Massachusetts

$148+ 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Jan 3 — Jan 101
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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 December 4, 2025.

This United Airlines deal was found by Cheapflights users on 12/4. 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 12/241:30 amPOS - BOS
1 stop11h 40mUnited Airlines
Tue 12/306:01 amBOS - POS
2 stops41h 22mUnited Airlines
Deal found 12/4$348
This United Airlines deal was found by Cheapflights users on 12/4. 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 12/191:30 amPOS - BOS
2 stops24h 15mUnited Airlines
Tue 12/309:30 amBOS - POS
2 stops37h 53mUnited Airlines
Deal found 12/4$381
This Trip.com deal was found by Cheapflights users on 12/4. 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.
Thu 12/258:02 amPOS - BOS
1 stop12h 58mJetBlue
Tue 12/308:07 pmBOS - POS
1 stop9h 11mJetBlue
Deal found 12/4$402
This JetBlue deal was found by Cheapflights users on 12/4. 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.
Mon 12/223:56 pmPOS - BOS
1 stop9h 20mJetBlue
Fri 1/25:30 amBOS - POS
1 stop8h 00mJetBlue
Deal found 12/4$465
This Trip.com deal was found by Cheapflights users on 12/1. 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.
Sun 12/213:55 pmPOS - BOS
1 stop9h 21mJetBlue
Wed 12/315:05 pmBOS - POS
1 stop12h 13mJetBlue
Deal found 12/1$477
This JetBlue deal was found by Cheapflights users on 12/4. 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 12/208:02 amPOS - BOS
1 stop9h 47mJetBlue
Tue 12/308:07 pmBOS - POS
1 stop9h 11mJetBlue
Deal found 12/4$491
This United Airlines deal was found by Cheapflights users on 12/1. 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 12/201:30 amPOS - BOS
1 stop23h 08mUnited Airlines
Wed 12/315:20 amBOS - POS
2 stops18h 03mUnited Airlines
Deal found 12/1$508
This JetBlue deal was found by Cheapflights users on 12/2. 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 12/1312:19 pmPOS - BOS
1 stop8h 48mJetBlue
Mon 12/225:30 amBOS - POS
1 stop8h 01mJetBlue
Deal found 12/2$566

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 December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$238
(Trip.com)

One-way from

$148
(United Airlines)

Popular in

March

Cheapest in

May

Average price

$504
Provider with most accurate pricing for Port of Spain Piarco Intl-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Boston Logan Intl flights.
From Port of Spain Piarco Intl to Massachusetts
One-way flight from Port of Spain Piarco Intl to Massachusetts
Highest demand for flights based on searches. 7% potential increase in price ($44 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 December 4, 2025.
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 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

$238

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 2/12

1:30 am-10:01 pm

2 stops21h 31m

Boston Logan Intl

Sat 2/21

7:48 am-12:23 am

2 stops15h 35m

$242

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/13

1:30 am-6:13 pm

1 stop17h 43m

Boston Logan Intl

Thu 2/19

1:55 pm-1:05 am

1 stop10h 10m

$242

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 1/22

1:30 am-6:01 pm

1 stop17h 31m

Boston Logan Intl

Sat 1/24

7:22 pm-12:23 am

2 stops28h 01m

$252

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Thu 3/5

1:30 am-2:15 pm

2 stops37h 45m

Hartford Bradley Intl

Mon 3/9

6:00 am-11:23 pm

2 stops41h 23m

$555

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Fri 3/6

4:40 pm-4:50 pm

2 stops25h 10m

Hartford Bradley Intl

Mon 3/9

5:43 am-2:18 pm

1 stop8h 35m

$640

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Fri 3/6

9:05 am-11:58 pm

1 stop15h 53m

Hartford Bradley Intl

Mon 3/9

6:00 am-6:17 am

1 stop24h 17m

$676

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Thu 1/22

6:30 am-11:51 pm

1 stop18h 21m

Hartford Bradley Intl

Sat 1/24

5:30 am-3:25 pm

1 stop8h 55m

$759

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Thu 3/5

2:20 am-9:37 am

2 stops32h 17m

Hartford Bradley Intl

Mon 3/9

6:00 am-1:25 am

3 stops19h 25m

$3,040

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 1/25

1:30 am-6:32 pm

3 stops18h 02m

$148

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 18 results
1
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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 March is currently the most expensive (average of $564). 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 POS to MA?

Find hourly flight availability from Port of Spain to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 4, 2025.

It’s optimal to fly from Port of Spain to Massachusetts at noon. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight in the morning.

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 December 4, 2025.
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.

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

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 JetBlue, United Airlines, and American Airlines fly from Port of Spain to Massachusetts in about 8h 41m. The time it takes to get you to your destination can typically vary by up to 16h 29m. 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 Air Canada. According to our data, you can fly for as low as $209. Users have also found prices from $231 and $242 on American Airlines and United Airlines, 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 March is currently the most expensive (average of $564). 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.

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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$256Average$390FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$274Average$626FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$451Average$566FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$459Average$635FlexibilityNo cancel feeOn-time71%

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