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$256+ Cheap flights from Port of Spain (POS) 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Jul 14 — Jul 211
Mon 7/14
Mon 7/21
1 adult, Economy
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Cheapflights Tip: The best prices from Port of Spain Piarco Intl to Boston Logan Intl are usually found in May or October, booked 17 days in advance, depart on a Thursday or Wednesday and return on a Wednesday

Cheap flight deals from Port of Spain to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Port of Spain (POS) to Boston (BOS). 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 July 9, 2025.

Round-trip from

$442
(Kiwi.com)

One-way from

$256
(Air Canada)

Popular in

March

Cheapest in

May

Average price

$677
From Port of Spain Piarco Intl to Boston Logan Intl
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One-way flight from Port of Spain Piarco Intl to Boston Logan Intl
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Highest demand for flights based on searches. 14% potential increase in price ($95 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Port of Spain to Boston

Cheapest flights from Port of Spain to Boston
Explore the most affordable flight options available from Port of Spain to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 9, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/249:10 amPOS - BOS
1 stop28h 13mMultiple Airlines
Sat 9/272:18 pmBOS - POS
1 stop28h 37mMultiple Airlines
Deal found 7/9$442
This Air Canada deal was found by Cheapflights users on 7/9. 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.
Fri 9/262:25 amPOS - BOS
1 stop20h 14mAir Canada
Sun 9/286:00 amBOS - POS
1 stop19h 25mAir Canada
Deal found 7/9$448
This American Airlines deal was found by Cheapflights users on 7/9. 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 8/283:35 pmPOS - BOS
2 stops16h 00mAmerican Airlines
Tue 9/95:47 amBOS - POS
1 stop8h 29mAmerican Airlines
Deal found 7/9$488
This United Airlines deal was found by Cheapflights users on 7/7. 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 9/1112:30 amPOS - BOS
2 stops14h 10mUnited Airlines
Wed 9/249:30 amBOS - POS
2 stops13h 53mUnited Airlines
Deal found 7/7$528
This FlightHub deal was found by Cheapflights users on 7/7. 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.
Wed 8/272:38 pmPOS - BOS
1 stop31h 53mCopa Airlines
Tue 9/93:49 pmBOS - POS
1 stop9h 57mCopa Airlines
Deal found 7/7$545

Cheapflights Fare Finder

Customize your flight search to find flights from Port of Spain 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 July 9, 2025.
Use the filters below to find and compare flights from Port of Spain to Boston that are best for you.

Fly from

Port of Spain

Fly to

Boston

Route

Depart

Return

Price

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 9/24

9:10 am-1:23 pm

1 stop28h 13m

Boston Logan Intl

Sat 9/27

2:18 pm-6:55 pm

1 stop28h 37m

$442

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 9/26

2:25 am-10:39 pm

1 stop20h 14m

Boston Logan Intl

Sun 9/28

6:00 am-1:25 am

1 stop19h 25m

$448

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 8/28

3:35 pm-7:35 am

2 stops16h 00m

Boston Logan Intl

Tue 9/9

5:47 am-2:16 pm

1 stop8h 29m

$488

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 9/11

12:30 am-2:40 pm

2 stops14h 10m

Boston Logan Intl

Wed 9/24

9:30 am-11:23 pm

2 stops13h 53m

$528

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 8/27

2:38 pm-10:31 pm

1 stop31h 53m

Boston Logan Intl

Tue 9/9

3:49 pm-1:46 am

1 stop9h 57m

$545

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 9/19

2:25 am-10:39 pm

1 stop20h 14m

$256

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 9/19

9:10 am-1:23 pm

1 stop28h 13m

$257

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 12/9

3:47 am-10:25 pm

1 stop19h 38m

$258

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 10/12

3:25 pm-12:34 am

1 stop9h 09m

$285

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 9/18

12:30 am-11:28 pm

1 stop22h 58m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/7

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

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

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

Use this chart to determine the optimal time to book a round-trip flight from Port of Spain to Boston. Price data was last updated on June 27, 2025.

To ensure you get the cheapest price possible for a flight from Port of Spain to Boston, you should look to book at least 17 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Port of Spain to Boston (average of $218). Flying from Port of Spain to Boston in June is currently the most expensive (average of $306). 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 POS to BOS?

Find hourly flight availability from Port of Spain to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 9, 2025.

It’s optimal to fly from Port of Spain to Boston in the afternoon. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the morning.

How much does it cost to fly round-trip from Port of Spain to Boston?

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 July 9, 2025.
Read reviews from past customers who have flown Copa Airlines, United Airlines, and JetBlue from Port of Spain to Boston. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,474 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

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
1,474 reviews
Copa Airlines
7.5
Good
1,474 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

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
8,842 reviews
Copa Airlines
7.5
Good
1,474 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

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
2,909 reviews
Copa Airlines
7.5
Good
1,474 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

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
1,474 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

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
9,691 reviews
Copa Airlines
7.5
Good
1,474 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Comfort

7.4

Boarding

7.8

Overall

7.5

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 Port of Spain to Boston. 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 Port of Spain to Boston round-trip?

    Our cheapest airline available from Port of Spain to Boston is Air Canada. Our recent data shows that you can find tickets from as low as $448 on this airline. Additional options worth looking into are American Airlines and United Airlines, starting at $488 and $528 round-trip. Air Canada is 22% cheaper than the average price of flights available within the next 90 days to this destination.

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

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $256. Copa Airlines flights start at $258 while deals on American Airlines start at $285 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Port of Spain 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.

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

    Currently, January is the cheapest month in which you can book a flight from Port of Spain to Boston (average of $218). Flying from Port of Spain to Boston in June is currently the most expensive (average of $306). 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

Traveling to a place near Port of Spain?

Book flights to Port of Spain if you plan to visit one of these locations
Cambridge
Medford
Watertown
Warwick
Seabrook
Waltham
Framingham
Lowell
Cranston
Randolph
Chestnut Hill
Chelsea
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea
Lincoln

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Alternative routes for Port of Spain to Boston

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

Top 5 airlines flying from Port of Spain to Boston

Discover the top 5 airlines that operate flights from Port of Spain 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 July 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$329Average$418FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$408Average$584FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$431Average$549FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$492Average$629FlexibilityNo cancel feeOn-time62%

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