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Cheap flights from Massachusetts to Port of Spain from $100

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 2/26. 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
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
9:32 am - 11:23 pm
BOS
-
POS
13h 51m
1 stop
United Airlines Logo
12:30 am - 12:07 pm
POS
-
BOS
11h 37m
1 stop
$256United Airlines
Wed, Mar 11 - Mon, Mar 16
United Airlines Logo
9:32 am - 11:23 pm
BOS
-
POS
13h 51m
1 stop
United Airlines Logo
12:30 am - 3:16 pm
POS
-
BOS
14h 46m
2 stops
$260United Airlines
Wed, Mar 11 - Mon, Mar 16
JetBlue Logo
8:04 pm - 7:17 am
BOS
-
POS
10h 13m
1 stop
JetBlue Logo
8:05 am - 7:58 pm
POS
-
BOS
11h 53m
1 stop
$268JetBlue
Fri, Mar 6 - Mon, Mar 9
JetBlue Logo
7:39 pm - 7:17 am
BOS
-
POS
10h 38m
1 stop
JetBlue Logo
9:05 am - 7:58 pm
POS
-
BOS
11h 53m
1 stop
$269JetBlue
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
5:24 pm - 2:10 pm
BDL
-
POS
20h 46m
2 stops
American Airlines Logo
3:10 pm - 11:08 am
POS
-
BDL
19h 58m
2 stops
$274American Airlines
Mon, Mar 16 - Thu, Mar 19
American Airlines Logo
4:20 pm - 3:06 pm
BOS
-
POS
21h 46m
2 stops
American Airlines Logo
3:10 pm - 10:46 am
POS
-
BOS
19h 36m
2 stops
$274American Airlines
Mon, Mar 2 - Mon, Mar 9
Copa Airlines Logo
3:05 pm - 1:46 am
BOS
-
POS
9h 41m
1 stop
Copa Airlines Logo
3:46 am - 11:10 pm
POS
-
BOS
19h 24m
1 stop
$278Copa Airlines
Thu, Mar 5 - Wed, Mar 11
JetBlue Logo
5:32 pm - 7:17 am
BOS
-
POS
12h 45m
1 stop
JetBlue Logo
8:45 am - 5:47 pm
POS
-
BOS
9h 02m
1 stop
$284JetBlue
Thu, Mar 5 - Sun, Mar 8
JetBlue Logo
7:39 pm - 7:17 am
BOS
-
POS
10h 38m
1 stop
JetBlue Logo
9:05 am - 7:58 pm
POS
-
BOS
11h 53m
1 stop
$285JetBlue
Sat, Feb 28 - Wed, Mar 4
Copa Airlines Logo
4:05 pm - 1:46 am
BOS
-
POS
9h 41m
1 stop
Copa Airlines Logo
3:46 am - 11:10 pm
POS
-
BOS
19h 24m
1 stop
$300Copa Airlines
Mon, Mar 16 - Wed, Mar 18

United Airlines flights from Massachusetts to Port of Spain

Our best United Airlines deals on Massachusetts to Port of Spain flight tickets
United Airlines
Mar 11
BOS9:32 amBoston Logan Intl
13h 51m
1 stop
POS11:23 pmPort of Spain Piarco Intl
Mar 16
POS12:30 amPort of Spain Piarco Intl
11h 37m
1 stop
BOS12:07 pmBoston Logan Intl
$256
United Airlines
Mar 11
BOS9:32 amBoston Logan Intl
13h 51m
1 stop
POS11:23 pmPort of Spain Piarco Intl
Mar 16
POS12:30 amPort of Spain Piarco Intl
14h 46m
2 stops
BOS3:16 pmBoston Logan Intl
$260
United Airlines
Feb 21
BOS4:15 pmBoston Logan Intl
7h 50m
1 stop
POS1:05 amPort of Spain Piarco Intl
Feb 26
POS2:20 amPort of Spain Piarco Intl
9h 35m
1 stop
BOS10:55 amBoston Logan Intl
$302

JetBlue flights from Massachusetts to Port of Spain

Our best JetBlue deals on Massachusetts to Port of Spain flight tickets
JetBlue
Mar 6
BOS8:04 pmBoston Logan Intl
10h 13m
1 stop
POS7:17 amPort of Spain Piarco Intl
Mar 9
POS8:05 amPort of Spain Piarco Intl
11h 53m
1 stop
BOS7:58 pmBoston Logan Intl
$268
JetBlue
Feb 28
BOS7:39 pmBoston Logan Intl
10h 38m
1 stop
POS7:17 amPort of Spain Piarco Intl
Mar 4
POS9:05 amPort of Spain Piarco Intl
11h 53m
1 stop
BOS7:58 pmBoston Logan Intl
$269
JetBlue
Mar 5
BOS5:32 pmBoston Logan Intl
12h 45m
1 stop
POS7:17 amPort of Spain Piarco Intl
Mar 8
POS8:45 amPort of Spain Piarco Intl
9h 02m
1 stop
BOS5:47 pmBoston Logan Intl
$284

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 February 5, 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

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/11

9:32 am-11:23 pm

1 stop13h 51m

Port of Spain Piarco Intl

Mon 3/16

12:30 am-12:07 pm

1 stop11h 37m

$256

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/11

9:32 am-11:23 pm

1 stop13h 51m

Port of Spain Piarco Intl

Mon 3/16

12:30 am-3:16 pm

2 stops14h 46m

$260

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 3/6

8:04 pm-7:17 am

1 stop10h 13m

Port of Spain Piarco Intl

Mon 3/9

8:05 am-7:58 pm

1 stop11h 53m

$268

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 2/28

7:39 pm-7:17 am

1 stop10h 38m

Port of Spain Piarco Intl

Wed 3/4

9:05 am-7:58 pm

1 stop11h 53m

$269

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Mon 3/16

5:24 pm-2:10 pm

2 stops20h 46m

Port of Spain Piarco Intl

Thu 3/19

3:10 pm-11:08 am

2 stops19h 58m

$274

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 3/2

4:20 pm-3:06 pm

2 stops21h 46m

Port of Spain Piarco Intl

Mon 3/9

3:10 pm-10:46 am

2 stops19h 36m

$274

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 3/5

3:05 pm-1:46 am

1 stop9h 41m

Port of Spain Piarco Intl

Wed 3/11

3:46 am-11:10 pm

1 stop19h 24m

$278

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 3/5

5:32 pm-7:17 am

1 stop12h 45m

Port of Spain Piarco Intl

Sun 3/8

8:45 am-5:47 pm

1 stop9h 02m

$284

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 2/28

7:39 pm-7:17 am

1 stop10h 38m

Port of Spain Piarco Intl

Wed 3/4

9:05 am-7:58 pm

1 stop11h 53m

$285

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 3/16

4:05 pm-1:46 am

1 stop9h 41m

Port of Spain Piarco Intl

Wed 3/18

3:46 am-11:10 pm

1 stop19h 24m

$300

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 January is, on average, the cheapest month to fly to Port of Spain from Massachusetts, with most prices found around $475. If you’re not able to fly to Port of Spain in January, then September is your next best option. Flight prices from Massachusetts to Port of Spain during September average around $528.

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 $586 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 $490 on momondo.

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

You could potentially save up to 53% 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

7h 26m

Direct flights

None
The fastest flight from Massachusetts to Port of Spain takes 7h 26m
There are no direct flights from Massachusetts to Port of Spain. There are no popular flight routes from Massachusetts to Port of Spain.
Search flight deals

  • 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
7.5
1,557 reviews
Search Copa Airlines flights
Air CanadaPriceFrom $195Free CancellationRating
7.1
10,690 reviews
Search Air Canada flights
United AirlinesPriceFrom $260Free CancellationRating
7.4
9,235 reviews
Search United Airlines flights
JetBluePriceFrom $276Free CancellationRating
7.2
2,893 reviews
Search JetBlue flights
American AirlinesPriceFrom $490Free CancellationRating
7.2
11,232 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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