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$239+ 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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Trinidad to Boston

Keep the following information in mind while searching for Trinidad to Boston flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$534
(United Airlines)

One-way from

$239
(JetBlue)

Popular in

March

Cheapest in

May

Average price

$610
Provider with most accurate pricing for Port of Spain Piarco Intl-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Boston Logan Intl flights.
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From Trinidad to Boston Logan Intl
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One-way flight from Trinidad to Boston Logan Intl
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Highest demand for flights based on searches. 10% potential increase in price ($64 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 3, 2025.

This United Airlines deal was found by Cheapflights users on 11/2. 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.
Sun 12/141:30 amPOS - BOS
2 stops14h 46mUnited Airlines
Wed 12/316:20 amBOS - POS
1 stop17h 03mUnited Airlines
Deal found 11/2$534
This Air Canada deal was found by Cheapflights users on 11/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/122:15 amPOS - BOS
1 stop16h 47mAir Canada
Sun 12/286:15 amBOS - POS
1 stop17h 55mAir Canada
Deal found 11/2$539
This Air Canada deal was found by Cheapflights users on 11/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/112:15 amPOS - BOS
2 stops42h 27mAir Canada
Thu 1/16:15 amBOS - POS
1 stop18h 05mAir Canada
Deal found 11/2$550
This United Airlines deal was found by Cheapflights users on 11/2. 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
1 stop22h 45mUnited Airlines
Wed 12/311:40 pmBOS - POS
1 stop10h 25mUnited Airlines
Deal found 11/2$567
This JetBlue deal was found by Cheapflights users on 11/2. 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.
Thu 12/183:56 pmPOS - BOS
1 stop9h 20mJetBlue
Thu 1/15:30 amBOS - POS
1 stop8h 01mJetBlue
Deal found 11/2$571
This JetBlue deal was found by Cheapflights users on 11/2. 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 stop8h 48mJetBlue
Thu 1/15:30 amBOS - POS
1 stop8h 01mJetBlue
Deal found 11/2$573
This United Airlines deal was found by Cheapflights users on 11/2. 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 12/111:30 amPOS - BOS
1 stop11h 51mUnited Airlines
Tue 12/309:30 amBOS - POS
2 stops37h 53mUnited Airlines
Deal found 11/2$577
This JetBlue deal was found by Cheapflights users on 11/2. 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.
Thu 12/183:56 pmPOS - BOS
1 stop9h 20mJetBlue
Mon 12/298:07 pmBOS - POS
1 stop9h 11mJetBlue
Deal found 11/2$592
This JetBlue deal was found by Cheapflights users on 11/2. 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 12/125:42 pmPOS - BOS
1 stop14h 59mJetBlue
Tue 12/308:07 pmBOS - POS
1 stop9h 11mJetBlue
Deal found 11/2$595
This Air Canada deal was found by Cheapflights users on 11/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/112:15 amPOS - BOS
2 stops37h 37mAir Canada
Sat 12/276:55 pmBOS - POS
1 stop29h 15mAir Canada
Deal found 11/2$606
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1210:10 amPOS - BOS
1 stop14h 46mMultiple Airlines
Tue 12/307:34 pmBOS - POS
2 stops23h 46mMultiple Airlines
Deal found 11/2$608
This JetBlue deal was found by Cheapflights users on 11/2. 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.
Thu 12/183:56 pmPOS - BOS
1 stop9h 20mJetBlue
Sun 12/285:30 amBOS - POS
1 stop8h 00mJetBlue
Deal found 11/2$624

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 November 3, 2025.
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

Thu 12/11

1:30 am-2:59 pm

1 stop14h 29m

Boston Logan Intl

Wed 12/31

1:40 pm-1:05 am

1 stop10h 25m

$534

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 12/17

1:30 am-12:06 pm

1 stop11h 36m

Boston Logan Intl

Wed 12/31

9:30 am-1:05 am

2 stops14h 35m

$534

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 2/11

1:30 am-2:12 pm

2 stops13h 42m

Boston Logan Intl

Sat 2/21

7:48 am-12:23 am

2 stops15h 35m

$534

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 12/13

1:30 am-5:43 pm

1 stop17h 13m

Boston Logan Intl

Wed 12/31

7:25 am-12:23 am

1 stop15h 58m

$534

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 12/14

1:30 am-2:59 pm

1 stop14h 29m

Boston Logan Intl

Wed 12/31

7:25 am-12:23 am

1 stop15h 58m

$534

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 12/15

1:30 am-12:21 pm

1 stop11h 51m

Boston Logan Intl

Wed 12/31

6:20 am-12:23 am

1 stop17h 03m

$534

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 12/16

1:30 am-2:59 pm

1 stop14h 29m

Boston Logan Intl

Wed 12/31

1:40 pm-1:05 am

1 stop10h 25m

$534

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/27

1:30 am-12:17 pm

1 stop11h 47m

Boston Logan Intl

Tue 3/3

11:48 am-12:23 am

1 stop11h 35m

$536

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 11/13

2:15 am-7:12 pm

2 stops17h 57m

$260

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 11/16

2:15 am-7:12 pm

2 stops17h 57m

$260

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 16 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

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

Currently, May is the cheapest month in which you can book a flight from Trinidad to Boston (average of $184). Flying from Trinidad 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 LAZ to BOS?

Find hourly flight availability from Trinidad 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 November 3, 2025.

It’s typically best to fly out from Trinidad 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 November 3, 2025.
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.
Copa Airlines
7.6
Good
1,561 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Overall

7.6

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,561 reviews
Copa Airlines
7.6
Good
1,561 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Overall

7.6

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
8,997 reviews
Copa Airlines
7.6
Good
1,561 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Overall

7.6

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
11,036 reviews
Copa Airlines
7.6
Good
1,561 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Overall

7.6

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
JetBlue
7.2
Good
2,907 reviews
Copa Airlines
7.6
Good
1,561 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Overall

7.6

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Air Canada
7.1
Good
10,393 reviews
Copa Airlines
7.6
Good
1,561 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Overall

7.6

Crew

8.1

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

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 14h 29m. United Airlines provides one of the quickest options available for as low as $534. Trinidad and Boston are separated by a distance of 2270 mi.

  • 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.

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

    Currently, May is the cheapest month in which you can book a flight from Trinidad to Boston (average of $184). Flying from Trinidad 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
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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.
Port of Spain to Boston flights
Port of Spain to Hartford flights

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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$256Average$387FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$368Average$664FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$442Average$615FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$451Average$561FlexibilityNo cancel feeOn-time69%

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