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Trinidad and Tobago

$146+ Cheap flights from Boston (BOS) to Trinidad and Tobago

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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Jun 4 — Jun 111
Thu 6/4
Thu 6/11
1 adult, Economy
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Cheap flight deals from Boston to Trinidad and Tobago

Cheapest flights from Boston to Trinidad and Tobago
Explore the most affordable flight options available from Boston to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 5, 2026.

This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:01 am
BOS
-
POS
1 stop17h 59m
American Airlines
Mon 6/157:01 am
POS
-
BOS
1 stop15h 14m
American Airlines
Deal found 4/30$346
This American Airlines deal was found by Cheapflights users on 5/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:49 am
BOS
-
POS
1 stop8h 11m
American Airlines
Sun 9/273:45 pm
POS
-
BOS
1 stop8h 54m
American Airlines
Deal found 5/1$351
This American Airlines deal was found by Cheapflights users on 5/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:23 am
BOS
-
POS
1 stop26h 37m
American Airlines
Fri 9/253:45 pm
POS
-
BOS
1 stop8h 54m
American Airlines
Deal found 5/1$354
This American Airlines deal was found by Cheapflights users on 5/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/208:45 am
BOS
-
POS
1 stop14h 08m
American Airlines
Sat 5/233:12 pm
POS
-
BOS
2 stops18h 15m
American Airlines
Deal found 5/1$362
This American Airlines deal was found by Cheapflights users on 5/2. 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 5/236:00 am
BOS
-
POS
1 stop16h 59m
American Airlines
Tue 6/27:00 am
POS
-
BOS
1 stop16h 37m
American Airlines
Deal found 5/2$371
This American Airlines deal was found by Cheapflights users on 5/2. 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 5/2310:56 am
BOS
-
POS
1 stop12h 03m
American Airlines
Wed 6/33:12 pm
POS
-
BOS
2 stops17h 25m
American Airlines
Deal found 5/2$375
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:18 pm
BOS
-
POS
2 stops19h 14m
American Airlines
Sat 5/233:12 pm
POS
-
BOS
2 stops18h 15m
American Airlines
Deal found 4/30$376
This American Airlines deal was found by Cheapflights users on 5/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/248:19 am
BOS
-
POS
2 stops14h 40m
American Airlines
Sun 5/313:12 pm
POS
-
BOS
1 stop18h 54m
American Airlines
Deal found 5/1$380
This Mytrip deal was found by Cheapflights users on 5/4. 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.
Thu 6/1810:05 am
BOS
-
TAB
2 stops33h 40m
Multiple Airlines
Wed 6/2412:30 am
TAB
-
BOS
2 stops33h 18m
Multiple Airlines
Deal found 5/4$1,014
This Mytrip deal was found by Cheapflights users on 5/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:00 am
BOS
-
TAB
3 stops24h 10m
Multiple Airlines
Fri 8/215:20 pm
TAB
-
BOS
3 stops29h 00m
Multiple Airlines
Deal found 5/1$1,185
This Mytrip deal was found by Cheapflights users on 5/2. 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.
Thu 6/1110:05 am
BOS
-
TAB
2 stops29h 50m
Multiple Airlines
Tue 6/1612:25 pm
TAB
-
BOS
2 stops21h 24m
Multiple Airlines
Deal found 5/2$1,457

Find flight deals from Boston to Trinidad and Tobago

Keep the following information in mind while searching for Boston to Trinidad and Tobago flight deals. Data was last updated May 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$346
(American Airlines)

One-way from

$146
(American Airlines)

Popular in

February

Cheapest in

May

Average price

$424
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
Search Deals
From Boston Logan Intl to Trinidad and Tobago
Search Deals
One-way flight from Boston Logan Intl to Trinidad and Tobago
Search Deals
High demand for flights, 2% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Trinidad and Tobago 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 May 5, 2026.
Use the filters below to find and compare flights from Boston to Trinidad and Tobago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 10/21

8:47 am-1:47 am

1 stop17h 00m

Port of Spain Piarco Intl

Mon 10/26

2:23 pm-2:39 pm

1 stop24h 16m

$386

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 7/8

10:58 am-12:50 am

1 stop13h 52m

Port of Spain Piarco Intl

Tue 7/14

2:00 am-11:16 am

1 stop9h 16m

$391

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 7/3

3:57 pm-1:46 am

1 stop9h 49m

Port of Spain Piarco Intl

Mon 7/6

3:50 am-11:10 pm

1 stop19h 20m

$419

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 6/28

10:58 am-12:50 am

1 stop13h 52m

Port of Spain Piarco Intl

Sun 7/5

12:30 am-12:28 pm

1 stop11h 58m

$461
Quickest round-trip

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 6/18

4:00 pm-1:46 am

1 stop9h 46m

Port of Spain Piarco Intl

Fri 7/3

3:50 am-2:34 pm

1 stop10h 44m

$462

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 7/5

8:00 am-12:50 am

1 stop16h 50m

Port of Spain Piarco Intl

Fri 7/10

12:30 am-11:59 pm

2 stops23h 29m

$470

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 8/9

6:05 am-12:50 am

1 stop18h 45m

Port of Spain Piarco Intl

Sun 8/23

12:30 am-11:54 pm

2 stops23h 24m

$470

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 6/18

8:20 pm-11:23 pm

2 stops27h 03m

Port of Spain Piarco Intl

Fri 7/3

2:00 am-1:14 am

2 stops23h 14m

$470

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 7/7

7:19 am-12:50 am

2 stops17h 31m

Port of Spain Piarco Intl

Wed 7/8

2:00 am-4:38 pm

1 stop14h 38m

$470

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 7/6

8:26 pm-11:23 pm

2 stops26h 57m

Port of Spain Piarco Intl

Thu 7/9

12:30 am-11:59 pm

2 stops23h 29m

$470

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Boston to Trinidad and Tobago

Have a flexible travel schedule? Discover the best time to fly to Trinidad and Tobago from Boston 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 Boston to Trinidad and Tobago

How far ahead should I book a flight from Boston to Trinidad and Tobago?

The best time to book flights from Boston to Trinidad and Tobago is 53 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Boston to Trinidad and Tobago?

Currently, July is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $47). Flying from Boston to Trinidad and Tobago in November is currently the most expensive (average of $477). 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 Trinidad and Tobago

Get insights into the airlines that provide service to Trinidad and Tobago. 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 Trinidad and Tobago. Reviews last updated May 5, 2026.
Get a feel of what it's like to fly with Copa Airlines,United Airlines, andAmerican Airlines from Boston to Trinidad and Tobago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,580 reviews

Boarding

7.8

Comfort

7.4

Overall

7.5

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Copa Airlines
7.5
Good
1,580 reviews
Copa Airlines
7.5
Good
1,580 reviews

Boarding

7.8

Comfort

7.4

Overall

7.5

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
United Airlines
7.4
Good
9,683 reviews
Copa Airlines
7.5
Good
1,580 reviews

Boarding

7.8

Comfort

7.4

Overall

7.5

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
American Airlines
7.1
Good
11,672 reviews
Copa Airlines
7.5
Good
1,580 reviews

Boarding

7.8

Comfort

7.4

Overall

7.5

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Air Canada
7.1
Good
11,000 reviews
Copa Airlines
7.5
Good
1,580 reviews

Boarding

7.8

Comfort

7.4

Overall

7.5

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
JetBlue
7.1
Good
2,978 reviews
Copa Airlines
7.5
Good
1,580 reviews

Boarding

7.8

Comfort

7.4

Overall

7.5

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Related info for your journey

Find useful and relevant information for your journey from Boston to Trinidad and Tobago. 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 from for flights from Boston to Trinidad and Tobago?

    Most people fly from Boston Logan Intl (BOS) if they book a flight from Boston to Trinidad and Tobago. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • How long is the flight from Boston to Trinidad and Tobago?

    There are many flights that can get you from Boston to Trinidad and Tobago in 17h 59m. Fly via American Airlines to get the fastest option. Boston and Trinidad and Tobago are separated by a distance of 2270 mi.

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

    One-way options have recently been found by users for as low as $120 on United Airlines. Other airlines that offer cheap prices include JetBlue from $130 and American Airlines from $133 one-way.

  • Can I find deals for flights from Boston to Trinidad and Tobago that include hotel bookings?

    Yes. In addition to deals on Boston to Trinidad and Tobago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Trinidad and Tobago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Trinidad and Tobago.

  • Can I find deals for business class flights from Boston to Trinidad and Tobago?

    Yes. Cheapflights offers flight deals from Boston to Trinidad and Tobago 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 Boston to Trinidad and Tobago?

    Currently, July is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $47). Flying from Boston to Trinidad and Tobago in November is currently the most expensive (average of $477). 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

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 Boston to Trinidad and Tobago

Discover the top 5 airlines that operate flights from Boston to Trinidad and Tobago. 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 May 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$164Average$420FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$255Average$556FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$276Average$557FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$329Average$433FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$490Average$590FlexibilityNo cancel feeOn-time71%

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