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$166+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Mar 20 — Mar 271
Fri 3/20
Fri 3/27
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 February 18, 2026.

This United Airlines deal was found by Cheapflights users on 2/14. 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 10/1912:30 am
POS
-
BOS
2 stops13h 53m
United Airlines
Thu 10/225:15 am
BOS
-
POS
1 stop18h 08m
United Airlines
Deal found 2/14$278
This American Airlines deal was found by Cheapflights users on 2/16. 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.
Fri 5/13:47 pm
POS
-
BOS
2 stops20h 24m
American Airlines
Sun 5/106:53 pm
BOS
-
POS
2 stops19h 39m
American Airlines
Deal found 2/16$292
This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:38 pm
POS
-
BOS
1 stop14h 03m
JetBlue
Tue 5/125:20 am
BOS
-
POS
1 stop8h 15m
JetBlue
Deal found 2/18$296
This United Airlines deal was found by Cheapflights users on 2/17. 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 4/212:30 am
POS
-
BOS
2 stops34h 31m
United Airlines
Sat 4/1110:05 am
BOS
-
POS
2 stops37h 18m
United Airlines
Deal found 2/17$310
This United Airlines deal was found by Cheapflights users on 2/14. 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 10/2012:30 am
POS
-
BOS
2 stops15h 56m
United Airlines
Thu 10/228:10 pm
BOS
-
POS
2 stops27h 13m
United Airlines
Deal found 2/14$311
This United Airlines deal was found by Cheapflights users on 2/14. 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.
Sat 10/1712:30 am
POS
-
BOS
1 stop12h 05m
United Airlines
Tue 10/277:40 am
BOS
-
POS
1 stop15h 43m
United Airlines
Deal found 2/14$315
This United Airlines deal was found by Cheapflights users on 2/16. 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
2 stops14h 18m
United Airlines
Tue 5/129:45 am
BOS
-
POS
1 stop13h 38m
United Airlines
Deal found 2/16$320
This Copa Airlines deal was found by Cheapflights users on 2/15. 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 3/233:46 am
POS
-
BOS
1 stop19h 24m
Copa Airlines
Thu 4/303:46 pm
BOS
-
POS
1 stop9h 54m
Copa Airlines
Deal found 2/15$323
This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:38 pm
POS
-
BOS
1 stop14h 03m
JetBlue
Sun 5/105:20 am
BOS
-
POS
1 stop8h 15m
JetBlue
Deal found 2/18$337
This United Airlines deal was found by Cheapflights users on 2/16. 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
2 stops14h 18m
United Airlines
Sun 5/105:45 am
BOS
-
POS
2 stops41h 38m
United Airlines
Deal found 2/16$346
This Orbitz deal was found by Cheapflights users on 2/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/32:40 pm
POS
-
BOS
1 stop9h 38m
Multiple Airlines
Mon 4/136:45 pm
BOS
-
POS
1 stop29h 35m
Multiple Airlines
Deal found 2/15$350

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 February 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$278
(United Airlines)

One-way from

$166
(United Airlines)

Popular in

August

Cheapest in

February

Average price

$268
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. 19% potential increase in price ($120 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 18, 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 3/23

12:30 am-12:07 pm

1 stop11h 37m

Boston Logan Intl

Thu 4/30

8:10 pm-11:23 pm

2 stops27h 13m

$278

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

3:47 pm-12:11 pm

2 stops20h 24m

Boston Logan Intl

Sun 5/10

6:53 pm-2:32 pm

2 stops19h 39m

$292

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 4/2

12:30 am-11:01 am

2 stops34h 31m

Boston Logan Intl

Sat 4/11

10:05 am-11:23 pm

2 stops37h 18m

$310

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-2:48 pm

2 stops14h 18m

Boston Logan Intl

Tue 5/12

7:25 am-11:23 pm

1 stop15h 58m

$320

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-2:48 pm

2 stops14h 18m

Boston Logan Intl

Sun 5/10

7:25 am-11:23 pm

1 stop15h 58m

$320

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 4/9

12:30 am-9:46 pm

1 stop21h 16m

$166

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 5/20

3:47 pm-12:59 am

1 stop9h 12m

$170

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 5/14

12:30 am-12:59 am

2 stops48h 29m

$171

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 7/23

12:30 am-12:59 am

2 stops48h 29m

$172

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 7/10

12:30 am-12:59 am

2 stops48h 29m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/15

Showing 1-10 of 15 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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 FlightHub the most. FlightHub 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.

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 February 18, 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
7.5
Good
1,556 reviews

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Copa Airlines
7.5
Good
1,556 reviews
Copa Airlines
7.5
Good
1,556 reviews

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
United Airlines
7.4
Good
9,315 reviews
Copa Airlines
7.5
Good
1,556 reviews

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
American Airlines
7.2
Good
11,307 reviews
Copa Airlines
7.5
Good
1,556 reviews

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
JetBlue
7.2
Good
2,899 reviews
Copa Airlines
7.5
Good
1,556 reviews

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Air Canada
7.1
Good
10,732 reviews
Copa Airlines
7.5
Good
1,556 reviews

Food

6.8

Overall

7.5

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

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 $278, United Airlines can have you in Boston from Port of Spain in 11h 37m. Airlines will cover a distance of 2270 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 United Airlines. Our recent data shows that you can find tickets from as low as $171 on this airline. Additional options worth looking into are Air Canada and JetBlue, starting at $184 and $241 round-trip. United Airlines is 65% 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 $160. 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.

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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Cambridge
Hampton Beach
Watertown
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Seabrook
Cranston
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Smithfield
Warwick
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Quincy
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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 February 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$171Average$555FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$241Average$572FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$256Average$350FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$515Average$620FlexibilityNo cancel feeOn-time71%

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