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Cheap flights from Simpson Bay to Massachusetts from $157

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Simpson Bay to Massachusetts departing on 1/8. 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 Simpson Bay to Massachusetts

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
3:15 pm - 11:57 pm
SXM
-
BOS
9h 42m1 stop
Spirit Airlines Logo
5:34 am - 2:10 pm
BOS
-
SXM
7h 36m1 stop
$240Spirit Airlines
Thu, Jan 22 - Mon, Jan 26
Spirit Airlines Logo
3:20 pm - 11:57 pm
SXM
-
BOS
9h 37m1 stop
Spirit Airlines Logo
5:45 am - 2:15 pm
BOS
-
SXM
7h 30m1 stop
$287Spirit Airlines
Sat, Dec 27 - Sat, Jan 3
Spirit Airlines Logo
3:20 pm - 11:57 pm
SXM
-
BOS
9h 37m1 stop
Spirit Airlines Logo
5:45 am - 2:15 pm
BOS
-
SXM
7h 30m1 stop
$307Spirit Airlines
Sat, Dec 27 - Fri, Jan 2
Multiple Airlines Logo
1:59 pm - 5:34 pm
SXM
-
BOS
4h 35mnonstop
Multiple Airlines Logo
5:45 am - 2:15 pm
BOS
-
SXM
7h 30m1 stop
$318Multiple Airlines
Mon, Dec 29 - Mon, Jan 5
Spirit Airlines Logo
3:20 pm - 11:57 pm
SXM
-
BOS
9h 37m1 stop
Spirit Airlines Logo
5:27 pm - 2:10 pm
BOS
-
SXM
19h 43m1 stop
$319Spirit Airlines
Mon, Dec 29 - Fri, Jan 9
JetBlue Logo
1:59 pm - 5:34 pm
SXM
-
BOS
4h 35mnonstop
JetBlue Logo
7:35 am - 12:50 pm
BOS
-
SXM
4h 15mnonstop
$330JetBlue
Mon, Dec 29 - Mon, Jan 5
Multiple Airlines Logo
3:15 pm - 11:57 pm
SXM
-
BOS
9h 42m1 stop
Multiple Airlines Logo
5:05 pm - 2:28 pm
BOS
-
SXM
20h 23m2 stops
$333Multiple Airlines
Thu, Jan 22 - Mon, Jan 26
JetBlue Logo
1:59 pm - 5:34 pm
SXM
-
BOS
4h 35mnonstop
JetBlue Logo
7:35 am - 12:50 pm
BOS
-
SXM
4h 15mnonstop
$339JetBlue
Mon, Dec 29 - Fri, Jan 2
Delta Logo
1:45 pm - 11:54 pm
SXM
-
BOS
11h 09m1 stop
Delta Logo
8:50 pm - 12:30 pm
BOS
-
SXM
14h 40m1 stop
$340Delta
Wed, Dec 31 - Fri, Jan 9
United Airlines Logo
4:55 pm - 11:54 pm
SXM
-
BOS
7h 59m1 stop
United Airlines Logo
5:20 am - 1:50 pm
BOS
-
SXM
7h 30m1 stop
$343United Airlines
Thu, Dec 25 - Fri, Jan 2

JetBlue flights from Simpson Bay to Massachusetts

Our best JetBlue deals on Simpson Bay to Massachusetts flight tickets
JetBlue
Dec 29
SXM1:59 pmSimpson Bay Princess Juliana
4h 35m
BOS5:34 pmBoston Logan Intl
Jan 5
BOS7:35 amBoston Logan Intl
4h 15m
SXM12:50 pmSimpson Bay Princess Juliana
$330
Find similar
JetBlue
Dec 29
SXM1:59 pmSimpson Bay Princess Juliana
4h 35m
BOS5:34 pmBoston Logan Intl
Jan 2
BOS7:35 amBoston Logan Intl
4h 15m
SXM12:50 pmSimpson Bay Princess Juliana
$339
Find similar
JetBlue
Dec 29
SXM1:59 pmSimpson Bay Princess Juliana
4h 35m
BOS5:34 pmBoston Logan Intl
Jan 9
BOS5:10 amBoston Logan Intl
10h 11m
1 stop
SXM4:21 pmSimpson Bay Princess Juliana
$376
Find similar

Delta flights from Simpson Bay to Massachusetts

Our best Delta deals on Simpson Bay to Massachusetts flight tickets
Delta
Dec 31
SXM1:45 pmSimpson Bay Princess Juliana
11h 09m
1 stop
BOS11:54 pmBoston Logan Intl
Jan 9
BOS8:50 pmBoston Logan Intl
14h 40m
1 stop
SXM12:30 pmSimpson Bay Princess Juliana
$340
Find similar
Delta
Dec 29
SXM4:15 pmSimpson Bay Princess Juliana
17h 05m
1 stop
BOS8:20 amBoston Logan Intl
Jan 5
BOS8:50 pmBoston Logan Intl
14h 40m
1 stop
SXM12:30 pmSimpson Bay Princess Juliana
$346
Find similar
Delta
Dec 30
SXM4:15 pmSimpson Bay Princess Juliana
8h 10m
1 stop
BOS11:25 pmBoston Logan Intl
Jan 9
BOS8:50 pmBoston Logan Intl
14h 40m
1 stop
SXM12:30 pmSimpson Bay Princess Juliana
$373
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Simpson Bay to Massachusetts 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 December 15, 2025.
Use the filters below to find and compare flights from Simpson Bay to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 1/22

3:15 pm-11:57 pm

1 stop9h 42m

Boston Logan Intl

Mon 1/26

5:34 am-2:10 pm

1 stop7h 36m

$240

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 12/27

3:20 pm-11:57 pm

1 stop9h 37m

Boston Logan Intl

Sat 1/3

5:45 am-2:15 pm

1 stop7h 30m

$287

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 12/27

3:20 pm-11:57 pm

1 stop9h 37m

Boston Logan Intl

Fri 1/2

5:45 am-2:15 pm

1 stop7h 30m

$307

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 12/29

1:59 pm-5:34 pm

Nonstop4h 35m

Boston Logan Intl

Mon 1/5

5:45 am-2:15 pm

1 stop7h 30m

$318

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 12/29

3:20 pm-11:57 pm

1 stop9h 37m

Boston Logan Intl

Fri 1/9

5:27 pm-2:10 pm

1 stop19h 43m

$319

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 12/29

1:59 pm-5:34 pm

Nonstop4h 35m

Boston Logan Intl

Mon 1/5

7:35 am-12:50 pm

Nonstop4h 15m

$330

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 1/22

3:15 pm-11:57 pm

1 stop9h 42m

Boston Logan Intl

Mon 1/26

5:05 pm-2:28 pm

2 stops20h 23m

$333

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 12/29

1:59 pm-5:34 pm

Nonstop4h 35m

Boston Logan Intl

Fri 1/2

7:35 am-12:50 pm

Nonstop4h 15m

$339

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 12/31

1:45 pm-11:54 pm

1 stop11h 09m

Boston Logan Intl

Fri 1/9

8:50 pm-12:30 pm

1 stop14h 40m

$340

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 12/25

4:55 pm-11:54 pm

1 stop7h 59m

Boston Logan Intl

Fri 1/2

5:20 am-1:50 pm

1 stop7h 30m

$343

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 Massachusetts from

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

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 Massachusetts?

In general, May is the cheapest month to fly from Simpson Bay to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $335. If you aren’t able to travel to Massachusetts during the month of May, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $351.

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Tuesday is the cheapest day to fly to Massachusetts from Simpson Bay. The lowest ticket price found for a Tuesday departure recently was $262. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Simpson Bay because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $391.

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

Our data shows that the cheapest Simpson Bay to Massachusetts flights are usually those with departure times in the afternoon. Our users have found flights to Massachusetts in the afternoon for as low as $262. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $757 on average. Flights to Massachusetts from Simpson Bay at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

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

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

There are 3 cabin classes available to choose from on Simpson Bay Princess Juliana to Massachusetts 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 Simpson Bay to Massachusetts flights?

No. A direct flight is the cheapest option for a flight between Simpson Bay to Massachusetts.

Cheap Simpson Bay to Massachusetts flight deals and tips

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

Fastest flight time

4h 26m

Direct flights

Every day

Airports in Massachusetts

140 airports
The fastest flight from Simpson Bay to Massachusetts takes 4h 26m
Direct flights go from Simpson Bay to Massachusetts every day.
There are 140 airports in Massachusetts. From Simpson Bay there are direct flights to Boston Logan Intl (BOS).
Search flight deals

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

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

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

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

    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 Simpson Bay Princess Juliana Airport to Massachusetts.

  • What documentation or ID do you need to fly to Massachusetts?

    The necessary travel and health documents for your Massachusetts 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 Simpson Bay to Massachusetts?

Best airlines flying from Simpson Bay to Massachusetts

Compare and see reviews for airlines that fly from Simpson Bay to Massachusetts with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $423Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Simpson Bay to Massachusetts. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from Simpson Bay to Massachusetts on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search for Simpson Bay to Massachusetts flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Massachusetts, momondo offers a useful price alert feature which will track prices for flights to Massachusetts from Simpson Bay and alert you when they change.

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