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Cheap flights from Massachusetts to Simpson Bay from $108

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Massachusetts to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
7:41 pm - 12:50 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
17h 09m2 stops Washington, D.C. Dulles Intl Newark
United Airlines Logo
2:52 pm - 7:43 amSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
17h 51m1 stop Newark
$285United Airlines
Tue, Oct 27 - Wed, Nov 4
United Airlines Logo
6:00 am - 12:50 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
6h 50m1 stop Newark
United Airlines Logo
2:52 pm - 9:59 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
8h 07m1 stop Newark
$285United Airlines
Tue, Oct 27 - Wed, Nov 4
American Airlines Logo
7:20 pm - 3:39 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
20h 19m2 stops Charlotte Douglas Miami
American Airlines Logo
2:23 pm - 11:53 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
9h 30m1 stop Miami
$332American Airlines
Sat, Oct 10 - Wed, Oct 14
American Airlines Logo
7:20 pm - 3:39 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
20h 19m2 stops Charlotte Douglas Miami
American Airlines Logo
4:39 pm - 12:07 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
19h 28m2 stops Miami Philadelphia
$332American Airlines
Sat, Oct 10 - Wed, Oct 14
Air Canada Logo
5:30 am - 2:45 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
8h 15m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:45 pm - 9:58 amSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
19h 13m1 stop Montreal Pierre Elliott Trudeau Intl
$351Air Canada
Tue, Dec 1 - Tue, Dec 8
Air Canada Logo
7:40 pm - 2:45 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
42h 05m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:45 pm - 2:53 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
24h 08m1 stop Montreal Pierre Elliott Trudeau Intl
$351Air Canada
Tue, Dec 1 - Tue, Dec 8
Multiple Airlines Logo
5:50 am - 5:00 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
11h 10m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Multiple Airlines Logo
11:30 am - 8:50 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
9h 20m1 stop Santo Domingo Las Americas
$375Multiple Airlines
Sat, Oct 3 - Sun, Oct 11
Multiple Airlines Logo
6:00 am - 5:00 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
11h 00m1 stop Toronto Pearson Intl
Multiple Airlines Logo
11:30 am - 8:50 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
9h 20m1 stop Santo Domingo Las Americas
$377Multiple Airlines
Sat, Oct 3 - Sun, Oct 11
JetBlue Logo
7:00 am - 2:00 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
7h 00m1 stop Fort Lauderdale
JetBlue Logo
3:05 pm - 11:14 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
8h 09m1 stop Fort Lauderdale
$391JetBlue
Mon, Sep 28 - Sat, Oct 3
JetBlue Logo
7:00 am - 2:00 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
7h 00m1 stop Fort Lauderdale
JetBlue Logo
3:05 pm - 11:14 pmSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
8h 09m1 stop Fort Lauderdale
$391JetBlue
Mon, Sep 28 - Fri, Oct 2

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Air Canada flights from Massachusetts to Simpson Bay

Our best Air Canada deals on Massachusetts to Simpson Bay flight tickets
Air Canada
Dec 1
BOS5:30 amBoston Logan Intl
8h 15m
1 stop
SXM2:45 pmSimpson Bay Princess Juliana
Dec 8
SXM3:45 pmSimpson Bay Princess Juliana
19h 13m
1 stop
BOS9:58 amBoston Logan Intl
$351
Air Canada
Oct 25
BOS5:45 amBoston Logan Intl
9h 00m
1 stop
SXM2:45 pmSimpson Bay Princess Juliana
Oct 31
SXM2:40 pmSimpson Bay Princess Juliana
29h 22m
1 stop
BOS8:02 pmBoston Logan Intl
$356
Air Canada
Sep 19
BOS6:00 amBoston Logan Intl
11h 00m
1 stop
SXM5:00 pmSimpson Bay Princess Juliana
Sep 26
SXM6:00 pmSimpson Bay Princess Juliana
15h 55m
1 stop
BOS9:55 amBoston Logan Intl
$359

American Airlines flights from Massachusetts to Simpson Bay

Our best American Airlines deals on Massachusetts to Simpson Bay flight tickets
American Airlines
Oct 10
BDL7:20 pmHartford Bradley Intl
20h 19m
2 stops
SXM3:39 pmSimpson Bay Princess Juliana
Oct 14
SXM2:23 pmSimpson Bay Princess Juliana
9h 30m
1 stop
BDL11:53 pmHartford Bradley Intl
$332
American Airlines
Oct 10
BDL7:20 pmHartford Bradley Intl
20h 19m
2 stops
SXM3:39 pmSimpson Bay Princess Juliana
Oct 14
SXM2:23 pmSimpson Bay Princess Juliana
18h 06m
2 stops
BDL8:29 amHartford Bradley Intl
$352
American Airlines
Oct 31
BDL5:34 pmHartford Bradley Intl
20h 56m
2 stops
SXM2:30 pmSimpson Bay Princess Juliana
Nov 6
SXM5:33 pmSimpson Bay Princess Juliana
16h 02m
2 stops
BDL8:35 amHartford Bradley Intl
$372

momondo Fare Finder

 
Use the filters below to find and compare flights from Massachusetts to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Tue 10/27

7:41 pm-12:50 pm

2 stops17h 09m

Simpson Bay Princess Juliana

Wed 11/4

2:52 pm-7:43 am

1 stop17h 51m

$285
Quickest round-trip

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Tue 10/27

6:00 am-12:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Wed 11/4

2:52 pm-9:59 pm

1 stop8h 07m

$285

HartfordSimpson Bay

BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana

BDLSXM

Hartford Bradley Intl

Sat 10/10

7:20 pm-3:39 pm

2 stops20h 19m

Simpson Bay Princess Juliana

Wed 10/14

2:23 pm-11:53 pm

1 stop9h 30m

$332

HartfordSimpson Bay

BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana

BDLSXM

Hartford Bradley Intl

Sat 10/10

7:20 pm-3:39 pm

2 stops20h 19m

Simpson Bay Princess Juliana

Wed 10/14

4:39 pm-12:07 pm

2 stops19h 28m

$332

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Tue 12/1

5:30 am-2:45 pm

1 stop8h 15m

Simpson Bay Princess Juliana

Tue 12/8

3:45 pm-9:58 am

1 stop19h 13m

$351

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Tue 12/1

7:40 pm-2:45 pm

2 stops42h 05m

Simpson Bay Princess Juliana

Tue 12/8

3:45 pm-2:53 pm

1 stop24h 08m

$351

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sat 10/3

5:50 am-5:00 pm

2 stops11h 10m

Simpson Bay Princess Juliana

Sun 10/11

11:30 am-8:50 pm

1 stop9h 20m

$375

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sat 10/3

6:00 am-5:00 pm

1 stop11h 00m

Simpson Bay Princess Juliana

Sun 10/11

11:30 am-8:50 pm

1 stop9h 20m

$377

HartfordSimpson Bay

BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana

BDLSXM

Hartford Bradley Intl

Mon 9/28

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Sat 10/3

3:05 pm-11:14 pm

1 stop8h 09m

$391

HartfordSimpson Bay

BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana

BDLSXM

Hartford Bradley Intl

Mon 9/28

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Fri 10/2

3:05 pm-11:14 pm

1 stop8h 09m

$391

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 Simpson Bay from

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

What is the cheapest month to fly to Simpson Bay?

In general, March 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 $437. If you aren’t able to travel to Simpson Bay during the month of March, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $459.

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

Our data shows that Wednesday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $410. Flights from Massachusetts to Simpson Bay on a Saturday will generally be more expensive and average around $635. 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 from Massachusetts 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 $524 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 $396 on momondo.

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

There are 4 cabin classes available to choose from on Massachusetts to Simpson Bay 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 27% 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

$108

Fastest flight time

4h 12m

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 $108. The best round-trip flight deal from Massachusetts to Simpson Bay found on momondo in the last 72 hours is $285.
The fastest flight from Massachusetts to Simpson Bay takes 4h 12m
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

Frequently asked questions about flying from Massachusetts to Simpson Bay

  • 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?

  • 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?

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
DeltaPriceFrom $129Free CancellationRating
7.8
8,573 reviews
Search Delta flights
Air CanadaPriceFrom $166Free CancellationRating
7.1
11,586 reviews
Search Air Canada flights
United AirlinesPriceFrom $274Free CancellationRating
7.4
10,174 reviews
Search United Airlines flights
American AirlinesPriceFrom $282Free CancellationRating
7.1
12,045 reviews
Search American Airlines flights
SouthwestPriceFrom $287Free CancellationRating
8.0
4,200 reviews
Search Southwest flights
JetBluePriceFrom $327Free CancellationRating
7.1
3,045 reviews
Search JetBlue flights

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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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