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Trinidad and Tobago

$91+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Jan 4 — Jan 111
Sun 1/4
Sun 1/11
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 December 5, 2025.

This JetBlue deal was found by Cheapflights users on 12/3. 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.
Tue 12/95:40 amBOS - POS
1 stop9h 24mJetBlue
Sat 12/278:02 amPOS - BOS
1 stop9h 47mJetBlue
Deal found 12/3$358
This Copa Airlines deal was found by Cheapflights users on 12/3. 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 12/82:44 pmBOS - POS
1 stop10h 04mCopa Airlines
Sun 12/283:47 amPOS - BOS
1 stop10h 37mCopa Airlines
Deal found 12/3$371
This JetBlue deal was found by Cheapflights users on 12/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/173:40 pmBOS - POS
1 stop13h 38mJetBlue
Sat 12/273:32 pmPOS - BOS
1 stop9h 44mJetBlue
Deal found 12/2$379
This CheapOair deal was found by Cheapflights users on 12/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:40 amBOS - POS
1 stop9h 24mJetBlue
Mon 12/298:02 amPOS - BOS
1 stop12h 58mJetBlue
Deal found 12/4$394
This United Airlines deal was found by Cheapflights users on 12/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/89:40 amBOS - POS
2 stops13h 43mUnited Airlines
Sat 12/131:30 amPOS - BOS
1 stop11h 51mUnited Airlines
Deal found 12/4$413
This United Airlines deal was found by Cheapflights users on 12/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/97:00 amBOS - POS
1 stop16h 23mUnited Airlines
Fri 12/261:30 amPOS - BOS
2 stops48h 15mUnited Airlines
Deal found 12/4$437
This American Airlines deal was found by Cheapflights users on 12/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/812:25 pmBOS - POS
1 stop10h 34mAmerican Airlines
Sun 12/144:33 pmPOS - BOS
1 stop9h 26mAmerican Airlines
Deal found 12/4$453
This CheapOair deal was found by Cheapflights users on 12/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:30 amBOS - POS
2 stops18h 40mMultiple Airlines
Sat 12/278:02 amPOS - BOS
1 stop9h 47mMultiple Airlines
Deal found 12/3$458
This JetBlue deal was found by Cheapflights users on 12/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:30 amBOS - POS
1 stop8h 00mJetBlue
Tue 12/308:02 amPOS - BOS
1 stop12h 58mJetBlue
Deal found 12/4$469
This United Airlines deal was found by Cheapflights users on 12/3. 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 12/259:30 amBOS - POS
2 stops37h 53mUnited Airlines
Sun 1/181:30 amPOS - BOS
2 stops37h 30mUnited Airlines
Deal found 12/3$471
This Mytrip deal was found by Cheapflights users on 12/3. 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.
Tue 12/306:15 amBOS - TAB
3 stops35h 15mMultiple Airlines
Tue 1/69:55 amTAB - BOS
3 stops25h 07mMultiple Airlines
Deal found 12/3$2,036

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 December 5, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$235
(United Airlines)

One-way from

$91
(United Airlines)

Popular in

February

Cheapest in

January

Average price

$749
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
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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
Highest demand for flights based on searches. 5% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 5, 2025.
Use the filters below to find and compare flights from Boston to Trinidad and Tobago that are best for you.

Fly from

Boston

Fly to

Trinidad and Tobago

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 1/30

9:30 am-12:23 am

2 stops13h 53m

Port of Spain Piarco Intl

Sat 2/14

1:30 am-12:17 pm

1 stop11h 47m

$235

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 3/8

9:32 am-11:23 pm

1 stop13h 51m

Port of Spain Piarco Intl

Tue 3/10

12:30 am-6:28 pm

1 stop17h 58m

$235

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 1/29

7:05 am-12:23 am

1 stop16h 18m

Port of Spain Piarco Intl

Sun 2/1

1:30 am-3:15 pm

2 stops14h 45m

$262

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/18

5:30 pm-2:18 pm

2 stops20h 48m

Port of Spain Piarco Intl

Wed 3/25

3:18 pm-12:19 pm

2 stops21h 01m

$273

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 3/8

6:50 pm-2:18 pm

2 stops19h 28m

Port of Spain Piarco Intl

Wed 3/11

3:18 pm-11:36 am

2 stops20h 18m

$273

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 1/23

3:07 pm-1:44 am

1 stop9h 37m

Port of Spain Piarco Intl

Sun 1/25

3:40 am-10:03 pm

1 stop19h 23m

$277

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 1/16

3:07 pm-1:44 am

1 stop9h 37m

Port of Spain Piarco Intl

Sun 1/25

3:40 am-1:39 pm

1 stop10h 59m

$277

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 2/3

3:07 pm-1:44 am

1 stop9h 37m

Port of Spain Piarco Intl

Sun 2/22

3:40 am-10:03 pm

1 stop19h 23m

$277

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 1/20

5:15 am-6:41 pm

1 stop12h 26m

Port of Spain Piarco Intl

Fri 1/23

8:20 am-8:18 pm

1 stop12h 58m

$284

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 2/1

8:10 am-12:23 am

2 stops15h 13m

Port of Spain Piarco Intl

Sat 2/14

1:30 am-2:21 pm

2 stops13h 51m

$320

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 19 results
1
2

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

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

Currently, January is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $188). Flying from Boston to Trinidad and Tobago in August is currently the most expensive (average of $524). 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.

What is the cheapest time of day to fly from BOS to TT?

Find hourly flight availability from Boston to Trinidad and Tobago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 5, 2025.

It’s optimal to fly from Boston to Trinidad and Tobago in the morning. By choosing this option you can save up to 39% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Boston to Trinidad and Tobago?

Use this chart to determine the cheapest time to fly round-trip from Boston to Trinidad and Tobago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Trinidad and Tobago flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 5, 2025.
Get a feel of what it's like to fly with Copa Airlines, United Airlines, and American 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
7.6
Good
1,556 reviews

Food

6.9

Comfort

7.4

Crew

8.1

Entertainment

6.8

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
Copa Airlines
7.6
Good
1,556 reviews
Copa Airlines
7.6
Good
1,556 reviews

Food

6.9

Comfort

7.4

Crew

8.1

Entertainment

6.8

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
United Airlines
7.4
Good
9,065 reviews
Copa Airlines
7.6
Good
1,556 reviews

Food

6.9

Comfort

7.4

Crew

8.1

Entertainment

6.8

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
American Airlines
7.2
Good
11,046 reviews
Copa Airlines
7.6
Good
1,556 reviews

Food

6.9

Comfort

7.4

Crew

8.1

Entertainment

6.8

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
JetBlue
7.2
Good
2,898 reviews
Copa Airlines
7.6
Good
1,556 reviews

Food

6.9

Comfort

7.4

Crew

8.1

Entertainment

6.8

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
Air Canada
7.1
Good
10,500 reviews
Copa Airlines
7.6
Good
1,556 reviews

Food

6.9

Comfort

7.4

Crew

8.1

Entertainment

6.8

Boarding

7.8

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.

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 13h 53m. Fly via United Airlines or American Airlines to get the fastest option. Boston and Trinidad and Tobago are separated by a distance of 2270 mi. This flight may include one or multiple stops.

  • 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 $144 on Air Canada. Other airlines that offer cheap prices include United Airlines from $178 and American Airlines from $210 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, January is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $188). Flying from Boston to Trinidad and Tobago in August is currently the most expensive (average of $524). 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

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Alternative routes for Boston to Trinidad and Tobago

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$242Average$433FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$433Average$660FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$447Average$530FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$459Average$591FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$493Average$624FlexibilityNo cancel feeOn-time62%

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