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$199+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
May 24 — May 311
Sun 5/24
Sun 5/31
1 adult, Economy
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Cheap 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 April 24, 2026.

This American Airlines deal was found by Cheapflights users on 4/20. 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 6/47:00 am
POS
-
BOS
1 stop17h 59m
American Airlines
Tue 6/98:00 am
BOS
-
POS
1 stop15h 01m
American Airlines
Deal found 4/20$373
This United Airlines deal was found by Cheapflights users on 4/21. 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 5/512:30 am
POS
-
BOS
2 stops13h 56m
United Airlines
Sun 5/105:45 am
BOS
-
POS
2 stops17h 38m
United Airlines
Deal found 4/21$401
This United Airlines deal was found by Cheapflights users on 4/22. 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 8/2512:30 am
POS
-
BOS
2 stops14h 15m
United Airlines
Tue 9/159:30 am
BOS
-
POS
2 stops13h 53m
United Airlines
Deal found 4/22$403
This Copa Airlines deal was found by Cheapflights users on 4/21. 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.
Wed 5/203:49 am
POS
-
BOS
1 stop10h 55m
Copa Airlines
Mon 5/258:52 am
BOS
-
POS
1 stop16h 54m
Copa Airlines
Deal found 4/21$418
This Air Canada deal was found by Cheapflights users on 4/20. 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 4/20$419
This United Airlines deal was found by Cheapflights users on 4/20. 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
2 stops24h 29m
United Airlines
Tue 5/126:00 am
BOS
-
POS
2 stops17h 23m
United Airlines
Deal found 4/20$420
This United Airlines deal was found by Cheapflights users on 4/19. 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 6/2312:30 am
POS
-
BOS
2 stops24h 29m
United Airlines
Wed 8/266:42 pm
BOS
-
POS
2 stops28h 41m
United Airlines
Deal found 4/19$421

Find flight deals from Trinidad to Boston

Keep the following information in mind while searching for Trinidad to Boston flight deals. Data was last updated April 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$373
(American 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.
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From Trinidad to Boston Logan Intl
Search Deals
One-way flight from Trinidad to Boston Logan Intl
Search Deals
High demand for flights, 5% 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
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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 April 24, 2026.
Use the filters below to find and compare flights from Trinidad 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

Thu 6/4

7:00 am-12:59 am

1 stop17h 59m

Boston Logan Intl

Tue 6/9

5:00 am-2:12 pm

1 stop9h 12m

$373
Quickest round-trip

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 6/6

3:12 pm-12:59 am

1 stop9h 47m

Boston Logan Intl

Sat 6/13

10:56 am-11:01 pm

1 stop12h 05m

$373

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 8/25

12:30 am-12:23 pm

1 stop11h 53m

Boston Logan Intl

Tue 9/15

7:25 am-11:23 pm

1 stop15h 58m

$401

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 5/5

12:30 am-2:26 pm

2 stops13h 56m

Boston Logan Intl

Sun 5/10

5:45 am-11:23 pm

2 stops17h 38m

$401

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 5/20

3:49 am-2:44 pm

1 stop10h 55m

Boston Logan Intl

Mon 5/25

8:52 am-1:46 am

1 stop16h 54m

$418

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 6/28

12:30 am-9:56 pm

2 stops21h 26m

Boston Logan Intl

Wed 8/26

5:35 pm-11:23 pm

1 stop29h 48m

$421

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

Wed 8/26

5:35 pm-11:23 pm

1 stop29h 48m

$421

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 7/2

2:00 am-11:16 am

1 stop9h 16m

Boston Logan Intl

Tue 7/28

7:25 am-11:23 pm

1 stop15h 58m

$455
Cheapest one-way

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 5/11

12:30 am-4:16 pm

2 stops15h 46m

$199

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 5/17

12:30 am-10:18 am

2 stops33h 48m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/20

Showing 1-10 of 16 resultsSorted by cheapest first
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
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 24, 2026.
Read reviews from past customers who have flown Copa Airlines,United Airlines, andJetBlue 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
7.5
Good
1,577 reviews

Food

6.8

Overall

7.5

Comfort

7.4

Crew

8.1

Boarding

7.8

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

Food

6.8

Overall

7.5

Comfort

7.4

Crew

8.1

Boarding

7.8

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
9,643 reviews
Copa Airlines
7.5
Good
1,577 reviews

Food

6.8

Overall

7.5

Comfort

7.4

Crew

8.1

Boarding

7.8

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
2,953 reviews
Copa Airlines
7.5
Good
1,577 reviews

Food

6.8

Overall

7.5

Comfort

7.4

Crew

8.1

Boarding

7.8

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
11,668 reviews
Copa Airlines
7.5
Good
1,577 reviews

Food

6.8

Overall

7.5

Comfort

7.4

Crew

8.1

Boarding

7.8

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
10,961 reviews
Copa Airlines
7.5
Good
1,577 reviews

Food

6.8

Overall

7.5

Comfort

7.4

Crew

8.1

Boarding

7.8

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 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 11h 53m. American Airlines provides one of the quickest options available for as low as $401. Trinidad and Boston are separated by a distance of 2270 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Trinidad to Boston one-way?

    The cheapest airlines for a one-way flight from Trinidad to Boston are JetBlue ($160), United Airlines ($179), and Air Canada ($193).

  • 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.

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.

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

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 April 24, 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$515Average$620FlexibilityNo cancel feeOn-time71%

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