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Cheap flights from Massachusetts to Port of Spain from $150

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Port of Spain departing on 10/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Massachusetts to Port of Spain

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
6:00 am - 11:23 pmBDL  Hartford Bradley Intl-POS Port of Spain Piarco Intl
17h 23m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
United Airlines Logo
12:30 am - 2:07 pmPOS  Port of Spain Piarco Intl-BDL Hartford Bradley Intl
13h 37m2 stops Houston George Bush Intcntl Washington, D.C. Dulles Intl
$358United Airlines
Wed, Sep 16 - Mon, Sep 28
JetBlue Logo
6:25 am - 2:15 pmBDL  Hartford Bradley Intl-POS Port of Spain Piarco Intl
7h 50m1 stop New York John F Kennedy Intl
JetBlue Logo
3:50 pm - 11:46 pmPOS  Port of Spain Piarco Intl-BDL Hartford Bradley Intl
7h 56m1 stop New York John F Kennedy Intl
$359JetBlue
Sun, Sep 20 - Sun, Sep 27
JetBlue Logo
6:25 am - 2:15 pmBDL  Hartford Bradley Intl-POS Port of Spain Piarco Intl
7h 50m1 stop New York John F Kennedy Intl
JetBlue Logo
3:50 pm - 11:46 pmPOS  Port of Spain Piarco Intl-BDL Hartford Bradley Intl
7h 56m1 stop New York John F Kennedy Intl
$359JetBlue
Wed, Sep 16 - Tue, Sep 29
American Airlines Logo
5:14 pm - 2:14 pmBDL  Hartford Bradley Intl-POS Port of Spain Piarco Intl
21h 00m2 stops Philadelphia Miami
American Airlines Logo
3:15 pm - 10:22 amPOS  Port of Spain Piarco Intl-BDL Hartford Bradley Intl
19h 07m2 stops Miami Philadelphia
$366American Airlines
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
6:24 pm - 2:06 pmBDL  Hartford Bradley Intl-POS Port of Spain Piarco Intl
19h 42m2 stops Chicago O'Hare Intl Miami
American Airlines Logo
3:06 pm - 12:09 pmPOS  Port of Spain Piarco Intl-BDL Hartford Bradley Intl
21h 03m2 stops Miami Chicago O'Hare Intl
$366American Airlines
Fri, Sep 11 - Fri, Sep 18
Copa Airlines Logo
8:47 am - 1:17 pmBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
28h 30m1 stop Panama City Tocumen Intl
Copa Airlines Logo
2:19 pm - 1:27 pmPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
24h 08m1 stop Panama City Tocumen Intl
$392Copa Airlines
Tue, Oct 27 - Wed, Nov 4
Copa Airlines Logo
8:47 am - 1:17 pmBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
28h 30m1 stop Panama City Tocumen Intl
Copa Airlines Logo
3:40 am - 10:01 pmPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
19h 21m1 stop Panama City Tocumen Intl
$392Copa Airlines
Tue, Oct 27 - Mon, Nov 2
United Airlines Logo
3:45 pm - 12:50 amBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
9h 05m1 stop Newark
United Airlines Logo
12:30 am - 12:24 pmPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
11h 54m1 stop Houston George Bush Intcntl
$456United Airlines
Sat, Sep 5 - Wed, Sep 9
Multiple Airlines Logo
6:00 am - 12:15 amBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
18h 15m1 stop Toronto Pearson Intl
Multiple Airlines Logo
8:00 pm - 7:39 amPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
11h 39m1 stop New York John F Kennedy Intl
$464Multiple Airlines
Sun, Aug 23 - Sat, Aug 29
Multiple Airlines Logo
6:00 am - 12:15 amBOS  Boston Logan Intl-POS Port of Spain Piarco Intl
18h 15m1 stop Toronto Pearson Intl
Multiple Airlines Logo
3:09 pm - 11:59 pmPOS  Port of Spain Piarco Intl-BOS Boston Logan Intl
8h 50m1 stop New York John F Kennedy Intl
$469Multiple Airlines
Sun, Aug 23 - Fri, Aug 28

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American Airlines flights from Massachusetts to Port of Spain

Our best American Airlines deals on Massachusetts to Port of Spain flight tickets
American Airlines
Sep 11
BDL6:24 pmHartford Bradley Intl
19h 42m
2 stops
POS2:06 pmPort of Spain Piarco Intl
Sep 18
POS3:06 pmPort of Spain Piarco Intl
21h 03m
2 stops
BDL12:09 pmHartford Bradley Intl
$366
American Airlines
Sep 20
BDL6:24 pmHartford Bradley Intl
19h 42m
2 stops
POS2:06 pmPort of Spain Piarco Intl
Sep 27
POS3:06 pmPort of Spain Piarco Intl
21h 03m
2 stops
BDL12:09 pmHartford Bradley Intl
$371
American Airlines
Sep 16
BDL2:44 pmHartford Bradley Intl
23h 22m
2 stops
POS2:06 pmPort of Spain Piarco Intl
Sep 29
POS3:06 pmPort of Spain Piarco Intl
20h 27m
2 stops
BDL11:33 amHartford Bradley Intl
$386

Air Canada flights from Massachusetts to Port of Spain

Our best Air Canada deals on Massachusetts to Port of Spain flight tickets
Air Canada
Aug 22
BOS4:55 pmBoston Logan Intl
31h 20m
1 stop
POS12:15 amPort of Spain Piarco Intl
Aug 28
POS1:25 amPort of Spain Piarco Intl
16h 57m
1 stop
BOS6:22 pmBoston Logan Intl
$482
Air Canada
Aug 22
BOS6:50 pmBoston Logan Intl
29h 25m
2 stops
POS12:15 amPort of Spain Piarco Intl
Aug 28
POS1:25 amPort of Spain Piarco Intl
16h 57m
1 stop
BOS6:22 pmBoston Logan Intl
$486
Air Canada
Aug 22
BOS6:50 pmBoston Logan Intl
29h 25m
2 stops
POS12:15 amPort of Spain Piarco Intl
Aug 28
POS1:25 amPort of Spain Piarco Intl
32h 20m
2 stops
BOS9:45 amBoston Logan Intl
$489

momondo 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, momondo users made 832,500 searches. Data last updated August 8, 2026.
Use the filters below to find and compare flights from Massachusetts to Port of Spain that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordPort of Spain

BDL Hartford Bradley Intl - POS Port of Spain Piarco Intl

BDLPOS

Hartford Bradley Intl

Wed 9/16

6:00 am-11:23 pm

2 stops17h 23m

Port of Spain Piarco Intl

Mon 9/28

12:30 am-2:07 pm

2 stops13h 37m

$358
Quickest round-trip

HartfordPort of Spain

BDL Hartford Bradley Intl - POS Port of Spain Piarco Intl

BDLPOS

Hartford Bradley Intl

Sun 9/20

6:25 am-2:15 pm

1 stop7h 50m

Port of Spain Piarco Intl

Sun 9/27

3:50 pm-11:46 pm

1 stop7h 56m

$359

HartfordPort of Spain

BDL Hartford Bradley Intl - POS Port of Spain Piarco Intl

BDLPOS

Hartford Bradley Intl

Wed 9/16

6:25 am-2:15 pm

1 stop7h 50m

Port of Spain Piarco Intl

Tue 9/29

3:50 pm-11:46 pm

1 stop7h 56m

$359

HartfordPort of Spain

BDL Hartford Bradley Intl - POS Port of Spain Piarco Intl

BDLPOS

Hartford Bradley Intl

Mon 8/24

5:14 pm-2:14 pm

2 stops21h 00m

Port of Spain Piarco Intl

Mon 8/31

3:15 pm-10:22 am

2 stops19h 07m

$366

HartfordPort of Spain

BDL Hartford Bradley Intl - POS Port of Spain Piarco Intl

BDLPOS

Hartford Bradley Intl

Fri 9/11

6:24 pm-2:06 pm

2 stops19h 42m

Port of Spain Piarco Intl

Fri 9/18

3:06 pm-12:09 pm

2 stops21h 03m

$366

BostonPort of Spain

BOS Boston Logan Intl - POS Port of Spain Piarco Intl

BOSPOS

Boston Logan Intl

Tue 10/27

8:47 am-1:17 pm

1 stop28h 30m

Port of Spain Piarco Intl

Wed 11/4

2:19 pm-1:27 pm

1 stop24h 08m

$392

BostonPort of Spain

BOS Boston Logan Intl - POS Port of Spain Piarco Intl

BOSPOS

Boston Logan Intl

Tue 10/27

8:47 am-1:17 pm

1 stop28h 30m

Port of Spain Piarco Intl

Mon 11/2

3:40 am-10:01 pm

1 stop19h 21m

$392

BostonPort of Spain

BOS Boston Logan Intl - POS Port of Spain Piarco Intl

BOSPOS

Boston Logan Intl

Sat 9/5

3:45 pm-12:50 am

1 stop9h 05m

Port of Spain Piarco Intl

Wed 9/9

12:30 am-12:24 pm

1 stop11h 54m

$456

BostonPort of Spain

BOS Boston Logan Intl - POS Port of Spain Piarco Intl

BOSPOS

Boston Logan Intl

Sun 8/23

6:00 am-12:15 am

1 stop18h 15m

Port of Spain Piarco Intl

Sat 8/29

8:00 pm-7:39 am

1 stop11h 39m

$464

BostonPort of Spain

BOS Boston Logan Intl - POS Port of Spain Piarco Intl

BOSPOS

Boston Logan Intl

Sun 8/23

6:00 am-12:15 am

1 stop18h 15m

Port of Spain Piarco Intl

Fri 8/28

3:09 pm-11:59 pm

1 stop8h 50m

$469

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Port of Spain from

How to get the cheapest flight ticket from Massachusetts to Port of Spain

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Port of Spain?

The month of March is, on average, the cheapest month to fly to Port of Spain from Massachusetts, with most prices found around $453. If you’re not able to fly to Port of Spain in March, then April is your next best option. Flight prices from Massachusetts to Port of Spain during April average around $462.

How far in advance should I book a flight from Massachusetts to Port of Spain?

You are more likely to see cheaper flights to Port of Spain from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Port of Spain for around $551 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Port of Spain from Massachusetts for as low as $447 on momondo.

Can stopping save me money on Massachusetts to Port of Spain flights?

You could potentially save up to 5% on your flight if you consider stops on a Massachusetts to Port of Spain flight.

Cheap Massachusetts to Port of Spain flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Port of Spain

Fastest flight time

6h 50m

Direct flights

None
The fastest flight from Massachusetts to Port of Spain takes 6h 50m
There are no direct flights from Massachusetts to Port of Spain. There are no popular flight routes from Massachusetts to Port of Spain.
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Frequently asked questions about flying from Massachusetts to Port of Spain

  • When did momondo last update prices for flights from Massachusetts to Port of Spain Piarco Intl Airport?

    Prices for flights from Massachusetts to Port of Spain Piarco Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Massachusetts to Port of Spain Piarco Intl Airport?

  • How old do you have to be to fly from Massachusetts to Port of Spain Piarco Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Port of Spain Piarco Intl Airport.

  • What documentation or ID do you need to fly to Port of Spain Piarco Intl Airport?

    The necessary travel and health documents for your Port of Spain Piarco Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Massachusetts to Port of Spain

Compare and see reviews for airlines that fly from Massachusetts to Port of Spain with momondo
Airline
Rating
Free Cancellation
Price
Copa AirlinesPriceFrom $164Free CancellationRating
7.6
1,563 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $257Free CancellationRating
7.4
10,089 reviews
Search United Airlines flights
JetBluePriceFrom $276Free CancellationRating
7.1
3,030 reviews
Search JetBlue flights
Air CanadaPriceFrom $366Free CancellationRating
7.1
11,455 reviews
Search Air Canada flights
American AirlinesPriceFrom $369Free CancellationRating
7.1
11,894 reviews
Search American Airlines flights

Traveling to a place near Port of Spain?

Book flights to Port of Spain if you plan to visit one of these locations
Piarco

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Port of Spain?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Massachusetts to Port of Spain for you.

Can I find flights from Massachusetts to Port of Spain with flexible booking policies on momondo?

All flight searches from Massachusetts to Port of Spain on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Massachusetts to Port of Spain?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Port of Spain from Massachusetts.

I’m not ready to book a flight from Massachusetts to Port of Spain right now. Can momondo alert me if prices change?

Price alerts on flights to Port of Spain from Massachusetts are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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