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Port of Spain

$188+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
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 January, booked 17 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 septiembre 11, 2025.

Round-trip from

$410
(American Airlines)

One-way from

$188
(Air Canada)

Popular in

December

Cheapest in

September

Average price

$498
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 September 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 septiembre 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/11. 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.
mié. 10/15:47 amBOS - POS
1 stop8h 29mAmerican Airlines
lun. 10/63:25 pmPOS - BOS
1 stop9h 09mAmerican Airlines
Deal found 9/11$410
This Air Canada deal was found by Cheapflights users on 9/10. 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.
mar. 12/25:30 amBOS - POS
2 stops18h 40mAir Canada
dom. 1/112:15 amPOS - BOS
2 stops18h 27mAir Canada
Deal found 9/10$423
This Air Canada deal was found by Cheapflights users on 9/10. 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.
sáb. 11/227:55 pmBOS - POS
1 stop28h 15mAir Canada
mar. 12/22:15 amPOS - BOS
2 stops32h 17mAir Canada
Deal found 9/10$433
This United Airlines deal was found by Cheapflights users on 9/11. 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.
mié. 10/19:53 amBOS - POS
2 stops13h 30mUnited Airlines
dom. 10/512:30 amPOS - BOS
2 stops15h 52mUnited Airlines
Deal found 9/11$456
This CheapOair deal was found by Cheapflights users on 9/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/28:59 pmBOS - POS
1 stop17h 07mJetBlue
sáb. 11/85:12 pmPOS - BOS
1 stop15h 29mJetBlue
Deal found 9/11$463
This Air Canada deal was found by Cheapflights users on 9/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/126:15 amBOS - POS
1 stop17h 55mAir Canada
vie. 12/192:15 amPOS - BOS
2 stops18h 27mAir Canada
Deal found 9/11$473
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/266:16 amBOS - POS
1 stop13h 44mMultiple Airlines
sáb. 11/13:48 amPOS - BOS
2 stops37h 08mMultiple Airlines
Deal found 9/11$480
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/174:54 pmBOS - POS
1 stop26h 01mMultiple Airlines
dom. 10/266:25 pmPOS - BOS
1 stop21h 31mMultiple Airlines
Deal found 9/11$484
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/125:11 amBOS - POS
1 stop8h 56mJetBlue
mar. 11/185:12 pmPOS - BOS
1 stop15h 29mJetBlue
Deal found 9/10$486
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/25:36 amBOS - POS
1 stop17h 03mAmerican Airlines
sáb. 11/87:19 amPOS - BOS
1 stop11h 01mAmerican Airlines
Deal found 9/10$490
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/129:40 amBOS - POS
2 stops13h 43mUnited Airlines
lun. 11/171:30 amPOS - BOS
2 stops16h 45mUnited Airlines
Deal found 9/10$495

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 septiembre 11, 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

jue. 1/8

6:15 am-1:10 am

1 stop17h 55m

Port of Spain Piarco Intl

dom. 1/18

2:15 am-7:42 pm

2 stops18h 27m

$423

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 12/2

5:30 am-1:10 am

2 stops18h 40m

Port of Spain Piarco Intl

dom. 1/11

2:15 am-7:42 pm

2 stops18h 27m

$423

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mié. 11/12

5:11 am-3:07 pm

1 stop8h 56m

Port of Spain Piarco Intl

mar. 11/18

5:12 pm-7:41 am

1 stop15h 29m

$486

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mié. 11/12

9:40 am-12:23 am

2 stops13h 43m

Port of Spain Piarco Intl

lun. 11/17

1:30 am-5:15 pm

2 stops16h 45m

$495

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 12/9

5:30 am-1:10 am

2 stops18h 40m

Port of Spain Piarco Intl

vie. 12/26

2:15 am-10:37 pm

1 stop21h 22m

$523

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

jue. 1/8

10:15 am-1:10 am

2 stops13h 55m

Port of Spain Piarco Intl

lun. 1/19

7:40 am-9:32 am

2 stops26h 52m

$563

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 12/2

6:30 am-11:38 pm

2 stops16h 08m

Port of Spain Piarco Intl

lun. 1/12

7:10 am-8:49 pm

1 stop14h 39m

$579

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

sáb. 12/13

4:35 pm-1:10 am

1 stop31h 35m

Port of Spain Piarco Intl

vie. 12/19

2:15 am-9:32 am

2 stops32h 17m

$583

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

vie. 10/17

8:47 pm-11:23 pm

2 stops26h 36m

Port of Spain Piarco Intl

sáb. 10/25

12:30 am-12:45 am

2 stops24h 15m

$594

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

dom. 12/7

5:30 am-1:10 am

2 stops18h 40m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 14 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 August 29, 2025.

Booking 17 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 septiembre 11, 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.

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 septiembre 11, 2025.
Peruse reviews from past customers who have flown with Copa Airlines, United Airlines, and American Airlines from Boston to Port of Spain to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,531 reviews

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Overall

7.6

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,531 reviews
Copa Airlines
7.6
Good
1,531 reviews

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Overall

7.6

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
8,937 reviews
Copa Airlines
7.6
Good
1,531 reviews

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Overall

7.6

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.6
Good
1,531 reviews

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Overall

7.6

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
JetBlue
7.2
Good
2,913 reviews
Copa Airlines
7.6
Good
1,531 reviews

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Overall

7.6

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Frontier
5.8
Fair
3,177 reviews
Copa Airlines
7.6
Good
1,531 reviews

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Overall

7.6

Food

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

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.

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

    There are many flights that can get you from Boston to Port of Spain in 8h 56m. Fly via Air Canada, JetBlue, or United Airlines to get the fastest option. The distance from Boston to Port of Spain is about 2270 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    According to our current data, Frontier ($164), Copa Airlines ($420), and United Airlines ($433) offers the cheapest pricing from Boston to Port of Spain. Frontier is 74% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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.
Hyannis to Port of Spain flights
Hartford 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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$164Average$184FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$420Average$496FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$433Average$639FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$614FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$492Average$639FlexibilityNo cancel feeOn-time62%

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