Trinidad and Tobago

$185+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
may. 4 — may. 111
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Boston to Trinidad and Tobago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 abril 29, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$417
(Air Canada)

One-way from

$185
(Air Canada)

Popular in

December

Cheapest in

September

Average price

$749
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
From Boston Logan Intl to Trinidad and Tobago
One-way flight from Boston Logan Intl to Trinidad and Tobago
Highest demand for flights based on searches. 4% potential increase in price ($31 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
Average for round-trip flights in April 2025

Find 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 abril 29, 2025.

This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/410:20 amBOS - POS
2 stops15h 05mAir Canada
vie. 5/92:25 amPOS - BOS
1 stop13h 23mAir Canada
Deal found 4/28$417
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/77:37 amBOS - POS
1 stop17h 06mCopa Airlines
mar. 11/114:01 amPOS - BOS
1 stop15h 19mCopa Airlines
Deal found 4/28$432
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/510:20 amBOS - POS
2 stops39h 05mMultiple Airlines
sáb. 6/73:44 amPOS - BOS
1 stop15h 42mMultiple Airlines
Deal found 4/28$448
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/125:25 amBOS - POS
1 stop17h 58mUnited Airlines
mar. 7/1512:30 amPOS - BOS
1 stop11h 57mUnited Airlines
Deal found 4/28$516
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.
sáb. 5/315:10 amBOS - POS
1 stop8h 55mAmerican Airlines
sáb. 6/77:03 amPOS - BOS
1 stop9h 06mAmerican Airlines
Deal found 4/28$524
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/257:40 pmBOS - POS
1 stop10h 44mJetBlue
lun. 6/308:50 amPOS - BOS
1 stop9h 09mJetBlue
Deal found 4/28$647
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/37:00 pmBOS - TAB
2 stops16h 00mMultiple Airlines
sáb. 7/1210:45 pmTAB - BOS
2 stops12h 43mMultiple Airlines
Deal found 4/28$3,903

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 abril 29, 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

lun. 6/16

12:15 pm-1:25 am

1 stop13h 10m

Port of Spain Piarco Intl

lun. 6/23

2:25 am-6:00 pm

2 stops15h 35m

$417

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

jue. 6/5

8:47 am-1:47 am

1 stop17h 00m

Port of Spain Piarco Intl

sáb. 6/7

3:44 am-7:26 pm

1 stop15h 42m

$447

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

jue. 6/5

10:20 am-1:25 am

2 stops39h 05m

Port of Spain Piarco Intl

sáb. 6/7

3:44 am-7:26 pm

1 stop15h 42m

$448

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

sáb. 7/12

5:25 am-11:23 pm

1 stop17h 58m

Port of Spain Piarco Intl

mar. 7/15

12:30 am-12:27 pm

1 stop11h 57m

$516

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

sáb. 5/31

5:10 am-2:05 pm

1 stop8h 55m

Port of Spain Piarco Intl

sáb. 6/7

7:03 am-4:09 pm

1 stop9h 06m

$524

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mié. 6/25

5:30 pm-6:24 am

1 stop12h 54m

Port of Spain Piarco Intl

mar. 7/1

8:50 am-5:59 pm

1 stop9h 09m

$606

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

jue. 7/3

7:00 pm-11:00 am

2 stops16h 00m

Scarborough ANR Robinson Intl

sáb. 7/12

10:45 pm-11:28 am

2 stops12h 43m

$3,903

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

vie. 7/4

6:00 am-1:25 am

1 stop19h 25m

$185

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

jue. 5/29

5:12 am-1:27 pm

1 stop8h 15m

$236

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

dom. 6/8

6:00 am-8:00 pm

3 stops38h 00m

$256

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 12 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, October is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $435). Flying from Boston to Trinidad and Tobago in December is currently the most expensive (average of $710). 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 abril 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Boston to Trinidad and Tobago as you normally would.

Rainfall in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Trinidad and Tobago ranges from 1.2 - 9.8 inches per month. June is typically the wettest month, when rainfall can reach 9.8 in. March is typically the driest time to visit Trinidad and Tobago when rainfall is around 1.2 in.

Temperature in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Trinidad and Tobago, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 abril 29, 2025.
Peruse reviews from past customers who have flown with Copa Airlines, United Airlines and JetBlue from Boston to Trinidad and Tobago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

7.8

Comfort

7.4

Food

6.8

Entertainment

6.7

Crew

8.1

Overall

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Boarding

7.8

Comfort

7.4

Food

6.8

Entertainment

6.7

Crew

8.1

Overall

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Boarding

7.8

Comfort

7.4

Food

6.8

Entertainment

6.7

Crew

8.1

Overall

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Boarding

7.8

Comfort

7.4

Food

6.8

Entertainment

6.7

Crew

8.1

Overall

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Boarding

7.8

Comfort

7.4

Food

6.8

Entertainment

6.7

Crew

8.1

Overall

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Boarding

7.8

Comfort

7.4

Food

6.8

Entertainment

6.7

Crew

8.1

Overall

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

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.

  • 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 $185 on Air Canada. Other airlines that offer cheap prices include JetBlue from $236 and Copa Airlines from $503 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, October is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $435). Flying from Boston to Trinidad and Tobago in December is currently the most expensive (average of $710). 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.

Alternative routes for Boston to Trinidad and Tobago

See prices for flight routes from nearby airports that may be better suited for you.

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 abril 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$152Average$184FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$377Average$460FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$433Average$646FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$444Average$642FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$463Average$647FlexibilityNo cancel feeOn-time62%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.