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Cheap flights from Boston to Simpson Bay from $105

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 6/2. 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.
Spirit Airlines Logo
6:10 am - 2:00 pmBOS-SXM
7h 50m1 stop
Spirit Airlines Logo
3:05 pm - 11:29 pmSXM-BOS
8h 24m1 stop
$291Spirit Airlines
Find Deal
Sat, May 31 - Sat, Jun 7
Delta Logo
5:40 am - 1:54 pmBOS-SXM
8h 14m1 stop
Delta Logo
3:19 pm - 12:33 amSXM-BOS
9h 14m1 stop
$335Delta
Find Deal
Tue, May 13 - Tue, May 20
United Airlines Logo
5:30 am - 12:29 pmBOS-SXM
6h 59m1 stop
United Airlines Logo
3:55 pm - 12:48 pmSXM-BOS
20h 53m2 stops
$340United Airlines
Find Deal
Wed, Apr 30 - Wed, May 7
United Airlines Logo
7:00 am - 2:43 pmBOS-SXM
7h 43m1 stop
United Airlines Logo
3:55 pm - 11:59 pmSXM-BOS
8h 04m1 stop
$395United Airlines
Find Deal
Wed, Apr 30 - Wed, May 21
American Airlines Logo
4:49 pm - 3:10 pmBOS-SXM
22h 21m1 stop
American Airlines Logo
2:40 pm - 1:22 pmSXM-BOS
22h 42m1 stop
$422American Airlines
Find Deal
Wed, Aug 6 - Thu, Aug 14
American Airlines Logo
5:15 am - 1:14 pmBOS-SXM
7h 59m1 stop
American Airlines Logo
2:24 pm - 10:48 pmSXM-BOS
8h 24m1 stop
$423American Airlines
Find Deal
Sun, May 4 - Thu, May 8
Frontier Logo
10:51 am - 11:23 amBOS-SXM
24h 32m1 stop
Frontier Logo
6:26 pm - 8:06 amSXM-BOS
13h 40m2 stops
$435Frontier
Find Deal
Fri, Jun 6 - Sat, Jun 14
JetBlue Logo
11:45 am - 3:55 pmBOS-SXM
4h 10mnonstop
JetBlue Logo
12:40 pm - 9:37 pmSXM-BOS
8h 57m1 stop
$452JetBlue
Find Deal
Sat, May 10 - Thu, May 15
JetBlue Logo
5:15 am - 2:06 pmBOS-SXM
8h 51m1 stop
JetBlue Logo
1:25 pm - 5:54 pmSXM-BOS
4h 29mnonstop
$483JetBlue
Find Deal
Sat, Sep 13 - Sat, Sep 20
Frontier Logo
9:40 am - 11:26 amBOS-SXM
25h 46m1 stop
Frontier Logo
12:36 pm - 9:14 amSXM-BOS
44h 38m2 stops
$537Frontier
Find Deal
Fri, Jun 20 - Sat, Jun 28

JetBlue flights from Boston to Simpson Bay

Our best JetBlue deals on Boston to Simpson Bay flight tickets
JetBlue
May 10
BOS11:45 amBoston Logan Intl
4h 10m
SXM3:55 pmSimpson Bay Princess Juliana
May 15
SXM12:40 pmSimpson Bay Princess Juliana
8h 57m
1 stop
BOS9:37 pmBoston Logan Intl
JetBlue
Sep 13
BOS5:15 amBoston Logan Intl
8h 51m
1 stop
SXM2:06 pmSimpson Bay Princess Juliana
Sep 20
SXM1:25 pmSimpson Bay Princess Juliana
4h 29m
BOS5:54 pmBoston Logan Intl
JetBlue
Jun 6
BOS5:12 amBoston Logan Intl
6h 13m
1 stop
SXM11:25 amSimpson Bay Princess Juliana
Jun 14
SXM12:15 pmSimpson Bay Princess Juliana
12h 12m
1 stop
BOS12:27 amBoston Logan Intl

Delta flights from Boston to Simpson Bay

Our best Delta deals on Boston to Simpson Bay flight tickets
Delta
May 13
BOS5:40 amBoston Logan Intl
8h 14m
1 stop
SXM1:54 pmSimpson Bay Princess Juliana
May 20
SXM3:19 pmSimpson Bay Princess Juliana
9h 14m
1 stop
BOS12:33 amBoston Logan Intl
Delta
Aug 6
BOS6:00 amBoston Logan Intl
7h 48m
1 stop
SXM1:48 pmSimpson Bay Princess Juliana
Aug 13
SXM3:10 pmSimpson Bay Princess Juliana
9h 56m
1 stop
BOS1:06 amBoston Logan Intl
Delta
May 5
BOS5:40 amBoston Logan Intl
8h 25m
1 stop
SXM2:05 pmSimpson Bay Princess Juliana
May 9
SXM3:19 pmSimpson Bay Princess Juliana
9h 58m
1 stop
BOS1:17 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 $470. 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 $505.

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 $685.

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 $638 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 $550 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 April 2025, prices for Boston to Simpson Bay flights are approximately 20% 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

$105

Fastest flight time

4h 04m

Direct flights

Wed and Sun

Airports in Simpson Bay

1 airport
The best one-way flight to Simpson Bay from Boston in the past 72 hours is $105. The best round-trip flight deal from Boston to Simpson Bay found on momondo in the last 72 hours is $291.
The fastest flight from Boston to Simpson Bay takes 4h 04m
Direct flights go from Boston to Simpson Bay on Wednesday 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
3,281 reviews
Search Frontier flights
United AirlinesPriceFrom $315Free CancellationRating
7.4
8,667 reviews
Search United Airlines flights
DeltaPriceFrom $335Free CancellationRating
8.0
7,916 reviews
Search Delta flights
Spirit AirlinesPriceFrom $348Free CancellationRating
6.3
7,926 reviews
Search Spirit Airlines flights
JetBluePriceFrom $358Free CancellationRating
7.3
2,926 reviews
Search JetBlue flights
American AirlinesPriceFrom $389Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • JetBlue Flights From Boston to Simpson Bay

    The lowest priced JetBlue flight from Boston to Simpson Bay from the last 72 hours was $358. Generally, JetBlue has 2 flights on this route every week with an average price of $683. JetBlue is rated 7.3/10 by our users.


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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