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$148+ 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Jan 4 — Jan 111
Sun 1/4
Sun 1/11
1 adult, Economy
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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 December 5, 2025.

This United Airlines deal was found by Cheapflights users on 12/4. 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 12/241:30 amPOS - BOS
1 stop11h 40mUnited Airlines
Tue 12/306:01 amBOS - POS
2 stops41h 22mUnited Airlines
Deal found 12/4$348
This United Airlines deal was found by Cheapflights users on 12/4. 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 12/191:30 amPOS - BOS
2 stops24h 15mUnited Airlines
Tue 12/309:30 amBOS - POS
2 stops37h 53mUnited Airlines
Deal found 12/4$381
This Trip.com deal was found by Cheapflights users on 12/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:02 amPOS - BOS
1 stop12h 58mJetBlue
Tue 12/308:07 pmBOS - POS
1 stop9h 11mJetBlue
Deal found 12/4$402
This JetBlue deal was found by Cheapflights users on 12/4. 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.
Mon 12/223:56 pmPOS - BOS
1 stop9h 20mJetBlue
Fri 1/25:30 amBOS - POS
1 stop8h 00mJetBlue
Deal found 12/4$465
This JetBlue deal was found by Cheapflights users on 12/4. 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 12/208:02 amPOS - BOS
1 stop9h 47mJetBlue
Tue 12/308:07 pmBOS - POS
1 stop9h 11mJetBlue
Deal found 12/4$491
This JetBlue deal was found by Cheapflights users on 12/4. 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 12/1312:19 pmPOS - BOS
1 stop12h 44mJetBlue
Mon 12/228:07 pmBOS - POS
1 stop9h 11mJetBlue
Deal found 12/4$566
This United Airlines deal was found by Cheapflights users on 12/5. 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 12/121:30 amPOS - BOS
2 stops16h 45mUnited Airlines
Mon 12/226:01 amBOS - POS
2 stops17h 22mUnited Airlines
Deal found 12/5$704

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 December 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$238
(Trip.com)

One-way from

$148
(United Airlines)

Popular in

March

Cheapest in

May

Average price

$504
Provider with most accurate pricing for Port of Spain Piarco Intl-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Boston Logan Intl flights.
Search Deals
From Trinidad and Tobago to Boston Logan Intl
Search Deals
One-way flight from Trinidad and Tobago to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 5, 2025.
Use the filters below to find and compare flights from Trinidad and Tobago to Boston that are best for you.

Fly from

Trinidad and Tobago

Fly to

Boston

Route

Depart

Return

Price

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/13

8:50 am-8:03 pm

1 stop12h 13m

Boston Logan Intl

Sat 2/21

6:15 pm-7:17 am

1 stop12h 02m

$238

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 2/12

1:30 am-11:30 pm

1 stop23h 00m

Boston Logan Intl

Sat 2/21

7:48 am-12:23 am

2 stops15h 35m

$242

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/13

1:30 am-6:13 pm

1 stop17h 43m

Boston Logan Intl

Thu 2/19

1:55 pm-1:05 am

1 stop10h 10m

$242

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 1/22

1:30 am-12:19 pm

1 stop11h 49m

Boston Logan Intl

Sat 1/24

7:22 pm-12:23 am

2 stops28h 01m

$253

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 2/14

4:40 pm-1:05 pm

2 stops21h 25m

Boston Logan Intl

Thu 2/19

6:49 pm-3:39 pm

2 stops19h 50m

$291

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 1/23

8:20 am-6:48 pm

1 stop11h 28m

Boston Logan Intl

Sat 1/24

5:10 am-7:11 pm

1 stop13h 01m

$303

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 1/25

1:30 am-6:32 pm

3 stops18h 02m

$148

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 12/30

8:02 am-8:00 pm

1 stop12h 58m

$149

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 12/29

1:30 am-12:45 am

2 stops24h 15m

$154

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 12/27

8:02 am-4:49 pm

1 stop9h 47m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 13 results
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

What is the cheapest month to book a flight from Trinidad and Tobago to Boston?

Currently, May is the cheapest month in which you can book a flight from Trinidad and Tobago to Boston (average of $184). Flying from Trinidad and Tobago to Boston in March is currently the most expensive (average of $564). 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 TT to BOS?

Find hourly flight availability from Trinidad and Tobago to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 5, 2025.

It’s typically best to fly out from Trinidad and Tobago to Boston at noon. Doing so could potentially save you 36% on the flight price compared to flying in the morning, which is usually more expensive.

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 December 5, 2025.
See what other customers who have flown with Copa Airlines, United Airlines, and American Airlines 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.
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.9

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Copa Airlines
7.6
Good
1,556 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.9

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
United Airlines
7.4
Good
9,065 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.9

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
American Airlines
7.2
Good
11,046 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.9

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
JetBlue
7.2
Good
2,898 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.9

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Air Canada
7.1
Good
10,500 reviews
Copa Airlines
7.6
Good
1,556 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.9

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

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 12h 13m. The time it takes to get you to your destination can typically vary by up to 10h 47m. 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 Air Canada. According to our data, you can fly for as low as $209. Users have also found prices from $231 and $242 on American Airlines and United 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.

  • What is the cheapest month to book a flight from Trinidad and Tobago to Boston?

    Currently, May is the cheapest month in which you can book a flight from Trinidad and Tobago to Boston (average of $184). Flying from Trinidad and Tobago to Boston in March is currently the most expensive (average of $564). 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

Traveling to a place near Boston?

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

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Alternative routes for Trinidad and Tobago to Boston

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$256Average$390FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$274Average$626FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$451Average$566FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$459Average$635FlexibilityNo cancel feeOn-time71%

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