What airlines fly to Simpson Bay?

JetBlue, American Airlines and United Airlines are the top three most popular airlines that fly to Simpson Bay from Massachusetts according to our data. JetBlue is the first choice among our users, with 64% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 7 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

How many flights depart from Massachusetts to Simpson Bay on average per day?

The number of flights available between Massachusetts and Simpson Bay is 1 per day as of March 2026. The most frequent departure time is 7:00AM, with 100% of daily flights leaving at noon.

What is the cheapest airline that flies from Massachusetts to Simpson Bay Princess Juliana?

Delta, United Airlines, and American Airlines are the most popular carriers operating from Massachusetts to Simpson Bay Princess Juliana

How long does it take to fly to Simpson Bay?

If you’re flying from a popular airport in Massachusetts, such as Boston or Worcester, and flying into Simpson Bay, then you can expect flight times to average 4h 05m and 24h 43m, respectively.

How many flights depart from Massachusetts to Simpson Bay on average per week?

The number of flights available between Massachusetts and Simpson Bay is 7 per week as of March 2026. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.

When did momondo last update prices for flights from Massachusetts to Simpson Bay Princess Juliana Airport?

Prices for flights from Massachusetts to Simpson Bay Princess Juliana Airport refresh daily.

How many operators does momondo search for flights from Massachusetts to Simpson Bay Princess Juliana Airport?

As of March 2026, there are 7 operators available to choose from for flights from Massachusetts to Simpson Bay Princess Juliana Airport.

How old do you have to be to fly from Massachusetts to Simpson Bay Princess Juliana 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 Simpson Bay Princess Juliana Airport.

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

The necessary travel and health documents for your Simpson Bay Princess Juliana 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.

$84 Cheap Flights from Massachusetts to Simpson Bay in 2026

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Find the cheapest flights from Massachusetts to Simpson Bay

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:45 am - 3:22 pm

BDL

SXM

9h 37m

1 stop

2:21 pm - 11:59 pm

SXM

BDL

9h 38m

1 stop

$265American Airlines

Wed, Apr 29 - Fri, May 8

6:34 pm - 3:22 pm

BDL

SXM

20h 48m

2 stops

2:21 pm - 9:10 am

SXM

BDL

18h 49m

2 stops

$270American Airlines

Sat, Apr 25 - Thu, Apr 30

6:34 pm - 1:21 pm

BDL

SXM

18h 47m

1 stop

12:41 pm - 11:59 pm

SXM

BDL

11h 18m

1 stop

$271American Airlines

Sat, Apr 25 - Thu, Apr 30

7:44 pm - 12:33 pm

BDL

SXM

16h 49m

1 stop

3:50 pm - 9:37 am

SXM

BDL

17h 47m

1 stop

$287United Airlines

Tue, Apr 7 - Wed, Apr 15

5:00 am - 1:30 pm

ALB

SXM

8h 30m

1 stop

2:25 pm - 8:00 am

SXM

ALB

17h 35m

2 stops

$306Southwest

Mon, Apr 27 - Thu, Apr 30

5:30 pm - 3:28 pm

BOS

SXM

21h 58m

2 stops

4:28 pm - 10:01 am

SXM

BOS

17h 33m

1 stop

$328British Airways

Mon, Mar 16 - Wed, Mar 25

8:59 pm - 12:10 pm

BOS

SXM

15h 11m

1 stop

3:20 pm - 1:28 am

SXM

BOS

10h 08m

1 stop

$331Delta

Sat, May 2 - Wed, May 13

5:45 am - 12:50 pm

BOS

SXM

7h 05m

1 stop

3:50 pm - 11:59 pm

SXM

BOS

8h 09m

1 stop

$335United Airlines

Wed, Mar 25 - Wed, Apr 1

8:59 pm - 12:10 pm

BOS

SXM

15h 11m

1 stop

3:20 pm - 7:22 am

SXM

BOS

16h 02m

2 stops

$336Delta

Sat, May 2 - Thu, May 14

5:30 pm - 1:21 pm

BOS

SXM

19h 51m

2 stops

4:28 pm - 10:01 am

SXM

BOS

17h 33m

1 stop

$339British Airways

Mon, Mar 16 - Wed, Mar 25

American Airlines flights from Massachusetts to Simpson Bay

Our best American Airlines deals on Massachusetts to Simpson Bay flight tickets

American Airlines

Apr 29

BDL5:45 amHartford Bradley Intl

9h 37m

1 stop

SXM3:22 pmSimpson Bay Princess Juliana

May 8

SXM2:21 pmSimpson Bay Princess Juliana

9h 38m

1 stop

BDL11:59 pmHartford Bradley Intl

$265

American Airlines

Apr 25

BDL6:34 pmHartford Bradley Intl

18h 46m

2 stops

SXM1:20 pmSimpson Bay Princess Juliana

Apr 30

SXM2:21 pmSimpson Bay Princess Juliana

19h 51m

2 stops

BDL10:12 amHartford Bradley Intl

$270

American Airlines

Apr 25

BDL10:00 amHartford Bradley Intl

27h 21m

1 stop

SXM1:21 pmSimpson Bay Princess Juliana

Apr 30

SXM2:24 pmSimpson Bay Princess Juliana

10h 00m

1 stop

BDL12:24 amHartford Bradley Intl

$271

British Airways flights from Massachusetts to Simpson Bay

Our best British Airways deals on Massachusetts to Simpson Bay flight tickets

British Airways

Mar 16

BOS5:30 pmBoston Logan Intl

21h 58m

2 stops

SXM3:28 pmSimpson Bay Princess Juliana

Mar 25

SXM4:28 pmSimpson Bay Princess Juliana

17h 33m

1 stop

BOS10:01 amBoston Logan Intl

$328

British Airways

Mar 16

BOS5:30 pmBoston Logan Intl

19h 51m

2 stops

SXM1:21 pmSimpson Bay Princess Juliana

Mar 25

SXM4:28 pmSimpson Bay Princess Juliana

17h 33m

1 stop

BOS10:01 amBoston Logan Intl

$339

Fly from

Fly to

Route

Depart

Return

Price

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Wed 4/29

5:45 am-3:22 pm

1 stop9h 37m

Simpson Bay Princess Juliana

Fri 5/8

2:21 pm-11:59 pm

1 stop9h 38m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sat 4/25

6:34 pm-3:22 pm

2 stops20h 48m

Simpson Bay Princess Juliana

Thu 4/30

2:21 pm-9:10 am

2 stops18h 49m

$270

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sat 4/25

6:34 pm-1:21 pm

1 stop18h 47m

Simpson Bay Princess Juliana

Thu 4/30

12:41 pm-11:59 pm

1 stop11h 18m

$271

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 4/7

7:44 pm-12:33 pm

1 stop16h 49m

Simpson Bay Princess Juliana

Wed 4/15

3:50 pm-9:37 am

1 stop17h 47m

$287

AlbanySimpson Bay

ALB - SXM

ALBSXM

Albany Intl

Mon 4/27

5:00 am-1:30 pm

1 stop8h 30m

Simpson Bay Princess Juliana

Thu 4/30

2:25 pm-8:00 am

2 stops17h 35m

$306

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Mon 3/16

5:30 pm-3:28 pm

2 stops21h 58m

Simpson Bay Princess Juliana

Wed 3/25

4:28 pm-10:01 am

1 stop17h 33m

$328

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/2

8:59 pm-12:10 pm

1 stop15h 11m

Simpson Bay Princess Juliana

Wed 5/13

3:20 pm-1:28 am

1 stop10h 08m

$331

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Wed 3/25

5:45 am-12:50 pm

1 stop7h 05m

Simpson Bay Princess Juliana

Wed 4/1

3:50 pm-11:59 pm

1 stop8h 09m

$335

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/2

8:59 pm-12:10 pm

1 stop15h 11m

Simpson Bay Princess Juliana

Thu 5/14

3:20 pm-7:22 am

2 stops16h 02m

$336

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Mon 3/16

5:30 pm-1:21 pm

2 stops19h 51m

Simpson Bay Princess Juliana

Wed 3/25

4:28 pm-10:01 am

1 stop17h 33m

$339

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Massachusetts to Simpson Bay

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

Prices

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Other information

What is the cheapest month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Massachusetts to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $414. If you aren’t able to travel to Simpson Bay during the month of September, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $468.

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Sunday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $408. Flights from Massachusetts to Simpson Bay on a Saturday will generally be more expensive and average around $640. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest Massachusetts to Simpson Bay Princess Juliana flight route?

Fly from Boston Logan Intl to Simpson Bay Princess Juliana for the best Massachusetts - Simpson Bay Princess Juliana flight prices

How far in advance should I book a flight to Simpson Bay?

You are more likely to see cheaper flights to Simpson Bay from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $535 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Massachusetts for as low as $416 on momondo.

What cabin class options are available on Massachusetts to Simpson Bay Princess Juliana flights?

There are 3 cabin classes available to choose from on Massachusetts to Simpson Bay Princess Juliana flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Simpson Bay flights?

You could potentially save up to 48% on your flight if you consider stops on a Massachusetts to Simpson Bay flight.

Cheap Massachusetts to Simpson Bay flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Simpson Bay

Best Price Found	$138
Fastest flight time	4h 05m
Direct flights	Every day
Airports in Simpson Bay	1 airport

The best one-way flight to Simpson Bay from Massachusetts in the past 72 hours is $138. The best round-trip flight deal from Massachusetts to Simpson Bay found on momondo in the last 72 hours is $424.

The fastest flight from Massachusetts to Simpson Bay takes 4h 05m

Direct flights go from Massachusetts to Simpson Bay every day.

There is 1 airport in Simpson Bay. From Massachusetts there are direct flights to Simpson Bay Princess Juliana (SXM).

Search flight deals

When did momondo last update prices for flights from Massachusetts to Simpson Bay Princess Juliana Airport?
Prices for flights from Massachusetts to Simpson Bay Princess Juliana Airport refresh daily.
How many operators does momondo search for flights from Massachusetts to Simpson Bay Princess Juliana Airport?
As of March 2026, there are 7 operators available to choose from for flights from Massachusetts to Simpson Bay Princess Juliana Airport.
How old do you have to be to fly from Massachusetts to Simpson Bay Princess Juliana 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 Simpson Bay Princess Juliana Airport.
What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?
The necessary travel and health documents for your Simpson Bay Princess Juliana 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.
What is the most popular plane model from Massachusetts to Simpson Bay?
Based on momondo bookings for flights between Massachusetts and Simpson Bay, the leading plane model is Airbus A321-100/200, making up 52.41% of the total bookings. Other popular models include Airbus A318/A319/A320/A321 with 21.81%, Airbus A321neo with 14.73%, and Airbus A320-100/200 with 10.20%.

Best airlines flying from Massachusetts to Simpson Bay

Compare and see reviews for airlines that fly from Massachusetts to Simpson Bay with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $134	Free Cancellation	Rating 5.7 3,040 reviews	Search Frontier flights
Delta	PriceFrom $136	Free Cancellation	Rating 7.9 8,240 reviews	Search Delta flights
Air Canada	PriceFrom $180	Free Cancellation	Rating 7.1 10,760 reviews	Search Air Canada flights
Spirit Airlines	PriceFrom $205	Free Cancellation	Rating 6.3 8,489 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $297	Free Cancellation	Rating 7.4 9,371 reviews	Search United Airlines flights
JetBlue	PriceFrom $320	Free Cancellation	Rating 7.2 2,894 reviews	Search JetBlue flights
American Airlines	PriceFrom $349	Free Cancellation	Rating 7.1 11,370 reviews	Search American Airlines flights

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Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Simpson Bay?

Finding the right flight to Simpson Bay from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Simpson Bay quick and easy, saving you time and money.

Can I find flights from Massachusetts to Simpson Bay with flexible booking policies on momondo?

Flights from Massachusetts to Simpson Bay with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Massachusetts to Simpson Bay?

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 Simpson Bay from Massachusetts.

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

If you are not ready to book a flight from Massachusetts to Simpson Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Simpson Bay and let you know when they change.

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Cheap flights from Massachusetts to Simpson Bay from $84

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 Simpson Bay departing on 4/27. 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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How to get the cheapest flight ticket from Massachusetts to Simpson Bay

What is the cheapest month to fly to Simpson Bay?

What is the cheapest day to depart on your flight to Simpson Bay?

What is the cheapest Massachusetts to Simpson Bay Princess Juliana flight route?

How far in advance should I book a flight to Simpson Bay?

What cabin class options are available on Massachusetts to Simpson Bay Princess Juliana flights?

Can stopping save me money on Massachusetts to Simpson Bay flights?

What is the cheapest airline that flies from Massachusetts to Simpson Bay Princess Juliana?

What airlines fly to Simpson Bay?

How many flights depart from Massachusetts to Simpson Bay on average per day?

How many flights depart from Massachusetts to Simpson Bay on average per week?

How long does it take to fly to Simpson Bay?

Cheap Massachusetts to Simpson Bay flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Simpson Bay

Best Price Found

Fastest flight time

Direct flights

Airports in Simpson Bay

Best airlines flying from Massachusetts to Simpson Bay

Compare and see reviews for airlines that fly from Massachusetts to Simpson Bay with momondo

Traveling to a place near Simpson Bay?

Why use momondo?

An easier way to manage your Simpson Bay trip

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Fly your favorite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Simpson Bay

List of cabin classes available on flights landing in Simpson Bay. Availability may vary depending on flight origin and airline.

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