HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$251+ 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Trinidad and Tobago to Boston 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.

Find 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 October 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/15. 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 10/2410:10 amPOS - BOS
1 stop25h 16mMultiple Airlines
Mon 10/274:54 pmBOS - POS
1 stop26h 01mMultiple Airlines
Deal found 10/15$524
This United Airlines deal was found by Cheapflights users on 10/15. 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 10/2312:30 amPOS - BOS
1 stop14h 09mUnited Airlines
Mon 10/277:38 pmBOS - POS
2 stops27h 45mUnited Airlines
Deal found 10/15$757
This American Airlines deal was found by Cheapflights users on 10/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:02 amPOS - BOS
1 stop18h 31mAmerican Airlines
Fri 1/25:00 amBOS - POS
1 stop9h 46mAmerican Airlines
Deal found 10/16$788
This United Airlines deal was found by Cheapflights users on 10/16. 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.
Sun 12/212:20 amPOS - BOS
2 stops23h 25mUnited Airlines
Fri 1/21:40 pmBOS - POS
1 stop10h 25mUnited Airlines
Deal found 10/16$825
This Air Canada deal was found by Cheapflights users on 10/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/212:15 amPOS - BOS
2 stops32h 17mAir Canada
Fri 1/26:40 pmBOS - POS
2 stops53h 30mAir Canada
Deal found 10/16$1,133

Cheap 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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$463
(Gotogate)

One-way from

$251
(Mytrip)

Popular in

March

Cheapest in

May

Average price

$572
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. 9% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 16, 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

2:15 am-12:12 pm

1 stop10h 57m

Boston Logan Intl

Sat 2/21

4:35 pm-1:10 am

1 stop31h 35m

$463

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/27

2:15 am-2:52 pm

2 stops13h 37m

Boston Logan Intl

Tue 3/3

1:00 pm-1:10 am

1 stop11h 10m

$483

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 3/18

12:30 am-11:48 pm

2 stops23h 18m

Boston Logan Intl

Thu 3/26

6:00 am-11:23 pm

2 stops17h 23m

$533

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 2/14

4:40 pm-10:02 am

1 stop18h 22m

Boston Logan Intl

Sat 2/21

6:40 pm-3:05 pm

2 stops19h 25m

$541

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 10/24

2:25 am-5:55 pm

2 stops15h 30m

$251

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 11/19

3:48 am-10:03 pm

1 stop19h 15m

$257

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 12/8

3:47 am-10:03 pm

1 stop19h 16m

$257

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 11/23

2:15 am-7:12 pm

2 stops17h 57m

$260

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 11/25

2:15 am-2:52 pm

2 stops13h 37m

$260

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 11/14

2:26 pm-9:00 am

3 stops43h 34m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

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 October 16, 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 October 16, 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
1,549 reviews

Entertainment

6.8

Food

6.8

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

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
1,549 reviews
Copa Airlines
7.6
Good
1,549 reviews

Entertainment

6.8

Food

6.8

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

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
8,979 reviews
Copa Airlines
7.6
Good
1,549 reviews

Entertainment

6.8

Food

6.8

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

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
11,041 reviews
Copa Airlines
7.6
Good
1,549 reviews

Entertainment

6.8

Food

6.8

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

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
2,908 reviews
Copa Airlines
7.6
Good
1,549 reviews

Entertainment

6.8

Food

6.8

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

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
10,304 reviews
Copa Airlines
7.6
Good
1,549 reviews

Entertainment

6.8

Food

6.8

Boarding

7.8

Overall

7.6

Comfort

7.4

Crew

8.1

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 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 Air Canada fly from Trinidad and Tobago to Boston in about 10h 57m. The time it takes to get you to your destination can typically vary by up to . The distance between Trinidad and Tobago and Boston is about 2270 mi.

  • 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
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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Trinidad and Tobago to Boston

See prices for flight routes from nearby airports that may be better suited for you.
Santo Domingo to Boston flights
Luis Munoz Marin Intl to Boston flights
Luis Munoz Marin Intl to Hartford flights
Santiago de los Caballeros to Boston flights
Kingston to Hartford flights
Punta Cana to Boston flights
Montego Bay to Boston flights
Oranjestad to Boston flights
Simpson Bay to Boston flights
Santo Domingo to Hartford flights
Luis Munoz Marin Intl to Albany flights
Montego Bay to Hartford flights
George Town to Boston flights
Port of Spain to Boston flights
Nassau to Boston flights
Providenciales to Boston flights
Christiansted to Boston flights
Ponce to Boston flights
Kingston to Boston flights
Aguadilla to Hartford flights
Kingston to Albany flights
Saint Thomas Island to Boston flights
Bridgetown to Boston flights
Aguadilla to Boston flights
Ponce to Hartford flights
Willemstad to Boston flights
Pointe-à-Pitre to Boston flights
St. John's to Boston flights
Saint Thomas Island to Hartford flights
Nassau to Hartford flights
Fort-de-France to Boston flights
St. George's to Boston flights
Montego Bay to Albany flights
Luis Munoz Marin Intl to West Tisbury flights
Oranjestad to Worcester flights
Bridgetown to Worcester flights
Luis Munoz Marin Intl to Provincetown flights
Punta Cana to Worcester flights
Santo Domingo to Worcester flights
Oranjestad to Albany flights

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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$256Average$390FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$368Average$665FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$430Average$611FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$452Average$559FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.