Cheap flight deals from Trinidad to Boston

Cheapest flights from Trinidad to Boston
Explore the most affordable flight options available from Trinidad to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 14, 2026.

This United Airlines deal was found by Cheapflights users on 2/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1912:30 am
POS
-
BOS
2 stops13h 53m
United Airlines
Wed 10/215:15 pm
BOS
-
POS
1 stop30h 08m
United Airlines
Deal found 2/14$278
This United Airlines deal was found by Cheapflights users on 2/13. 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
1 stop11h 46m
United Airlines
Sun 5/107:25 am
BOS
-
POS
1 stop15h 58m
United Airlines
Deal found 2/13$283
This United Airlines deal was found by Cheapflights users on 2/13. 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
1 stop11h 46m
United Airlines
Tue 5/1210:00 am
BOS
-
POS
2 stops13h 23m
United Airlines
Deal found 2/13$287
This American Airlines deal was found by Cheapflights users on 2/14. 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.
Fri 5/13:47 pm
POS
-
BOS
2 stops19h 25m
American Airlines
Sun 5/106:53 pm
BOS
-
POS
2 stops19h 39m
American Airlines
Deal found 2/14$292
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Tue 3/32:20 am
POS
-
BOS
2 stops17h 48m
United Airlines
Fri 3/65:45 am
BOS
-
POS
2 stops41h 38m
United Airlines
Deal found 2/13$311
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Mon 3/303:10 pm
POS
-
BOS
2 stops22h 49m
American Airlines
Fri 4/105:40 pm
BOS
-
POS
2 stops20h 52m
American Airlines
Deal found 2/11$314
This United Airlines deal was found by Cheapflights users on 2/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:30 am
POS
-
BOS
1 stop12h 05m
United Airlines
Sat 10/245:15 am
BOS
-
POS
1 stop18h 08m
United Airlines
Deal found 2/14$315
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Wed 3/1812:30 am
POS
-
BOS
2 stops24h 05m
United Airlines
Wed 3/2512:07 pm
BOS
-
POS
3 stops35h 16m
United Airlines
Deal found 2/11$318
This JetBlue deal was found by Cheapflights users on 2/13. 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.
Wed 3/49:05 am
POS
-
BOS
1 stop9h 10m
JetBlue
Fri 3/68:04 pm
BOS
-
POS
1 stop10h 13m
JetBlue
Deal found 2/13$326
This JetBlue deal was found by Cheapflights users on 2/14. 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 JetBlue 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
Sun 5/105:20 am
BOS
-
POS
1 stop8h 15m
JetBlue
Deal found 2/14$334

Find flight deals from Trinidad to Boston

Keep the following information in mind while searching for Trinidad to Boston flight deals. Data was last updated February 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$278
(United Airlines)

One-way from

$168
(United Airlines)

Popular in

August

Cheapest in

February

Average price

$268
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 to Boston Logan Intl
One-way flight from Trinidad to Boston Logan Intl
Highest demand for flights based on searches. 19% potential increase in price ($118 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Trinidad 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 February 14, 2026.
Use the filters below to find and compare flights from Trinidad to Boston that are best for you.

Fly from

Trinidad

Fly to

Boston

Route

Depart

Return

Price

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 5/2

12:30 am-9:25 am

2 stops32h 55m

Boston Logan Intl

Sun 5/10

7:25 am-11:23 pm

1 stop15h 58m

$278

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-12:16 pm

1 stop11h 46m

Boston Logan Intl

Tue 5/12

9:45 am-11:23 pm

1 stop13h 38m

$283

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-12:16 pm

1 stop11h 46m

Boston Logan Intl

Sun 5/10

7:25 am-11:23 pm

1 stop15h 58m

$283

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 3/18

12:30 am-12:35 am

2 stops24h 05m

Boston Logan Intl

Wed 3/25

9:32 am-11:23 pm

1 stop13h 51m

$287

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

3:47 pm-12:11 pm

2 stops20h 24m

Boston Logan Intl

Sun 5/10

6:53 pm-2:32 pm

2 stops19h 39m

$292

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 5/2

3:47 pm-8:26 am

2 stops16h 39m

Boston Logan Intl

Sun 5/10

6:53 pm-2:32 pm

2 stops19h 39m

$292

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 4/7

12:30 am-12:16 pm

1 stop11h 46m

$168

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 4/11

12:30 am-9:59 pm

2 stops45h 29m

$172

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 7/10

12:30 am-12:59 am

2 stops48h 29m

$172

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 4/6

12:30 am-9:46 pm

1 stop21h 16m

$186

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 14 results
1
2

Best time to book a flight from Trinidad to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Trinidad 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 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 February 14, 2026.
Read reviews from past customers who have flown Copa Airlines, United Airlines, and American Airlines from Trinidad to Boston. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

7.8

Entertainment

6.8

Overall

7.5

Food

6.8

Comfort

7.4

Crew

8.1

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.

Boarding

7.8

Entertainment

6.8

Overall

7.5

Food

6.8

Comfort

7.4

Crew

8.1

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.

Boarding

7.8

Entertainment

6.8

Overall

7.5

Food

6.8

Comfort

7.4

Crew

8.1

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.

Boarding

7.8

Entertainment

6.8

Overall

7.5

Food

6.8

Comfort

7.4

Crew

8.1

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.

Boarding

7.8

Entertainment

6.8

Overall

7.5

Food

6.8

Comfort

7.4

Crew

8.1

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.

Boarding

7.8

Entertainment

6.8

Overall

7.5

Food

6.8

Comfort

7.4

Crew

8.1

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 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?

    Boston Logan Intl (BOS) is the airport you will fly into if you book a flight from Trinidad to Boston. It is only a 2.6 mi journey from Logan Intl (BOS) to Boston’s city center.

  • How long is the flight from Trinidad to Boston?

    A quick flight from Trinidad to Boston can take about 32h 55m. United Airlines provides one of the quickest options available for as low as $278. Trinidad and Boston are separated by a distance of 2270 mi.

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

    The cheapest airlines for a one-way flight from Trinidad to Boston are JetBlue ($160), American Airlines ($202), and Air Canada ($209).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Trinidad 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
Hampton Beach
Watertown
Seekonk
Brockton
Concord
Seabrook
Cranston
Lincoln
Warwick
Smithfield
Peabody
Quincy
York Beach
Londonderry
Swansea
Old Orchard Beach
Waltham
Lowell

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Trinidad to Boston

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Trinidad to Boston

Discover the top 5 airlines that operate flights from Trinidad 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 February 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$171Average$555FlexibilityNo 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$620FlexibilityNo cancel feeOn-time71%

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