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$199+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
May 30 — Jun 61
Sat 5/30
Sat 6/6
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 April 30, 2026.

This United Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 5/2912:30 am
POS
-
BOS
2 stops19h 00m
United Airlines
Sat 6/65:47 am
BOS
-
POS
1 stop17h 36m
United Airlines
Deal found 4/29$369
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Thu 6/43:13 pm
POS
-
BOS
1 stop9h 46m
American Airlines
Mon 6/85:01 am
BOS
-
POS
1 stop9h 10m
American Airlines
Deal found 4/27$373
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Thu 6/43:13 pm
POS
-
BOS
1 stop9h 46m
American Airlines
Tue 6/910:20 am
BOS
-
POS
2 stops12h 40m
American Airlines
Deal found 4/27$377
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 5/1812:30 am
POS
-
BOS
2 stops31h 23m
United Airlines
Thu 11/57:10 am
BOS
-
POS
2 stops40h 13m
United Airlines
Deal found 4/29$386
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 5/83:47 pm
POS
-
BOS
2 stops20h 45m
American Airlines
Mon 6/158:01 am
BOS
-
POS
1 stop14h 59m
American Airlines
Deal found 4/28$414
This Copa Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 5/183:49 am
POS
-
BOS
1 stop19h 19m
Copa Airlines
Thu 11/53:07 pm
BOS
-
POS
1 stop9h 37m
Copa Airlines
Deal found 4/29$419
This Air Canada deal was found by Cheapflights users on 4/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:25 am
POS
-
BOS
1 stop21h 14m
Air Canada
Sun 5/105:10 am
BOS
-
POS
1 stop19h 05m
Air Canada
Deal found 4/30$420
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/291:25 am
POS
-
BOS
2 stops16h 42m
Air Canada
Sat 6/63:40 pm
BOS
-
POS
2 stops32h 35m
Air Canada
Deal found 4/29$421
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 6/312:30 am
POS
-
BOS
2 stops23h 29m
United Airlines
Tue 6/98:05 pm
BOS
-
POS
2 stops27h 18m
United Airlines
Deal found 4/30$425

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 April 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$369
(United Airlines)

One-way from

$199
(United Airlines)

Popular in

March

Cheapest in

February

Average price

$430
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, 6% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 30, 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

Fri 5/29

12:30 am-9:39 am

2 stops33h 09m

Boston Logan Intl

Sat 6/6

7:19 am-11:23 pm

2 stops40h 04m

$369

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 6/23

12:30 am-9:39 am

2 stops33h 09m

Boston Logan Intl

Tue 6/30

8:00 am-12:50 am

1 stop16h 50m

$369
Quickest round-trip

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 6/4

3:13 pm-12:59 am

1 stop9h 46m

Boston Logan Intl

Mon 6/8

5:01 am-2:11 pm

1 stop9h 10m

$373

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 5/18

12:30 am-12:16 pm

1 stop11h 46m

Boston Logan Intl

Thu 11/5

7:10 am-12:23 am

2 stops40h 13m

$386

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 6/3

12:30 am-11:59 pm

2 stops23h 29m

Boston Logan Intl

Mon 6/8

8:26 pm-11:23 pm

2 stops26h 57m

$423

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 6/3

12:30 am-9:39 am

2 stops33h 09m

Boston Logan Intl

Tue 6/9

6:35 pm-11:23 pm

2 stops28h 48m

$425

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 6/17

12:30 am-9:39 am

2 stops33h 09m

Boston Logan Intl

Sun 6/28

6:00 am-12:50 am

1 stop18h 50m

$454
Cheapest one-way

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 5/26

12:30 am-9:39 am

2 stops33h 09m

$204
Quickest one-way

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 8/24

12:30 am-12:23 pm

1 stop11h 53m

$213

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 6/2

12:30 am-12:59 am

2 stops24h 29m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Sorted by cheapest first

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 April 30, 2026.
See what other customers who have flown with Copa Airlines,United Airlines, andJetBlue 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
7.5
Good
1,577 reviews

Overall

7.5

Crew

8.1

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

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
7.5
Good
1,577 reviews
Copa Airlines
7.5
Good
1,577 reviews

Overall

7.5

Crew

8.1

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

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
9,678 reviews
Copa Airlines
7.5
Good
1,577 reviews

Overall

7.5

Crew

8.1

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

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
2,969 reviews
Copa Airlines
7.5
Good
1,577 reviews

Overall

7.5

Crew

8.1

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

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
7.1
Good
11,684 reviews
Copa Airlines
7.5
Good
1,577 reviews

Overall

7.5

Crew

8.1

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

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
10,983 reviews
Copa Airlines
7.5
Good
1,577 reviews

Overall

7.5

Crew

8.1

Boarding

7.8

Food

6.8

Comfort

7.4

Entertainment

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 American Airlines fly from Trinidad and Tobago to Boston in about 9h 46m. The time it takes to get you to your destination can typically vary by up to 23h 23m. 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 $160. Users have also found prices from $179 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
Medford
Cambridge
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Cranston
Chelsea
Warwick
Peabody
Seabrook
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy
Waltham
Lowell
Braintree

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.

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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$171Average$409FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$241Average$572FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$256Average$350FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$446Average$618FlexibilityNo cancel feeOn-time71%

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