HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$160+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Feb 24 — Mar 31
Tue 2/24
Tue 3/3
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.

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 January 25, 2026.

This United Airlines deal was found by Cheapflights users on 1/23. 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 3/912:30 am
POS
-
BOS
2 stops36h 19m
United Airlines
Tue 3/179:32 am
BOS
-
POS
1 stop13h 51m
United Airlines
Deal found 1/23$266
This JetBlue deal was found by Cheapflights users on 1/23. 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 2/1312:22 pm
POS
-
BOS
1 stop8h 41m
JetBlue
Sat 2/218:15 pm
BOS
-
POS
1 stop10h 02m
JetBlue
Deal found 1/23$272
This United Airlines deal was found by Cheapflights users on 1/23. 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 2/121:30 am
POS
-
BOS
2 stops23h 27m
United Airlines
Sat 2/214:15 pm
BOS
-
POS
1 stop7h 50m
United Airlines
Deal found 1/23$276
This American Airlines deal was found by Cheapflights users on 1/23. 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 stops18h 33m
American Airlines
Sun 5/106:53 pm
BOS
-
POS
2 stops19h 39m
American Airlines
Deal found 1/23$292
This Trip.com deal was found by Cheapflights users on 1/24. 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.
Sat 2/78:20 am
POS
-
BOS
1 stop11h 25m
JetBlue
Sat 2/216:15 pm
BOS
-
POS
1 stop12h 02m
JetBlue
Deal found 1/24$294
This United Airlines deal was found by Cheapflights users on 1/25. 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 5/312:30 am
POS
-
BOS
2 stops33h 48m
United Airlines
Wed 5/139:45 am
BOS
-
POS
1 stop13h 38m
United Airlines
Deal found 1/25$296
This United Airlines deal was found by Cheapflights users on 1/24. 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 2/101:30 am
POS
-
BOS
1 stop11h 49m
United Airlines
Thu 2/191:55 pm
BOS
-
POS
1 stop10h 10m
United Airlines
Deal found 1/24$297
This Copa Airlines deal was found by Cheapflights users on 1/23. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/93:46 am
POS
-
BOS
1 stop19h 24m
Copa Airlines
Tue 3/174:05 pm
BOS
-
POS
1 stop9h 41m
Copa Airlines
Deal found 1/23$298
This United Airlines deal was found by Cheapflights users on 1/24. 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 2/61:30 am
POS
-
BOS
2 stops21h 08m
United Airlines
Sat 2/214:15 pm
BOS
-
POS
1 stop7h 50m
United Airlines
Deal found 1/24$299
This United Airlines deal was found by Cheapflights users on 1/24. 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 2/112:20 am
POS
-
BOS
1 stop9h 35m
United Airlines
Wed 2/189:47 am
BOS
-
POS
1 stop13h 36m
United Airlines
Deal found 1/24$302
This United Airlines deal was found by Cheapflights users on 1/23. 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 5/127:25 am
BOS
-
POS
1 stop15h 58m
United Airlines
Deal found 1/23$304

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 January 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$266
(United Airlines)

One-way from

$160
(United Airlines)

Popular in

March

Cheapest in

December

Average price

$466
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. 5% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 25, 2026.
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

Mon 3/9

12:30 am-2:29 pm

2 stops37h 59m

Boston Logan Intl

Tue 3/17

7:16 am-11:23 pm

2 stops40h 07m

$266

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/13

12:22 pm-8:03 pm

1 stop8h 41m

Boston Logan Intl

Sat 2/21

8:15 pm-7:17 am

1 stop10h 02m

$272

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 2/12

1:30 am-11:57 pm

2 stops23h 27m

Boston Logan Intl

Sat 2/21

4:15 pm-1:05 am

1 stop7h 50m

$276

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 5/2

3:47 pm-10:20 am

2 stops18h 33m

Boston Logan Intl

Tue 5/12

6:00 am-2:32 pm

1 stop8h 32m

$292

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 3/8

12:30 am-2:29 pm

2 stops37h 59m

$160

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 2/9

1:30 am-9:52 pm

2 stops21h 22m

$191

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 3/9

8:05 am-7:58 pm

1 stop11h 53m

$193

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/13

12:22 pm-11:59 pm

1 stop12h 37m

$193

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/6

1:30 am-9:57 pm

2 stops21h 27m

$193

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 2/7

8:20 am-12:13 am

1 stop16h 53m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 15 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 July is currently the most expensive (average of $554). 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.

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 January 25, 2026.
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
1,558 reviews

Entertainment

6.8

Boarding

7.8

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

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.
Copa Airlines
7.6
Good
1,558 reviews
Copa Airlines
7.6
Good
1,558 reviews

Entertainment

6.8

Boarding

7.8

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

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.
United Airlines
7.4
Good
9,200 reviews
Copa Airlines
7.6
Good
1,558 reviews

Entertainment

6.8

Boarding

7.8

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

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.
American Airlines
7.2
Good
11,189 reviews
Copa Airlines
7.6
Good
1,558 reviews

Entertainment

6.8

Boarding

7.8

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

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.
JetBlue
7.2
Good
2,892 reviews
Copa Airlines
7.6
Good
1,558 reviews

Entertainment

6.8

Boarding

7.8

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

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.
Air Canada
7.1
Good
10,656 reviews
Copa Airlines
7.6
Good
1,558 reviews

Entertainment

6.8

Boarding

7.8

Overall

7.6

Crew

8.1

Comfort

7.4

Food

6.8

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 United Airlines and JetBlue fly from Trinidad and Tobago to Boston in about 8h 41m. The time it takes to get you to your destination can typically vary by up to 29h 18m. 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 $163. Users have also found prices from $202 and $209 on American Airlines and Air Canada, 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 July is currently the most expensive (average of $554). 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
Seekonk
Brockton
Warwick
Seabrook
Cranston
Lincoln
Smithfield
Peabody
Quincy
York Beach
Londonderry
Swansea
Old Orchard Beach
Waltham
Lowell
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.
Luis Munoz Marin Intl to Hartford flights
Luis Munoz Marin Intl to Boston flights
Santo Domingo to Boston flights
Santiago de los Caballeros to Boston flights
Punta Cana to Boston flights
Oranjestad to Boston flights
Saint Thomas Island to Boston flights
Luis Munoz Marin Intl to Albany flights
Port of Spain to Boston flights
Montego Bay to Boston flights
Nassau to Boston flights
George Town to Boston flights
Bridgetown to Boston flights
Santo Domingo to Hartford flights
Kingston to Boston flights
St. John's to Boston flights
Aguadilla to Hartford flights
Simpson Bay to Boston flights
Christiansted to Boston flights
Providenciales to Boston flights
Saint Thomas Island to Hartford flights
Willemstad to Boston flights
Kingston to Albany flights
Ponce to Hartford flights
Aguadilla to Boston flights
Cap Haitien to Boston flights
Montego Bay to Hartford flights
Ponce to Boston flights
Pointe-à-Pitre to Boston flights
St. George's to Boston flights
Kingston to Hartford flights
Port of Spain to Hartford flights
Nassau to Hartford flights
Luis Munoz Marin Intl to West Tisbury flights
Luis Munoz Marin Intl to Provincetown flights
Oranjestad to Worcester flights
Bridgetown to Worcester 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 January 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$168Average$384FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$183Average$555FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$241Average$573FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$515Average$635FlexibilityNo cancel feeOn-time71%

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.