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Massachusetts

$161+ Cheap flights from Port of Spain (POS) to Massachusetts

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Cheap flight deals from Port of Spain to Massachusetts

Cheapest flights from Port of Spain to Massachusetts
Explore the most affordable flight options available from Port of Spain to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 20, 2026.

This United Airlines deal was found by Cheapflights users on 1/20. 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 5/121:30 pm
BOS
-
POS
1 stop33h 53m
United Airlines
Deal found 1/20$266
This JetBlue deal was found by Cheapflights users on 1/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/138:50 am
POS
-
BOS
1 stop9h 26m
JetBlue
Sat 2/218:15 pm
BOS
-
POS
1 stop10h 02m
JetBlue
Deal found 1/19$271
This United Airlines deal was found by Cheapflights users on 1/20. 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 2/214:25 pm
BOS
-
POS
2 stops30h 58m
United Airlines
Deal found 1/20$276
This American Airlines deal was found by Cheapflights users on 1/20. 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
Sun 5/106:53 pm
BOS
-
POS
2 stops19h 39m
American Airlines
Deal found 1/20$292
This United Airlines deal was found by Cheapflights users on 1/19. 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.
Sun 5/312:30 am
POS
-
BOS
2 stops33h 48m
United Airlines
Wed 5/139:45 am
BOS
-
POS
1 stop13h 38m
United Airlines
Deal found 1/19$295
This United Airlines deal was found by Cheapflights users on 1/20. 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
Sun 5/106:00 am
BOS
-
POS
2 stops41h 23m
United Airlines
Deal found 1/20$296
This JetBlue deal was found by Cheapflights users on 1/19. 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 JetBlue 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 2/218:15 pm
BOS
-
POS
1 stop10h 02m
JetBlue
Deal found 1/19$300
This United Airlines deal was found by Cheapflights users on 1/18. 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 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 stops13h 47m
United Airlines
Sat 2/214:15 pm
BOS
-
POS
1 stop7h 50m
United Airlines
Deal found 1/18$309
This United Airlines deal was found by Cheapflights users on 1/20. 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 2/21:30 am
POS
-
BDL
2 stops13h 30m
United Airlines
Fri 2/64:46 pm
BDL
-
POS
2 stops30h 37m
United Airlines
Deal found 1/20$954
This Expedia deal was found by Cheapflights users on 1/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/38:20 am
POS
-
BDL
1 stop16h 28m
JetBlue
Fri 2/66:00 am
BDL
-
POS
1 stop12h 11m
JetBlue
Deal found 1/20$1,053
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 2/34:30 pm
POS
-
BDL
2 stops20h 10m
American Airlines
Fri 2/65:30 am
BDL
-
POS
1 stop16h 18m
American Airlines
Deal found 1/20$1,124

Find flight deals from Port of Spain to Massachusetts

Keep the following information in mind while searching for Port of Spain to Massachusetts flight deals. Data was last updated January 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$266
(United Airlines)

One-way from

$161
(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.
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From Port of Spain Piarco Intl to Massachusetts
Search Deals
One-way flight from Port of Spain Piarco Intl to Massachusetts
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($32 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 Massachusetts 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 20, 2026.
Use the filters below to find and compare flights from Port of Spain to Massachusetts that are best for you.

Fly from

Port of Spain

Fly to

Massachusetts

Route

Depart

Return

Price

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

1:30 pm-11:23 pm

1 stop33h 53m

$266

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/13

8:50 am-5:16 pm

1 stop9h 26m

Boston Logan Intl

Sat 2/21

6:15 pm-7:17 am

1 stop12h 02m

$271

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

7:19 pm-12:23 am

2 stops28h 04m

$276

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Mon 2/2

1:30 am-2:00 pm

2 stops13h 30m

Hartford Bradley Intl

Fri 2/6

4:46 pm-12:23 am

2 stops30h 37m

$954

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Tue 2/3

8:20 am-11:48 pm

1 stop16h 28m

Hartford Bradley Intl

Fri 2/6

6:00 am-7:11 pm

1 stop12h 11m

$1,053

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Tue 2/3

4:30 pm-11:40 am

2 stops20h 10m

Hartford Bradley Intl

Fri 2/6

5:30 am-10:48 pm

1 stop16h 18m

$1,124

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 3/3

1:30 am-11:30 pm

1 stop23h 00m

$161

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 3/13

3:29 pm-11:50 pm

1 stop8h 21m

$161

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 2/15

1:30 am-12:46 pm

2 stops36h 16m

$161

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 3/11

8:05 am-5:17 pm

1 stop9h 12m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/18

Showing 1-10 of 18 results
1
2

Best time to book a flight from Port of Spain to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts 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 Massachusetts

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

Currently, May is the cheapest month in which you can book a flight from Port of Spain to Massachusetts (average of $184). Flying from Port of Spain to Massachusetts 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.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated January 20, 2026.
See what other customers who have flown with Copa Airlines, United Airlines, and American Airlines from Port of Spain to Massachusetts have to say. 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
1,559 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Food

6.8

Crew

8.1

Boarding

7.8

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
7.6
Good
1,559 reviews
Copa Airlines
7.6
Good
1,559 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Food

6.8

Crew

8.1

Boarding

7.8

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
9,187 reviews
Copa Airlines
7.6
Good
1,559 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Food

6.8

Crew

8.1

Boarding

7.8

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
11,169 reviews
Copa Airlines
7.6
Good
1,559 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Food

6.8

Crew

8.1

Boarding

7.8

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
2,892 reviews
Copa Airlines
7.6
Good
1,559 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Food

6.8

Crew

8.1

Boarding

7.8

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
10,642 reviews
Copa Airlines
7.6
Good
1,559 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Food

6.8

Crew

8.1

Boarding

7.8

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 Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Port of Spain to Massachusetts?

    Most people fly from Port of Spain Piarco Intl (POS) if they book a flight from Port of Spain to Massachusetts. Port of Spain Piarco Intl is conveniently located just 12.6 mi from Port of Spain’s city center.

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

    Airlines like United Airlines, JetBlue, and American Airlines fly from Port of Spain to Massachusetts in about 11h 46m. The time it takes to get you to your destination can typically vary by up to 8h 24m. The distance from Port of Spain to Massachusetts is about 2270 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $163. Users have also found prices from $202 and $209 on American Airlines and Air Canada, respectively.

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

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

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

    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 Massachusetts.

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

    Yes. Cheapflights offers flight deals from Port of Spain to Massachusetts 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 Massachusetts?

    Currently, May is the cheapest month in which you can book a flight from Port of Spain to Massachusetts (average of $184). Flying from Port of Spain to Massachusetts 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

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Alternative routes for Port of Spain to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Port of Spain to Massachusetts

Discover the top 5 airlines that operate flights from Port of Spain to Massachusetts. 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 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$168Average$384FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$183Average$555FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$241Average$573FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$515Average$635FlexibilityNo cancel feeOn-time71%

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