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$222+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Aug 3 — Aug 101
Mon 8/3
Mon 8/10
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 July 4, 2026.

This United Airlines deal was found by Cheapflights users on 6/29. 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 8/152:00 am
POS
-
BOS
1 stop12h 22m
United Airlines
Wed 8/2612:41 pm
BOS
-
POS
1 stop12h 09m
United Airlines
Deal found 6/29$390
This United Airlines deal was found by Cheapflights users on 6/30. 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 8/1512:30 am
POS
-
BOS
1 stop11h 54m
United Airlines
Mon 8/243:30 pm
BOS
-
POS
1 stop9h 20m
United Airlines
Deal found 6/30$391
This United Airlines deal was found by Cheapflights users on 7/1. 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 8/1712:30 am
POS
-
BOS
1 stop11h 54m
United Airlines
Wed 9/307:25 am
BOS
-
POS
1 stop15h 58m
United Airlines
Deal found 7/1$395
This United Airlines deal was found by Cheapflights users on 6/29. 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 8/1612:30 am
POS
-
BOS
1 stop23h 08m
United Airlines
Sat 8/296:00 am
BOS
-
POS
1 stop18h 50m
United Airlines
Deal found 6/29$410
This United Airlines deal was found by Cheapflights users on 6/29. 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 10/2212:30 am
POS
-
BOS
1 stop23h 09m
United Airlines
Sun 11/17:30 am
BOS
-
POS
2 stops39h 48m
United Airlines
Deal found 6/29$414
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/102:00 am
POS
-
BOS
2 stops21h 21m
United Airlines
Sat 8/18:27 pm
BOS
-
POS
1 stop28h 23m
United Airlines
Deal found 6/30$415
This Copa Airlines deal was found by Cheapflights users on 6/29. 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.
Thu 10/223:50 am
POS
-
BOS
1 stop19h 12m
Copa Airlines
Sun 11/17:41 am
BOS
-
POS
1 stop28h 36m
Copa Airlines
Deal found 6/29$419
This United Airlines deal was found by Cheapflights users on 6/30. 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 8/2312:30 am
POS
-
BOS
1 stop23h 08m
United Airlines
Mon 9/146:00 pm
BOS
-
POS
2 stops29h 23m
United Airlines
Deal found 6/30$422
This Air Canada deal was found by Cheapflights users on 6/29. 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 8/211:25 am
POS
-
BOS
2 stops20h 02m
Air Canada
Fri 8/2810:40 am
BOS
-
POS
2 stops13h 35m
Air Canada
Deal found 6/29$432
This United Airlines deal was found by Cheapflights users on 6/29. 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 7/72:00 am
POS
-
BOS
2 stops21h 21m
United Airlines
Fri 7/108:15 am
BOS
-
POS
2 stops16h 35m
United Airlines
Deal found 6/29$437

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 July 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$390
(United Airlines)

One-way from

$222
(United Airlines)

Popular in

March

Cheapest in

February

Average price

$431
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
High demand for flights, 13% potential price rise
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 July 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 July 4, 2026.
Use the filters below to find and compare flights from Trinidad and Tobago to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 8/16

12:30 am-9:59 pm

2 stops21h 29m

Boston Logan Intl

Sun 8/23

9:26 am-12:50 am

1 stop15h 24m

$390

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 8/8

12:30 am-2:48 pm

1 stop14h 18m

Boston Logan Intl

Tue 8/11

6:00 am-12:50 am

1 stop18h 50m

$390

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 8/20

2:00 am-12:47 pm

1 stop10h 47m

Boston Logan Intl

Tue 8/25

7:30 am-11:23 pm

2 stops15h 53m

$390
Quickest round-trip

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 8/20

2:00 am-12:47 pm

1 stop10h 47m

Boston Logan Intl

Thu 8/27

9:33 am-11:23 pm

2 stops13h 50m

$390

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 8/17

2:00 am-12:47 pm

1 stop10h 47m

Boston Logan Intl

Mon 8/24

11:00 am-12:50 am

1 stop13h 50m

$391

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 8/13

2:00 am-5:52 pm

1 stop15h 52m

Boston Logan Intl

Fri 8/21

6:00 am-12:50 am

1 stop18h 50m

$391

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 8/23

12:30 am-11:59 pm

2 stops23h 29m

Boston Logan Intl

Mon 9/14

7:02 pm-11:23 pm

2 stops28h 21m

$400

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 8/17

12:30 am-5:52 pm

2 stops17h 22m

Boston Logan Intl

Wed 9/30

7:01 am-11:23 pm

2 stops16h 22m

$400

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 8/24

2:00 am-5:36 pm

2 stops15h 36m

Boston Logan Intl

Mon 9/14

8:31 pm-11:23 pm

2 stops26h 52m

$400

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 10/22

12:30 am-11:39 pm

1 stop23h 09m

Boston Logan Intl

Sun 11/1

7:30 am-12:18 am

2 stops39h 48m

$414

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Showing 1-10 of 20 resultsSorted by cheapest first
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
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 July 4, 2026.
See what other customers who have flown with Copa Airlines,United Airlines, andAmerican 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
1,567 reviews

Comfort

7.4

Crew

8.1

Entertainment

6.8

Boarding

7.8

Food

6.9

Overall

7.6

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Copa Airlines
7.6
Good
1,567 reviews
Copa Airlines
7.6
Good
1,567 reviews

Comfort

7.4

Crew

8.1

Entertainment

6.8

Boarding

7.8

Food

6.9

Overall

7.6

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
United Airlines
7.4
Good
9,931 reviews
Copa Airlines
7.6
Good
1,567 reviews

Comfort

7.4

Crew

8.1

Entertainment

6.8

Boarding

7.8

Food

6.9

Overall

7.6

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
American Airlines
7.1
Good
11,765 reviews
Copa Airlines
7.6
Good
1,567 reviews

Comfort

7.4

Crew

8.1

Entertainment

6.8

Boarding

7.8

Food

6.9

Overall

7.6

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
JetBlue
7.1
Good
3,009 reviews
Copa Airlines
7.6
Good
1,567 reviews

Comfort

7.4

Crew

8.1

Entertainment

6.8

Boarding

7.8

Food

6.9

Overall

7.6

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

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 fly from Trinidad and Tobago to Boston in about 21h 29m. 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.

  • 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 $148. Users have also found prices from $188 and $193 on United 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.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Cambridge
Concord
Brockton
Hampton Beach
Seekonk
Cranston
Warwick
Peabody
Auburn
Fitchburg
York Beach
Chelsea
Londonderry
Dedham
Swansea
North Falmouth
Lowell
Smithfield
Braintree

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Trinidad and Tobago to Boston

Discover the top 4 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 July 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$183Average$372FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$241Average$474FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$256Average$350FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$372Average$605FlexibilityNo cancel feeOn-time71%

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