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Cheap flights from Simpson Bay to Boston from $183

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 10/25. 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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0 bags

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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
3:50 pm - 11:59 pm
SXM
-
BOS
8h 09m
1 stop
United Airlines Logo
5:45 am - 12:33 pm
BOS
-
SXM
6h 48m
1 stop
$277United Airlines
Sat, May 23 - Sat, May 30
United Airlines Logo
3:50 pm - 2:24 pm
SXM
-
BOS
22h 34m
2 stops
United Airlines Logo
5:45 am - 12:33 pm
BOS
-
SXM
6h 48m
1 stop
$282United Airlines
Sat, May 23 - Sat, May 30
American Airlines Logo
1:40 pm - 9:57 am
SXM
-
BOS
20h 17m
1 stop
American Airlines Logo
6:00 am - 12:40 pm
BOS
-
SXM
6h 40m
1 stop
$283American Airlines
Sat, May 23 - Sat, May 30
United Airlines Logo
3:50 pm - 7:28 pm
SXM
-
BOS
27h 38m
2 stops
United Airlines Logo
8:00 am - 12:33 pm
BOS
-
SXM
28h 33m
2 stops
$287United Airlines
Fri, Jul 24 - Sat, Aug 8
United Airlines Logo
3:50 pm - 11:59 pm
SXM
-
BOS
8h 09m
1 stop
United Airlines Logo
5:45 am - 12:33 pm
BOS
-
SXM
6h 48m
1 stop
$311United Airlines
Thu, Jul 16 - Tue, Jul 21
United Airlines Logo
3:50 pm - 1:16 pm
SXM
-
BOS
21h 26m
2 stops
United Airlines Logo
10:58 am - 12:33 pm
BOS
-
SXM
25h 35m
2 stops
$316United Airlines
Thu, Jul 16 - Mon, Jul 20
United Airlines Logo
3:50 pm - 8:17 am
SXM
-
BOS
16h 27m
2 stops
United Airlines Logo
7:19 am - 12:33 pm
BOS
-
SXM
29h 14m
2 stops
$323United Airlines
Wed, Jul 15 - Fri, Jul 24
Delta Logo
3:21 pm - 1:06 am
SXM
-
BOS
9h 45m
1 stop
Delta Logo
5:45 am - 1:56 pm
BOS
-
SXM
8h 11m
1 stop
$346Delta
Fri, Aug 14 - Fri, Aug 28
American Airlines Logo
4:45 pm - 12:03 pm
SXM
-
BOS
19h 18m
2 stops
American Airlines Logo
1:42 pm - 1:46 pm
BOS
-
SXM
24h 04m
1 stop
$348American Airlines
Tue, Jul 14 - Tue, Jul 21
American Airlines Logo
12:17 pm - 9:56 am
SXM
-
BOS
21h 39m
2 stops
American Airlines Logo
10:52 am - 3:42 pm
BOS
-
SXM
28h 50m
2 stops
$349American Airlines
Sat, Jun 6 - Sat, Jun 13

American Airlines flights from Simpson Bay to Boston

Our best American Airlines deals on Simpson Bay to Boston flight tickets
American Airlines
May 23
SXM1:40 pmSimpson Bay Princess Juliana
20h 17m
1 stop
BOS9:57 amBoston Logan Intl
May 30
BOS6:00 amBoston Logan Intl
6h 40m
1 stop
SXM12:40 pmSimpson Bay Princess Juliana
$283
American Airlines
May 6
SXM12:41 pmSimpson Bay Princess Juliana
21h 21m
1 stop
BOS10:02 amBoston Logan Intl
May 19
BOS5:27 amBoston Logan Intl
7h 54m
1 stop
SXM1:21 pmSimpson Bay Princess Juliana
$300
American Airlines
May 6
SXM12:41 pmSimpson Bay Princess Juliana
11h 18m
2 stops
BOS11:59 pmBoston Logan Intl
May 19
BOS6:00 amBoston Logan Intl
9h 22m
1 stop
SXM3:22 pmSimpson Bay Princess Juliana
$304

United Airlines flights from Simpson Bay to Boston

Our best United Airlines deals on Simpson Bay to Boston flight tickets
United Airlines
May 23
SXM3:50 pmSimpson Bay Princess Juliana
8h 09m
1 stop
BOS11:59 pmBoston Logan Intl
May 30
BOS5:45 amBoston Logan Intl
6h 48m
1 stop
SXM12:33 pmSimpson Bay Princess Juliana
$277
United Airlines
May 23
SXM3:50 pmSimpson Bay Princess Juliana
22h 34m
2 stops
BOS2:24 pmBoston Logan Intl
May 30
BOS5:45 amBoston Logan Intl
6h 48m
1 stop
SXM12:33 pmSimpson Bay Princess Juliana
$282
United Airlines
Jul 24
SXM3:50 pmSimpson Bay Princess Juliana
27h 38m
2 stops
BOS7:28 pmBoston Logan Intl
Aug 8
BOS8:00 amBoston Logan Intl
28h 33m
2 stops
SXM12:33 pmSimpson Bay Princess Juliana
$287

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 May 1, 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
Quickest round-trip

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 5/23

3:50 pm-11:59 pm

1 stop8h 09m

Boston Logan Intl

Sat 5/30

5:45 am-12:33 pm

1 stop6h 48m

$277

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 5/23

3:50 pm-2:24 pm

2 stops22h 34m

Boston Logan Intl

Sat 5/30

5:45 am-12:33 pm

1 stop6h 48m

$282

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 5/23

1:40 pm-9:57 am

1 stop20h 17m

Boston Logan Intl

Sat 5/30

6:00 am-12:40 pm

1 stop6h 40m

$283

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 7/24

3:50 pm-7:28 pm

2 stops27h 38m

Boston Logan Intl

Sat 8/8

8:00 am-12:33 pm

2 stops28h 33m

$287

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 7/16

3:50 pm-11:59 pm

1 stop8h 09m

Boston Logan Intl

Tue 7/21

5:45 am-12:33 pm

1 stop6h 48m

$311

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 7/16

3:50 pm-1:16 pm

2 stops21h 26m

Boston Logan Intl

Mon 7/20

10:58 am-12:33 pm

2 stops25h 35m

$316

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 7/15

3:50 pm-8:17 am

2 stops16h 27m

Boston Logan Intl

Fri 7/24

7:19 am-12:33 pm

2 stops29h 14m

$323

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 8/14

3:21 pm-1:06 am

1 stop9h 45m

Boston Logan Intl

Fri 8/28

5:45 am-1:56 pm

1 stop8h 11m

$346

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Tue 7/14

4:45 pm-12:03 pm

2 stops19h 18m

Boston Logan Intl

Tue 7/21

1:42 pm-1:46 pm

1 stop24h 04m

$348

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 6/6

12:17 pm-9:56 am

2 stops21h 39m

Boston Logan Intl

Sat 6/13

10:52 am-3:42 pm

2 stops28h 50m

$349

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 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?

What is the cheapest month to fly to Boston?

In general, May 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 $268. If you aren’t able to travel during the month of May, then book flights to Boston from Simpson Bay during June instead. Flights to Boston in June, while not as cheap as those in May, still average around $335.

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 Tuesday when prices can be found for as low as $262. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Thursday is $448.

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 afternoon. momondo users have found flights departing from Simpson Bay to Boston in the afternoon for as low as $262. 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

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

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

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

As of May 2026, prices for Simpson Bay to Boston flights are approximately 15% 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

Best Price Found

$394

Fastest flight time

4h 23m

Direct flights

Sun

Airports in Boston

1 airport
The best one-way flight to Boston from Simpson Bay in the past 72 hours is $394. The best round-trip flight deal from Simpson Bay to Boston found on momondo in the last 72 hours is $385.
The fastest flight from Simpson Bay to Boston takes 4h 23m
Direct flights go from Simpson Bay to Boston on 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
2,969 reviews
Search JetBlue flights
American AirlinesPriceFrom $423Free CancellationRating
7.1
11,684 reviews
Search American Airlines 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
York Beach
Kennebunkport
Plymouth
Cambridge
South Yarmouth
Gloucester
Narragansett
Brockton
Falmouth
Chatham
Warwick
Sturbridge
Laconia
Dennis Port
Nashua

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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