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$201+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
May 20 — May 271
Wed 5/20
Wed 5/27
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 April 20, 2026.

This American Airlines deal was found by Cheapflights users on 4/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/303:12 pm
POS
-
BOS
1 stop18h 54m
American Airlines
Sat 6/62:00 pm
BOS
-
POS
1 stop9h 01m
American Airlines
Deal found 4/15$373
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Sun 5/313:12 pm
POS
-
BOS
1 stop18h 54m
American Airlines
Sun 6/75:00 am
BOS
-
POS
1 stop9h 12m
American Airlines
Deal found 4/16$378
This American Airlines deal was found by Cheapflights users on 4/17. 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 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 stops19h 17m
American Airlines
Sun 5/105:40 pm
BOS
-
POS
2 stops20h 52m
American Airlines
Deal found 4/17$394
This United Airlines deal was found by Cheapflights users on 4/16. 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 33m
United Airlines
Tue 5/129:45 am
BOS
-
POS
1 stop13h 38m
United Airlines
Deal found 4/16$410
This Priceline deal was found by Cheapflights users on 4/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/11:25 am
POS
-
BOS
1 stop16h 34m
Air Canada
Sun 5/1010:45 am
BOS
-
POS
1 stop13h 30m
Air Canada
Deal found 4/17$414
This Air Canada deal was found by Cheapflights users on 4/17. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:25 am
POS
-
BOS
1 stop14h 31m
Air Canada
Sun 5/1010:45 am
BOS
-
POS
1 stop13h 30m
Air Canada
Deal found 4/17$419
This United Airlines deal was found by Cheapflights users on 4/19. 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 6/2312:30 am
POS
-
BOS
2 stops24h 29m
United Airlines
Wed 8/266:42 pm
BOS
-
POS
2 stops28h 41m
United Airlines
Deal found 4/19$421

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 April 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$373
(American Airlines)

One-way from

$201
(American Airlines)

Popular in

March

Cheapest in

February

Average price

$430
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.
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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
High demand for flights, 5% potential price rise
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Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in April 2026
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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 April 20, 2026.
Use the filters below to find and compare flights from Port of Spain to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-9:59 pm

2 stops21h 29m

Boston Logan Intl

Tue 5/12

5:45 am-11:23 pm

2 stops17h 38m

$410

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-12:59 am

2 stops24h 29m

Boston Logan Intl

Sun 5/10

5:45 am-11:23 pm

2 stops17h 38m

$415

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 6/28

12:30 am-4:38 pm

2 stops16h 08m

Boston Logan Intl

Wed 8/26

2:19 pm-11:23 pm

2 stops33h 04m

$421

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 6/23

12:30 am-9:39 am

2 stops33h 09m

Boston Logan Intl

Wed 8/26

5:35 pm-11:23 pm

1 stop29h 48m

$421

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 4/30

12:30 am-9:59 pm

2 stops45h 29m

Boston Logan Intl

Thu 5/7

7:25 am-11:23 pm

1 stop15h 58m

$433

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 4/30

1:25 am-11:46 am

1 stop10h 21m

Boston Logan Intl

Thu 5/7

5:50 am-12:15 am

2 stops42h 25m

$445
Quickest round-trip

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 6/18

7:00 am-12:59 am

1 stop17h 59m

Boston Logan Intl

Sun 6/28

6:00 am-11:01 pm

1 stop17h 01m

$457
Cheapest one-way

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 5/26

12:30 am-9:39 am

2 stops33h 09m

$205

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 5/17

12:30 am-10:18 am

2 stops33h 48m

$205

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 5/11

12:30 am-4:16 pm

2 stops15h 46m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/18

Showing 1-10 of 13 resultsSorted by cheapest first
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 April.
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.

Cheapflights Insights

Everything you need to know about your flight from Port of Spain to Boston

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 April 20, 2026.
Read reviews from past customers who have flown Copa Airlines,United Airlines, andJetBlue 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
1,581 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.8

Overall

7.5

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
7.5
Good
1,581 reviews
Copa Airlines
7.5
Good
1,581 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.8

Overall

7.5

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
9,607 reviews
Copa Airlines
7.5
Good
1,581 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.8

Overall

7.5

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
2,950 reviews
Copa Airlines
7.5
Good
1,581 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.8

Overall

7.5

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
7.1
Good
11,625 reviews
Copa Airlines
7.5
Good
1,581 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.8

Overall

7.5

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
10,943 reviews
Copa Airlines
7.5
Good
1,581 reviews

Boarding

7.8

Crew

8.1

Entertainment

6.8

Comfort

7.4

Food

6.8

Overall

7.5

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 $410, United Airlines can have you in Boston from Port of Spain in 21h 29m. 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 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. United Airlines flights start at $179 while deals on Air Canada start at $193 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
Medford
Cambridge
Concord
Hampton Beach
Watertown
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Cranston
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Peabody
York Beach
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Old Orchard Beach
Lincoln
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Waltham
Lowell

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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 April 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$171Average$409FlexibilityNo 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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