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Cheap flights from Massachusetts to Port of Spain from $177

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 9/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Massachusetts to Port of Spain

Cheap round-trip flights

Air Canada Logo
5:30 am - 1:10 amBOS-POS
18h 40m2 stops
Air Canada Logo
2:15 am - 7:42 pmPOS-BOS
18h 27m2 stops
$423Air Canada
Find Deal
Tue, Dec 2 - Sun, Dec 7
Air Canada Logo
6:55 pm - 1:20 amBOS-POS
30h 25m1 stop
Air Canada Logo
1:15 am - 9:27 pmPOS-BOS
44h 12m2 stops
$433Air Canada
Find Deal
Thu, Oct 23 - Tue, Oct 28
Logo
2:18 pm - 4:15 amBOS-POS
13h 57m1 stop
Logo
10:10 am - 11:13 amPOS-BOS
25h 03m1 stop
$462
Find Deal
Thu, Sep 18 - Mon, Sep 22
Copa Airlines Logo
3:49 pm - 1:46 amBOS-POS
9h 57m1 stop
Copa Airlines Logo
4:22 am - 7:22 pmPOS-BOS
15h 00m1 stop
$482Copa Airlines
Find Deal
Tue, Sep 16 - Fri, Sep 19
Logo
2:18 pm - 4:15 amBOS-POS
13h 57m1 stop
Logo
3:51 am - 2:11 pmPOS-BOS
10h 20m1 stop
$486
Find Deal
Thu, Sep 18 - Sun, Sep 21
Copa Airlines Logo
3:49 pm - 1:46 amBOS-POS
9h 57m1 stop
Copa Airlines Logo
3:51 am - 7:22 pmPOS-BOS
15h 31m1 stop
$497Copa Airlines
Find Deal
Tue, Sep 16 - Thu, Sep 18
JetBlue Logo
7:10 am - 2:38 pmBDL-POS
7h 28m1 stop
JetBlue Logo
3:59 pm - 10:01 pmPOS-BDL
30h 02m1 stop
$497JetBlue
Find Deal
Sat, Oct 4 - Tue, Oct 14
JetBlue Logo
5:23 am - 2:34 pmBOS-POS
9h 11m1 stop
JetBlue Logo
3:59 pm - 12:14 amPOS-BOS
8h 15m1 stop
$524JetBlue
Find Deal
Tue, Sep 16 - Fri, Sep 26
American Airlines Logo
3:55 pm - 2:16 pmBOS-POS
22h 21m2 stops
American Airlines Logo
3:25 pm - 12:16 pmPOS-BOS
20h 51m2 stops
$529American Airlines
Find Deal
Tue, Sep 16 - Fri, Sep 26
American Airlines Logo
8:18 am - 9:20 pmBOS-POS
13h 02m2 stops
American Airlines Logo
7:00 am - 4:12 pmPOS-BOS
9h 12m1 stop
$534American Airlines
Find Deal
Wed, Oct 22 - Sun, Oct 26

Air Canada flights from Massachusetts to Port of Spain

Our best Air Canada deals on Massachusetts to Port of Spain flight tickets
Air Canada
Dec 2
BOS5:30 amBoston Logan Intl
18h 40m
2 stops
POS1:10 amPort of Spain Piarco Intl
Dec 7
POS2:15 amPort of Spain Piarco Intl
18h 27m
2 stops
BOS7:42 pmBoston Logan Intl
$423
Find similar
Air Canada
Oct 23
BOS6:55 pmBoston Logan Intl
30h 25m
1 stop
POS1:20 amPort of Spain Piarco Intl
Oct 28
POS1:15 amPort of Spain Piarco Intl
44h 12m
2 stops
BOS9:27 pmBoston Logan Intl
$433
Find similar
Air Canada
Aug 29
BOS5:50 amBoston Logan Intl
19h 35m
2 stops
POS1:25 amPort of Spain Piarco Intl
Sep 1
POS2:25 amPort of Spain Piarco Intl
31h 30m
1 stop
BOS9:55 amBoston Logan Intl
$483
Find similar

Copa Airlines flights from Massachusetts to Port of Spain

Our best Copa Airlines deals on Massachusetts to Port of Spain flight tickets
Copa Airlines
Sep 16
BOS3:49 pmBoston Logan Intl
9h 57m
1 stop
POS1:46 amPort of Spain Piarco Intl
Sep 19
POS4:22 amPort of Spain Piarco Intl
15h 00m
1 stop
BOS7:22 pmBoston Logan Intl
$482
Find similar
Copa Airlines
Sep 16
BOS3:49 pmBoston Logan Intl
9h 57m
1 stop
POS1:46 amPort of Spain Piarco Intl
Sep 18
POS3:51 amPort of Spain Piarco Intl
15h 31m
1 stop
BOS7:22 pmBoston Logan Intl
$497
Find similar
Copa Airlines
Sep 16
BOS3:49 pmBoston Logan Intl
9h 57m
1 stop
POS1:46 amPort of Spain Piarco Intl
Sep 25
POS3:51 amPort of Spain Piarco Intl
15h 31m
1 stop
BOS7:22 pmBoston Logan Intl
$502
Find similar

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 17, 2025.
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

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 12/2

5:30 am-1:10 am

2 stops18h 40m

Port of Spain Piarco Intl

Sun 12/7

2:15 am-7:42 pm

2 stops18h 27m

$423

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 10/23

6:55 pm-1:20 am

1 stop30h 25m

Port of Spain Piarco Intl

Tue 10/28

1:15 am-9:27 pm

2 stops44h 12m

$433

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 9/18

2:18 pm-4:15 am

1 stop13h 57m

Port of Spain Piarco Intl

Mon 9/22

10:10 am-11:13 am

1 stop25h 03m

$462

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 9/16

3:49 pm-1:46 am

1 stop9h 57m

Port of Spain Piarco Intl

Fri 9/19

4:22 am-7:22 pm

1 stop15h 00m

$482

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 9/18

2:18 pm-4:15 am

1 stop13h 57m

Port of Spain Piarco Intl

Sun 9/21

3:51 am-2:11 pm

1 stop10h 20m

$486

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 9/16

3:49 pm-1:46 am

1 stop9h 57m

Port of Spain Piarco Intl

Thu 9/18

3:51 am-7:22 pm

1 stop15h 31m

$497

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Sat 10/4

7:10 am-2:38 pm

1 stop7h 28m

Port of Spain Piarco Intl

Tue 10/14

3:59 pm-10:01 pm

1 stop30h 02m

$497

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 9/16

5:23 am-2:34 pm

1 stop9h 11m

Port of Spain Piarco Intl

Fri 9/26

3:59 pm-12:14 am

1 stop8h 15m

$524

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 9/16

3:55 pm-2:16 pm

2 stops22h 21m

Port of Spain Piarco Intl

Fri 9/26

3:25 pm-12:16 pm

2 stops20h 51m

$529

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 10/22

8:18 am-9:20 pm

2 stops13h 02m

Port of Spain Piarco Intl

Sun 10/26

7:00 am-4:12 pm

1 stop9h 12m

$534

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 September is, on average, the cheapest month to fly to Port of Spain from Massachusetts, with most prices found around $498. If you’re not able to fly to Port of Spain in September, then January is your next best option. Flight prices from Massachusetts to Port of Spain during January average around $509.

What is the cheapest day to depart on your flight to Port of Spain?

The cheapest day to depart from Massachusetts to Port of Spain is on a Wednesday when prices can be found for as low as $590. Flights from Massachusetts to Port of Spain on a Sunday will generally be more expensive and average around $690. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Port of Spain?

In the morning is the cheapest time of day to fly from Massachusetts to Port of Spain when you can find flight prices for as low as $615. Flying to Port of Spain in the morning is an ideal time because this is during off-peak travel hours. In the evening is when there is more demand to fly to Port of Spain, so prices are often more expensive at around $663 per ticket.

How far in advance should I book a flight 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 $646 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 $469 on momondo.

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

You could potentially save up to 17% 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

Best Price Found

$177

Fastest flight time

7h 28m

Direct flights

None

Airports in Port of Spain

1 airport
The best one-way flight to Port of Spain from Massachusetts in the past 72 hours is $177. The best round-trip flight deal from Massachusetts to Port of Spain found on momondo in the last 72 hours is $423.
The fastest flight from Massachusetts to Port of Spain takes 7h 28m
There are no direct flights from Massachusetts to Port of Spain. Popular non-direct routes for this connection are Boston Logan Intl Airport - Port of Spain Piarco Intl Airport and Hartford Bradley Intl Airport - Port of Spain Piarco Intl Airport.
There is 1 airport near Port of Spain: Port of Spain Piarco Intl (POS)
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  • 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
FrontierPriceFrom $152Free CancellationRating
5.8
3,212 reviews
Search Frontier flights
Copa AirlinesPriceFrom $400Free CancellationRating
7.5
1,509 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $433Free CancellationRating
7.4
8,919 reviews
Search United Airlines flights
American AirlinesPriceFrom $433Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
JetBluePriceFrom $478Free CancellationRating
7.2
2,916 reviews
Search JetBlue 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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