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Cheap flights from Boston to Simpson Bay from $125

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Simpson Bay departing on 5/4. 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 Boston to Simpson Bay

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Boston to Simpson Bay.
6:10 am - 2:00 pmBOS-SXM
7h 50m1 stop
3:05 pm - 11:29 pmSXM-BOS
8h 24m1 stop
$307Spirit Airlines
Find Deal
Mon, May 19 - Fri, May 23
3:49 pm - 2:00 pmBOS-SXM
22h 11m1 stop
3:05 pm - 2:44 pmSXM-BOS
23h 39m1 stop
$331Spirit Airlines
Find Deal
Thu, May 15 - Mon, May 19
5:40 am - 2:05 pmBOS-SXM
8h 25m1 stop
3:19 pm - 12:33 amSXM-BOS
9h 14m1 stop
$335Delta
Find Deal
Mon, May 5 - Wed, Jun 4
6:00 am - 12:29 pmBOS-SXM
6h 29m1 stop
3:55 pm - 9:56 amSXM-BOS
18h 01m2 stops
$347United Airlines
Find Deal
Tue, Apr 8 - Sun, Jun 15
5:15 am - 2:14 pmBOS-SXM
8h 59m1 stop
3:24 pm - 9:55 amSXM-BOS
18h 31m1 stop
$349American Airlines
Find Deal
Sun, May 4 - Thu, May 8
6:36 pm - 1:30 pmBOS-SXM
18h 54m2 stops
2:20 pm - 7:20 amSXM-BOS
17h 00m2 stops
$353American Airlines
Find Deal
Sat, Jun 7 - Wed, Jun 11
6:00 am - 12:29 pmBOS-SXM
6h 29m1 stop
3:55 pm - 10:21 amSXM-BOS
18h 26m1 stop
$367United Airlines
Find Deal
Tue, Apr 8 - Sun, Jun 15
6:00 am - 1:48 pmBOS-SXM
7h 48m1 stop
3:10 pm - 1:06 amSXM-BOS
9h 56m1 stop
$377Delta
Find Deal
Wed, Aug 27 - Sun, Aug 31
8:57 am - 1:08 pmBOS-SXM
4h 11mnonstop
1:35 pm - 6:23 pmSXM-BOS
4h 48mnonstop
$402JetBlue
Find Deal
Mon, Apr 7 - Sat, Apr 12
8:00 am - 12:04 pmBOS-SXM
4h 04mnonstop
1:25 pm - 5:54 pmSXM-BOS
4h 29mnonstop
$409JetBlue
Find Deal
Sat, Sep 13 - Sat, Sep 20

Spirit Airlines flights from Boston to Simpson Bay

Our best Spirit Airlines deals on Boston to Simpson Bay flight tickets
Spirit Airlines
May 19
BOS6:10 amBoston Logan Intl
7h 50m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
May 23
SXM3:05 pmSimpson Bay Princess Juliana
8h 24m
1 stop
BOS11:29 pmBoston Logan Intl
Spirit Airlines
May 15
BOS3:49 pmBoston Logan Intl
22h 11m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
May 19
SXM3:05 pmSimpson Bay Princess Juliana
23h 39m
1 stop
BOS2:44 pmBoston Logan Intl
Spirit Airlines
May 10
BOS6:10 amBoston Logan Intl
7h 50m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
May 17
SXM3:05 pmSimpson Bay Princess Juliana
8h 24m
1 stop
BOS11:29 pmBoston Logan Intl

Delta flights from Boston to Simpson Bay

Our best Delta deals on Boston to Simpson Bay flight tickets
Delta
May 5
BOS5:40 amBoston Logan Intl
8h 25m
1 stop
SXM2:05 pmSimpson Bay Princess Juliana
Jun 4
SXM3:19 pmSimpson Bay Princess Juliana
9h 14m
1 stop
BOS12:33 amBoston Logan Intl
Delta
Apr 5
BOS6:50 amBoston Logan Intl
8h 05m
1 stop
SXM2:55 pmSimpson Bay Princess Juliana
Apr 12
SXM4:20 pmSimpson Bay Princess Juliana
8h 53m
1 stop
BOS1:13 amBoston Logan Intl
Delta
Aug 27
BOS6:00 amBoston Logan Intl
7h 48m
1 stop
SXM1:48 pmSimpson Bay Princess Juliana
Aug 31
SXM3:10 pmSimpson Bay Princess Juliana
9h 56m
1 stop
BOS1:06 amBoston Logan Intl

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Boston 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, September is the cheapest month to fly from Boston to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $475. If you aren’t able to travel to Simpson Bay during the month of September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $523.

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 $445. Flights from Boston to Simpson Bay on a Friday will generally be more expensive and average around $905. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

According to our data, the cheapest time of day to fly to Simpson Bay is at noon. momondo users have found flights departing from Boston to Simpson Bay at noon for as low as $299. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the morning when prices are around $689.

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

Fly from Boston Logan Intl to Simpson Bay Princess Juliana for the best Boston Logan Intl - 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 Boston when booking 8 weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $644 when searching 8 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Boston for as low as $513 on momondo.

What cabin class options are available on Boston Logan Intl to Simpson Bay Princess Juliana flights?

There are 2 cabin classes available to choose from on Boston Logan Intl 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.

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

As of March 2025, prices for Boston to Simpson Bay flights are approximately 49% cheaper when compared to flights at the same time last year.

When to book flights from Boston to Simpson Bay

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

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

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

Best Price Found

$125

Fastest flight time

4h 04m

Direct flights

Tue, Fri and Sun

Airports in Simpson Bay

1 airport
The best one-way flight to Simpson Bay from Boston in the past 72 hours is $125. The best round-trip flight deal from Boston to Simpson Bay found on momondo in the last 72 hours is $307.
The fastest flight from Boston to Simpson Bay takes 4h 04m
Direct flights go from Boston to Simpson Bay on Tuesday, Friday and Sunday. The only airline offering direct flights is JetBlue.
There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)

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

    The straight-line distance from Boston Logan Intl to Simpson Bay Princess Juliana is 1743.0 mi. Typically, this will take 4h 04m by plane in normal conditions.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Boston Logan Intl Airport 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 Boston to Simpson Bay?

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


Best airlines flying from Boston to Simpson Bay

Compare and see reviews for airlines that fly from Boston to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $73Free CancellationRating
6.0
3,271 reviews
Search Frontier flights
United AirlinesPriceFrom $332Free CancellationRating
7.4
8,603 reviews
Search United Airlines flights
DeltaPriceFrom $336Free CancellationRating
8.0
7,895 reviews
Search Delta flights
Spirit AirlinesPriceFrom $355Free CancellationRating
6.3
7,881 reviews
Search Spirit Airlines flights
JetBluePriceFrom $360Free CancellationRating
7.3
2,923 reviews
Search JetBlue flights
American AirlinesPriceFrom $385Free CancellationRating
7.2
10,000 reviews
Search American Airlines 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 Boston to Simpson Bay?

Finding the right flight to Simpson Bay from Boston 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 Boston to Simpson Bay with flexible booking policies on momondo?

Flights from Boston 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 Boston to Simpson Bay?

momondo helps you find the best flight between Boston and Simpson Bay by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Boston to Simpson Bay flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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