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Cheap flights from Simpson Bay to Boston from $187

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 Boston departing on 10/1. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Simpson Bay to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
2:52 pm - 10:49 pm
SXM
-
BOS
8h 57m
1 stop
United Airlines Logo
6:00 am - 1:50 pm
BOS
-
SXM
6h 50m
1 stop
$395United Airlines
Fri, Dec 25 - Tue, Jan 5
United Airlines Logo
5:00 pm - 11:57 pm
SXM
-
BOS
7h 57m
1 stop
United Airlines Logo
5:45 am - 1:50 pm
BOS
-
SXM
7h 05m
1 stop
$395United Airlines
Fri, Dec 25 - Fri, Jan 1
Delta Logo
1:45 pm - 10:41 pm
SXM
-
BOS
9h 56m
1 stop
Delta Logo
8:15 pm - 2:40 pm
BOS
-
SXM
17h 25m
1 stop
$395Delta
Fri, Dec 25 - Mon, Jan 4
United Airlines Logo
5:00 pm - 11:57 pm
SXM
-
BOS
7h 57m
1 stop
United Airlines Logo
5:45 am - 1:50 pm
BOS
-
SXM
7h 05m
1 stop
$395United Airlines
Fri, Dec 25 - Sun, Jan 3
Delta Logo
5:20 pm - 10:02 am
SXM
-
BOS
17h 42m
1 stop
Delta Logo
8:45 pm - 12:15 pm
BOS
-
SXM
14h 30m
1 stop
$398Delta
Sat, Dec 26 - Tue, Jan 5
Delta Logo
5:20 pm - 10:02 am
SXM
-
BOS
17h 42m
1 stop
Delta Logo
8:15 pm - 2:40 pm
BOS
-
SXM
17h 25m
1 stop
$398Delta
Sat, Dec 26 - Mon, Jan 4
United Airlines Logo
2:52 pm - 10:49 pm
SXM
-
BOS
8h 57m
1 stop
United Airlines Logo
5:00 pm - 1:50 pm
BOS
-
SXM
19h 50m
2 stops
$400United Airlines
Fri, Dec 25 - Mon, Jan 4
United Airlines Logo
2:52 pm - 11:57 pm
SXM
-
BOS
10h 05m
2 stops
United Airlines Logo
10:31 am - 1:50 pm
BOS
-
SXM
26h 19m
2 stops
$400United Airlines
Fri, Dec 25 - Mon, Jan 4
JetBlue Logo
12:53 pm - 5:16 pm
SXM
-
BOS
4h 23mnonstop
JetBlue Logo
5:10 am - 12:37 pm
BOS
-
SXM
7h 27m
1 stop
$465JetBlue
Sat, Aug 22 - Tue, Aug 25
JetBlue Logo
1:41 pm - 5:21 pm
SXM
-
BOS
4h 40mnonstop
JetBlue Logo
7:00 am - 12:21 pm
BOS
-
SXM
4h 21mnonstop
$486JetBlue
Fri, Dec 25 - Fri, Jan 1

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United Airlines flights from Simpson Bay to Boston

Our best United Airlines deals on Simpson Bay to Boston flight tickets
United Airlines
Dec 25
SXM2:52 pmSimpson Bay Princess Juliana
8h 57m
1 stop
BOS10:49 pmBoston Logan Intl
Jan 5
BOS6:00 amBoston Logan Intl
6h 50m
1 stop
SXM1:50 pmSimpson Bay Princess Juliana
$395
United Airlines
Dec 25
SXM2:52 pmSimpson Bay Princess Juliana
8h 57m
1 stop
BOS10:49 pmBoston Logan Intl
Jan 4
BOS5:00 pmBoston Logan Intl
19h 50m
2 stops
SXM1:50 pmSimpson Bay Princess Juliana
$400
United Airlines
Dec 25
SXM5:00 pmSimpson Bay Princess Juliana
7h 57m
1 stop
BOS11:57 pmBoston Logan Intl
Jan 2
BOS7:43 pmBoston Logan Intl
17h 07m
1 stop
SXM1:50 pmSimpson Bay Princess Juliana
$428

Delta flights from Simpson Bay to Boston

Our best Delta deals on Simpson Bay to Boston flight tickets
Delta
Dec 26
SXM5:20 pmSimpson Bay Princess Juliana
17h 42m
1 stop
BOS10:02 amBoston Logan Intl
Jan 5
BOS8:45 pmBoston Logan Intl
14h 30m
1 stop
SXM12:15 pmSimpson Bay Princess Juliana
$398
Delta
Aug 21
SXM3:18 pmSimpson Bay Princess Juliana
10h 07m
1 stop
BOS1:25 amBoston Logan Intl
Aug 23
BOS8:45 pmBoston Logan Intl
17h 08m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
$483
Delta
Aug 21
SXM3:18 pmSimpson Bay Princess Juliana
10h 07m
1 stop
BOS1:25 amBoston Logan Intl
Aug 24
BOS5:30 amBoston Logan Intl
8h 23m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
$490

momondo Fare Finder

 
Customize your flight search to find flights from Simpson Bay to Boston 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 July 29, 2026.
Use the filters below to find and compare flights from Simpson Bay to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 12/25

2:52 pm-10:49 pm

1 stop8h 57m

Boston Logan Intl

Tue 1/5

6:00 am-1:50 pm

1 stop6h 50m

$395

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 12/25

5:00 pm-11:57 pm

1 stop7h 57m

Boston Logan Intl

Fri 1/1

5:45 am-1:50 pm

1 stop7h 05m

$395

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 12/25

1:45 pm-10:41 pm

1 stop9h 56m

Boston Logan Intl

Mon 1/4

8:15 pm-2:40 pm

1 stop17h 25m

$395

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 12/25

5:00 pm-11:57 pm

1 stop7h 57m

Boston Logan Intl

Sun 1/3

5:45 am-1:50 pm

1 stop7h 05m

$395

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 12/26

5:20 pm-10:02 am

1 stop17h 42m

Boston Logan Intl

Tue 1/5

8:45 pm-12:15 pm

1 stop14h 30m

$398

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 12/26

5:20 pm-10:02 am

1 stop17h 42m

Boston Logan Intl

Mon 1/4

8:15 pm-2:40 pm

1 stop17h 25m

$398

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 12/25

2:52 pm-10:49 pm

1 stop8h 57m

Boston Logan Intl

Mon 1/4

5:00 pm-1:50 pm

2 stops19h 50m

$400

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 12/25

2:52 pm-11:57 pm

2 stops10h 05m

Boston Logan Intl

Mon 1/4

10:31 am-1:50 pm

2 stops26h 19m

$400

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 8/22

12:53 pm-5:16 pm

Nonstop4h 23m

Boston Logan Intl

Tue 8/25

5:10 am-12:37 pm

1 stop7h 27m

$465
Quickest round-trip

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 12/25

1:41 pm-5:21 pm

Nonstop4h 40m

Boston Logan Intl

Fri 1/1

7:00 am-12:21 pm

Nonstop4h 21m

$486

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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See travel insights to Boston from

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

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 typical price of a round-trip flight between Simpson Bay and Boston?

Prices are currently typical for flights on this route.

Typical prices usually range from $380 to $591.
The lowest price recently found on this route was $395.

What is the cheapest month to fly to Boston?

In general, November is the cheapest month to fly from Simpson Bay to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $0. If you aren’t able to travel during the month of November, then book flights to Boston from Simpson Bay during May instead. Flights to Boston in May, while not as cheap as those in November, still average around $268.

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

The cheapest day to depart from Simpson Bay to Boston is on a Sunday when prices can be found for as low as $393. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Saturday is $581.

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

According to our data, the cheapest time of day to fly to Boston is in the morning. momondo users have found flights departing from Simpson Bay to Boston in the morning for as low as $448. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $717 per ticket.

What is the cheapest Simpson Bay Princess Juliana to Boston Logan Intl flight route?

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

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

There is only 1 cabin class available to choose from on Simpson Bay to Boston 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 Boston flights?

You could potentially save up to 14% on your flight if you consider stops on a Simpson Bay to Boston flight.

How have Simpson Bay to Boston flight prices changed over time?

As of July 2026, prices for Simpson Bay to Boston flights are approximately 23% cheaper when compared to flights at the same time last year.

When to book flights from Simpson Bay to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Simpson Bay to Boston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Simpson Bay to Boston (SXM to BOS) flight deals and tips

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

Fastest flight time

4h 23m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Boston

1 airport
The fastest flight from Simpson Bay to Boston takes 4h 23m
Direct flights go from Simpson Bay to Boston on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. The only airline offering direct flights is JetBlue.
There is 1 airport in Boston. From Simpson Bay there are direct flights to Boston Logan Intl (BOS).
Search flight deals

Frequently asked questions about flying from Simpson Bay to Boston

  • How far is Simpson Bay Princess Juliana to Boston Logan Intl by plane?

    Simpson Bay Princess Juliana and Boston Logan Intl are 1743.0 mi apart from one another. Typically, this will take 4h 23m by plane in normal conditions.

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

    Prices for flights from Simpson Bay Princess Juliana Airport to Boston Logan Intl Airport were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Simpson Bay Princess Juliana Airport to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents required for your trip to Boston Logan Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Boston Logan Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Simpson Bay to Boston?

  • What is the most popular airline from Simpson Bay to Boston?

Best airlines flying from Simpson Bay to Boston

Compare and see reviews for airlines that fly from Simpson Bay to Boston with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $380Free CancellationRating
7.1
3,024 reviews
Search JetBlue flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
Laconia
Cambridge
South Yarmouth
Plymouth
York Beach
Revere
Kennebunkport
Gloucester
Warwick
Middletown
South Portland
Brockton
Everett
Falmouth
Seekonk

Why use momondo?

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

It is quick and easy to find Simpson Bay to Boston flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Boston that suits you.

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

Yes. momondo allows you to filter the results for Simpson Bay to Boston flights to just show those with flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Simpson Bay to Boston.

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

Of course. momondo tracks the price of Simpson Bay to Boston flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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