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$160+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Feb 24 — Mar 31
Tue 2/24
Tue 3/3
1 adult, Economy
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Cheap 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 January 25, 2026.

This United Airlines deal was found by Cheapflights users on 1/23. 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 3/912:30 am
POS
-
BOS
2 stops36h 19m
United Airlines
Tue 3/179:32 am
BOS
-
POS
1 stop13h 51m
United Airlines
Deal found 1/23$266
This JetBlue deal was found by Cheapflights users on 1/23. 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 2/1312:22 pm
POS
-
BOS
1 stop8h 41m
JetBlue
Sat 2/218:15 pm
BOS
-
POS
1 stop10h 02m
JetBlue
Deal found 1/23$272
This United Airlines deal was found by Cheapflights users on 1/22. 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 2/121:30 am
POS
-
BOS
2 stops23h 27m
United Airlines
Sat 2/214:15 pm
BOS
-
POS
1 stop7h 50m
United Airlines
Deal found 1/22$276
This American Airlines deal was found by Cheapflights users on 1/22. 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 5/23:47 pm
POS
-
BOS
2 stops19h 25m
American Airlines
Tue 5/124:59 pm
BOS
-
POS
2 stops21h 33m
American Airlines
Deal found 1/22$292
This Trip.com deal was found by Cheapflights users on 1/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/78:20 am
POS
-
BOS
1 stop11h 25m
JetBlue
Sat 2/216:15 pm
BOS
-
POS
1 stop12h 02m
JetBlue
Deal found 1/24$294
This United Airlines deal was found by Cheapflights users on 1/24. 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 2/101:30 am
POS
-
BOS
1 stop11h 49m
United Airlines
Thu 2/191:55 pm
BOS
-
POS
1 stop10h 10m
United Airlines
Deal found 1/24$297
This Copa Airlines deal was found by Cheapflights users on 1/23. 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 3/93:46 am
POS
-
BOS
1 stop19h 24m
Copa Airlines
Tue 3/174:05 pm
BOS
-
POS
1 stop9h 41m
Copa Airlines
Deal found 1/23$298
This United Airlines deal was found by Cheapflights users on 1/24. 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.
Fri 2/61:30 am
POS
-
BOS
2 stops21h 08m
United Airlines
Sat 2/214:15 pm
BOS
-
POS
1 stop7h 50m
United Airlines
Deal found 1/24$299
This United Airlines deal was found by Cheapflights users on 1/24. 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.
Wed 2/112:20 am
POS
-
BOS
1 stop9h 35m
United Airlines
Wed 2/189:47 am
BOS
-
POS
1 stop13h 36m
United Airlines
Deal found 1/24$302
This United Airlines deal was found by Cheapflights users on 1/24. 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.
Fri 5/112:30 am
POS
-
BOS
1 stop11h 46m
United Airlines
Tue 5/127:25 am
BOS
-
POS
1 stop15h 58m
United Airlines
Deal found 1/24$304

Find 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 January 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$266
(United Airlines)

One-way from

$160
(United Airlines)

Popular in

March

Cheapest in

December

Average price

$466
Provider with most accurate pricing for Port of Spain Piarco Intl-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Boston Logan Intl flights.
Search Deals
From Port of Spain Piarco Intl to Boston Logan Intl
Search Deals
One-way flight from Port of Spain Piarco Intl to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 25, 2026.
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

Mon 3/9

12:30 am-2:29 pm

2 stops37h 59m

Boston Logan Intl

Tue 3/17

7:16 am-11:23 pm

2 stops40h 07m

$266

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 5/3

12:30 am-11:01 am

2 stops34h 31m

Boston Logan Intl

Wed 5/13

5:45 am-11:23 pm

2 stops17h 38m

$266

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/13

12:22 pm-8:03 pm

1 stop8h 41m

Boston Logan Intl

Sat 2/21

8:15 pm-10:57 am

1 stop13h 42m

$272

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-12:16 pm

1 stop11h 46m

Boston Logan Intl

Tue 5/12

9:45 am-11:23 pm

1 stop13h 38m

$272

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 2/12

1:30 am-11:57 pm

2 stops23h 27m

Boston Logan Intl

Sat 2/21

4:25 pm-12:23 am

2 stops30h 58m

$276

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 3/8

12:30 am-2:29 pm

2 stops37h 59m

$160

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 3/9

8:05 am-7:58 pm

1 stop11h 53m

$193

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 2/9

1:30 am-12:19 pm

1 stop11h 49m

$193

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/13

12:22 pm-11:59 pm

1 stop12h 37m

$193

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/6

1:30 am-9:57 pm

2 stops21h 27m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 16 results
1
2

Compare providers for flights from Port of Spain to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Port of Spain to Boston in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Port of Spain-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Port of Spain-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Port of Spain-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Port of Spain-Boston flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Port of Spain-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

Currently, May is the cheapest month in which you can book a flight from Port of Spain to Boston (average of $184). Flying from Port of Spain to Boston in July is currently the most expensive (average of $554). 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.

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 January 25, 2026.
Read reviews from past customers who have flown Copa Airlines, United Airlines, and American Airlines 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
7.6
Good
1,558 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Boarding

7.8

Reviews

1 / 20
6.0
Good

Maria,Dec 2025

MIA - PTY

The second flight to salta Argentina was terrible..the plain is old no entertainment no good food no nothing
Copa Airlines
7.6
Good
1,558 reviews
Copa Airlines
7.6
Good
1,558 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Boarding

7.8

Reviews

1 / 20
6.0
Good

Maria,Dec 2025

MIA - PTY

The second flight to salta Argentina was terrible..the plain is old no entertainment no good food no nothing
United Airlines
7.4
Good
9,198 reviews
Copa Airlines
7.6
Good
1,558 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Boarding

7.8

Reviews

1 / 20
6.0
Good

Maria,Dec 2025

MIA - PTY

The second flight to salta Argentina was terrible..the plain is old no entertainment no good food no nothing
American Airlines
7.2
Good
11,197 reviews
Copa Airlines
7.6
Good
1,558 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Boarding

7.8

Reviews

1 / 20
6.0
Good

Maria,Dec 2025

MIA - PTY

The second flight to salta Argentina was terrible..the plain is old no entertainment no good food no nothing
JetBlue
7.2
Good
2,895 reviews
Copa Airlines
7.6
Good
1,558 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Boarding

7.8

Reviews

1 / 20
6.0
Good

Maria,Dec 2025

MIA - PTY

The second flight to salta Argentina was terrible..the plain is old no entertainment no good food no nothing
Air Canada
7.1
Good
10,655 reviews
Copa Airlines
7.6
Good
1,558 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Boarding

7.8

Reviews

1 / 20
6.0
Good

Maria,Dec 2025

MIA - PTY

The second flight to salta Argentina was terrible..the plain is old no entertainment no good food no nothing

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.

  • How long is the flight from Port of Spain to Boston?

    For as low as $266, United Airlines can have you in Boston from Port of Spain in 37h 59m. Airlines will cover a distance of 2270 mi.

  • 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 Copa Airlines. Our recent data shows that you can find tickets from as low as $168 on this airline. Additional options worth looking into are United Airlines and Air Canada, starting at $183 and $184 round-trip. Copa Airlines is 67% 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 JetBlue, which is currently one of the cheapest options available, starting at $163. American Airlines flights start at $202 while deals on Air Canada start at $209 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, May is the cheapest month in which you can book a flight from Port of Spain to Boston (average of $184). Flying from Port of Spain to Boston in July is currently the most expensive (average of $554). 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 Boston?

Book flights to Boston if you plan to visit one of these locations
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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 January 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$168Average$350FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$171Average$569FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$241Average$572FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$515Average$649FlexibilityNo cancel feeOn-time71%

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