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Port of Spain

$185+ Cheap flights from Boston (BOS) to Port of Spain (POS)

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
juin 17 — juin 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Port of Spain Piarco Intl are usually found in September or October, booked 34 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap flight deals from Boston to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Port of Spain (POS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated juin 12, 2025.

Round-trip from

$417
(Air Canada)

One-way from

$185
(Air Canada)

Popular in

December

Cheapest in

September

Average price

$544
From Boston Logan Intl to Port of Spain Piarco Intl
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One-way flight from Boston Logan Intl to Port of Spain Piarco Intl
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Highest demand for flights based on searches. 7% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Boston to Port of Spain

Cheapest flights from Boston to Port of Spain
Explore the most affordable flight options available from Boston to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on juin 12, 2025.

This Air Canada deal was found by Cheapflights users on 6/10. 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.
lun. 6/3010:20 amBOS - POS
2 stops15h 05mAir Canada
ven. 7/182:20 amPOS - BOS
2 stops15h 40mAir Canada
Deal found 6/10$417
This Copa Airlines deal was found by Cheapflights users on 6/10. 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.
mar. 9/163:49 pmBOS - POS
1 stop9h 59mCopa Airlines
jeu. 9/253:50 amPOS - BOS
1 stop15h 32mCopa Airlines
Deal found 6/10$497
This Mytrip deal was found by Cheapflights users on 6/10. 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.
sam. 8/167:00 pmBOS - POS
1 stop30h 20mMultiple Airlines
sam. 8/239:10 amPOS - BOS
1 stop25h 20mMultiple Airlines
Deal found 6/10$505
This JetBlue deal was found by Cheapflights users on 6/10. 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.
mar. 7/85:05 pmBOS - POS
1 stop13h 18mJetBlue
mar. 7/158:50 amPOS - BOS
1 stop12h 14mJetBlue
Deal found 6/10$507
This American Airlines deal was found by Cheapflights users on 6/11. 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.
mar. 9/165:47 amBOS - POS
1 stop8h 29mAmerican Airlines
ven. 9/263:23 pmPOS - BOS
1 stop9h 21mAmerican Airlines
Deal found 6/11$524
This United Airlines deal was found by Cheapflights users on 6/11. 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.
dim. 7/136:07 amBOS - POS
2 stops17h 16mUnited Airlines
mar. 8/512:30 amPOS - BOS
1 stop11h 57mUnited Airlines
Deal found 6/11$589

Cheapflights Fare Finder

Customize your flight search to find flights from Boston to Port of Spain 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 juin 12, 2025.
Use the filters below to find and compare flights from Boston to Port of Spain that are best for you.

Fly from

Boston

Fly to

Port of Spain

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

lun. 6/30

10:20 am-1:25 am

2 stops15h 05m

Port of Spain Piarco Intl

ven. 7/18

2:20 am-6:00 pm

2 stops15h 40m

$417

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 9/16

3:49 pm-1:48 am

1 stop9h 59m

Port of Spain Piarco Intl

jeu. 9/25

3:50 am-7:22 pm

1 stop15h 32m

$497

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

sam. 8/16

7:00 pm-1:20 am

1 stop30h 20m

Port of Spain Piarco Intl

sam. 8/23

9:10 am-10:30 am

1 stop25h 20m

$505

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 7/8

5:05 pm-6:23 am

1 stop13h 18m

Port of Spain Piarco Intl

mar. 7/15

8:50 am-9:04 pm

1 stop12h 14m

$507

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 9/16

5:47 am-2:16 pm

1 stop8h 29m

Port of Spain Piarco Intl

ven. 9/26

3:23 pm-12:44 am

1 stop9h 21m

$524

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

dim. 7/13

6:07 am-11:23 pm

2 stops17h 16m

Port of Spain Piarco Intl

mar. 8/5

12:30 am-12:27 pm

1 stop11h 57m

$589

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

ven. 7/4

10:20 am-1:20 am

2 stops15h 00m

$185

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 7/22

8:40 am-6:04 pm

1 stop9h 24m

$227

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

dim. 6/29

6:00 am-1:25 am

3 stops19h 25m

$249

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 7/22

7:00 am-11:23 pm

2 stops16h 23m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 11 results
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Best time to book a flight from Boston to Port of Spain

Have a flexible travel schedule? Discover the best time to fly to Port of Spain 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 Port of Spain

How far ahead should I book a flight from Boston to Port of Spain?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Port of Spain. Price data was last updated on June 9, 2025.

Booking 34 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Port of Spain. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Boston to Port of Spain?

Currently, October is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $435). Flying from Boston to Port of Spain 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 POS?

Find hourly flight availability from Boston to Port of Spain. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated juin 12, 2025.

When flying from Boston to Port of Spain, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 8% versus a flight in the evening.

What is the cheapest day to fly from Boston to Port of Spain?

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

Travelers seeking maximum savings on their Boston to Port of Spain flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Port of Spain by month

Plan your trip to Port of Spain by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Port of Spain 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 Port of Spain when rainfall is around 1.2 in.

Temperature in Port of Spain by month

Plan your trip to Port of Spain by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Port of Spain, 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 Port of Spain

Get insights into the airlines that provide service to Port of Spain. 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 Port of Spain. Reviews last updated juin 12, 2025.
Peruse reviews from past customers who have flown with Copa Airlines, United Airlines and JetBlue from Boston to Port of Spain to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,451 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Copa Airlines
7.5
Good
1,451 reviews
Copa Airlines
7.5
Good
1,451 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
United Airlines
7.4
Good
8,790 reviews
Copa Airlines
7.5
Good
1,451 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
JetBlue
7.3
Good
2,925 reviews
Copa Airlines
7.5
Good
1,451 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,451 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Air Canada
7.1
Good
9,531 reviews
Copa Airlines
7.5
Good
1,451 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Related info for your journey

Find useful and relevant information for your journey from Boston to Port of Spain. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Boston to Port of Spain round-trip?

    According to our current data, Air Canada ($417), Copa Airlines ($497), and JetBlue ($507) offers the cheapest pricing from Boston to Port of Spain. Air Canada is 35% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Boston to Port of Spain one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $185. JetBlue flights start at $227 while deals on United Airlines start at $278 one-way.

  • Where are the most common layover locations when flying from Boston to Port of Spain?

    Boston to Port of Spain flights have a layover in New York most of the time.

  • What are some popular things to do or see while on a layover in New York?

    If you're on a layover in New York and looking for things to do, consider visiting Times Square, New York City Center, or Madison Square Garden. Times Square, New York City Center, and Madison Square Garden are located about 13.6 mi, 13.6 mi, and 13.6 mi, respectively from New York John F Kennedy Intl. Travelers in need of a car in New York can rent one for about $68 per day.

  • Where are the least popular layover locations for Boston to Port of Spain flights?

    Of the flights from Boston to Port of Spain that have layovers, the fewest flights stop in Miami.

  • Can I find deals for flights from Boston to Port of Spain that include hotel bookings?

    Yes. In addition to deals on Boston to Port of Spain flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Port of Spain?

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

  • Can I find deals for business class flights from Boston to Port of Spain?

    Yes. Cheapflights offers flight deals from Boston to Port of Spain 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 Port of Spain?

    Currently, October is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $435). Flying from Boston to Port of Spain 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

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Alternative routes for Boston to Port of Spain

See prices for flight routes from nearby airports that may be better suited for you.
Hartford to Port of Spain flights
Hyannis to Port of Spain flights
Boston to Scarborough flights

Top 5 airlines flying from Boston to Port of Spain

Discover the top 5 airlines that operate flights from Boston to Port of Spain. 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 juin 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$152Average$184FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$400Average$452FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$435Average$634FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$444Average$642FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$465Average$605FlexibilityNo cancel feeOn-time62%

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