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Port of Spain

$236+ Cheap flights from Massachusetts 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Massachusetts to Port of Spain

Keep the following information in mind while searching for Massachusetts to Port of Spain flight deals. Data was last updated July 31, 2025.

Round-trip from

$437
(Air Canada)

One-way from

$236
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$579
From Massachusetts to Port of Spain Piarco Intl
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One-way flight from Massachusetts to Port of Spain Piarco Intl
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Highest demand for flights based on searches. 7% potential increase in price ($54 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 July 2025
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Find flight deals from Massachusetts to Port of Spain

Cheapest flights from Massachusetts to Port of Spain
Explore the most affordable flight options available from Massachusetts to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Air Canada deal was found by Cheapflights users on 7/30. 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.
Mon 9/1510:40 amBOS - POS
1 stop14h 40mAir Canada
Sun 9/212:25 amPOS - BOS
1 stop15h 45mAir Canada
Deal found 7/30$437
This American Airlines deal was found by Cheapflights users on 7/30. 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 10/177:00 amBOS - POS
1 stop14h 20mAmerican Airlines
Wed 10/293:25 pmPOS - BOS
1 stop9h 09mAmerican Airlines
Deal found 7/30$454
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Sun 9/142:18 pmBOS - POS
1 stop13h 57mMultiple Airlines
Sat 9/209:10 amPOS - BOS
1 stop28h 13mMultiple Airlines
Deal found 7/30$470
This JetBlue deal was found by Cheapflights users on 7/30. 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.
Tue 9/167:08 amBOS - POS
1 stop7h 26mJetBlue
Thu 9/253:59 pmPOS - BOS
1 stop8h 15mJetBlue
Deal found 7/30$524
This Expedia deal was found by Cheapflights users on 7/30. 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.
Wed 10/17:15 amBDL - POS
1 stop7h 19mJetBlue
Wed 10/83:59 pmPOS - BDL
1 stop30h 02mJetBlue
Deal found 7/30$536
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 10/15:49 pmBDL - POS
2 stops20h 27mAmerican Airlines
Wed 10/87:00 amPOS - BDL
2 stops12h 18mAmerican Airlines
Deal found 7/30$583
This United Airlines deal was found by Cheapflights users on 7/30. 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 10/16:00 amBDL - POS
2 stops17h 23mUnited Airlines
Tue 10/712:30 amPOS - BDL
2 stops18h 22mUnited Airlines
Deal found 7/30$623
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/37:00 amBDL - POS
2 stops13h 00mMultiple Airlines
Tue 8/511:10 amPOS - BDL
3 stops35h 47mMultiple Airlines
Deal found 7/30$863

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts 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 July 31, 2025.
Use the filters below to find and compare flights from Massachusetts to Port of Spain that are best for you.

Fly from

Massachusetts

Fly to

Port of Spain

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 9/15

10:40 am-1:20 am

1 stop14h 40m

Port of Spain Piarco Intl

Sun 9/21

2:25 am-6:10 pm

1 stop15h 45m

$437

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 10/17

7:00 am-9:20 pm

1 stop14h 20m

Port of Spain Piarco Intl

Wed 10/29

3:25 pm-12:34 am

1 stop9h 09m

$454

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 9/14

2:18 pm-4:15 am

1 stop13h 57m

Port of Spain Piarco Intl

Sat 9/20

9:10 am-1:23 pm

1 stop28h 13m

$470

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 9/16

7:08 am-2:34 pm

1 stop7h 26m

Port of Spain Piarco Intl

Thu 9/25

3:59 pm-12:14 am

1 stop8h 15m

$524

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Wed 10/1

7:15 am-2:34 pm

1 stop7h 19m

Port of Spain Piarco Intl

Wed 10/8

3:59 pm-10:01 pm

1 stop30h 02m

$536

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Wed 10/1

5:49 pm-2:16 pm

2 stops20h 27m

Port of Spain Piarco Intl

Wed 10/8

7:00 am-7:18 pm

2 stops12h 18m

$583

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Wed 10/1

6:00 am-11:23 pm

2 stops17h 23m

Port of Spain Piarco Intl

Tue 10/7

12:30 am-6:52 pm

2 stops18h 22m

$623

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Wed 10/1

7:53 pm-1:25 am

3 stops29h 32m

Port of Spain Piarco Intl

Wed 10/8

4:20 pm-2:10 pm

2 stops21h 50m

$3,413

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 10/22

7:10 am-9:20 pm

2 stops14h 10m

$236

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 8/7

6:00 am-6:55 pm

2 stops12h 55m

$271

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 12 results
1
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Best time to book a flight from Massachusetts to Port of Spain

Have a flexible travel schedule? Discover the best time to fly to Port of Spain from Massachusetts 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 Massachusetts to Port of Spain

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

Currently, October is the cheapest month in which you can book a flight from Massachusetts to Port of Spain (average of $435). Flying from Massachusetts 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 MA to POS?

Find hourly flight availability from Massachusetts 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 July 31, 2025.

When flying from Massachusetts to Port of Spain, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 31, 2025.
See what other customers who have flown with United Airlines, JetBlue, and American Airlines from Massachusetts to Port of Spain 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.
United Airlines
7.4
Good
8,900 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,900 reviews
United Airlines
7.4
Good
8,900 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
JetBlue
7.3
Good
2,914 reviews
United Airlines
7.4
Good
8,900 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,900 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Air Canada
7.1
Good
9,851 reviews
United Airlines
7.4
Good
8,900 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Massachusetts 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.

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

    Located just 12.6 mi from the city center, Port of Spain Piarco Intl (POS) is the airport most travelers will use when flying to Port of Spain from Massachusetts.

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

    $236 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on JetBlue and Air Canada, with prices starting from $337 and $610, respectively.

  • What are the most popular routes from Massachusetts to Port of Spain?

    When deciding which route to take from Massachusetts to Port of Spain consider Boston Logan Intl - Port of Spain Piarco Intl, Hartford Bradley Intl - Port of Spain Piarco Intl or Hyannis Barnstable - Port of Spain Piarco Intl as they are the most popular.

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Massachusetts to Port of Spain (average of $435). Flying from Massachusetts 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

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Alternative routes for Massachusetts to Port of Spain

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

Discover the top 5 airlines that operate flights from Massachusetts 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$152Average$181FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$400Average$452FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$433Average$649FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$622FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$459Average$623FlexibilityNo cancel feeOn-time62%

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