Which airlines fly to Simpson Bay?

WestJet, Air Transat and Air Canada are the top three most popular airlines that fly to Simpson Bay from Canada according to our data. WestJet is the first choice among our users, with 57% of people opting to fly with this airline when travelling to Simpson Bay. Keep in mind that there are 9 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

How many flights depart from Canada to Simpson Bay on average per day?

As of January 2026, there are 3 flights per day flying from Canada to Simpson Bay. The most common time of day flights depart is 6:00a.m., with 100% of flights taking off at noon.

How often are flights from Canada to Simpson Bay delayed?

Historically, on average around 18% of flights between Canada and Simpson Bay have experienced a delay on any given week. The average delay length over the past 12 months has been 123 minutes.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

How many flights depart from Canada to Simpson Bay on average per week?

As of January 2026, 21 flights take off from Canada and land in Simpson Bay each week. The most common flight departure day for this route is Tue, with 24% of weekly flights taking off on this day.

What is the cheapest airline that flies from Canada to Simpson Bay Princess Juliana?

WestJet, United Airlines, and Air Canada are the most popular carriers operating from Canada to Simpson Bay Princess Juliana

What is the most punctual flight time for Canada to Simpson Bay flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the morning have, in the past, seen delays more frequently in comparison.

Which airline has the best punctuality record on Canada to Simpson Bay flights?

According to our data, Air Transat has had the least delays on this route over the last 12 months, with about 12% of their flights experiencing any sort of delay.

How long does it take to fly to Simpson Bay?

The average flight duration from Canada to Simpson Bay depends on which airport you fly into and out of. Flying from Montreal to Simpson Bay is 4h 35m on average, while flying from Toronto to Simpson Bay is 9h on average. Simpson Bay is the most popular airport in Simpson Bay.

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

Prices for flights from Canada to Simpson Bay Princess Juliana Airport are updated daily.

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

The number of operators available for flights from Canada to Simpson Bay Princess Juliana Airport is 9 as of January 2026.

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

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 Canada to Simpson Bay Princess Juliana Airport.

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

The travel and health documents you'll need for your trip to Simpson Bay Princess Juliana Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 195 Cheap Flights from Canada to Simpson Bay in 2026

1 adult

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Find the cheapest flights from Canada to Simpson Bay

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Recent round-trip flight deals from Canada to Simpson Bay

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7:30 p.m. - 3:57 p.m.

YOW

SXM

19h 27m2 stops

3:55 p.m. - 10:26 a.m.

SXM

YOW

18h 31m2 stops

C$ 419United Airlines

ven., 27 févr. - mar., 10 mars

7:27 p.m. - 1:50 p.m.

YOW

SXM

17h 23m2 stops

4:55 p.m. - 1:32 p.m.

SXM

YOW

21h 37m2 stops

C$ 420United Airlines

dim., 1 févr. - dim., 8 févr.

6:40 p.m. - 12:50 p.m.

YYZ

SXM

18h 10m2 stops

3:50 p.m. - 2:19 p.m.

SXM

YYZ

22h 29m1 stop

C$ 426United Airlines

mar., 24 mars - mar., 31 mars

9:30 a.m. - 3:21 p.m.

YYZ

SXM

4h 51mdirect

4:20 p.m. - 8:43 p.m.

SXM

YYZ

5h 23mdirect

C$ 441WestJet

dim., 18 janv. - lun., 26 janv.

7:10 p.m. - 12:29 p.m.

YYZ

SXM

16h 19m2 stops

4:28 p.m. - 10:56 a.m.

SXM

YYZ

18h 28m2 stops

C$ 453American Airlines

dim., 1 mars - mar., 10 mars

9:30 a.m. - 3:21 p.m.

YYZ

SXM

4h 51mdirect

4:20 p.m. - 8:43 p.m.

SXM

YYZ

5h 23mdirect

C$ 459WestJet

ven., 23 janv. - lun., 26 janv.

12:30 a.m. - 2:40 p.m.

YYZ

SXM

13h 10m1 stop

5:00 p.m. - 9:15 p.m.

SXM

YYZ

5h 15mdirect

C$ 460Air Canada

sam., 17 janv. - lun., 26 janv.

8:30 p.m. - 2:40 p.m.

YTZ

SXM

17h 10m1 stop

3:40 p.m. - 11:55 a.m.

SXM

YTZ

21h 15m1 stop

C$ 474Air Canada

lun., 19 janv. - dim., 25 janv.

4:30 p.m. - 11:55 a.m.

YTZ

SXM

18h 25m1 stop

1:05 p.m. - 3:05 p.m.

SXM

YTZ

27h 00m1 stop

C$ 540Air Transat

mar., 27 janv. - mer., 4 févr.

1:37 p.m. - 12:29 p.m.

YVR

SXM

18h 52m2 stops

5:28 p.m. - 11:29 a.m.

SXM

YVR

22h 01m2 stops

C$ 655American Airlines

mar., 17 févr. - mer., 4 mars

American Airlines flights from Canada to Simpson Bay

Our best American Airlines deals on Canada to Simpson Bay flight tickets

American Airlines

1 Mar

YYZ7:10 p.m.Toronto Pearson Intl

16h 19m

2 stops

SXM12:29 p.m.Simpson Bay Princess Juliana

10 Mar

SXM4:28 p.m.Simpson Bay Princess Juliana

18h 28m

2 stops

YYZ10:56 a.m.Toronto Pearson Intl

C$ 453

American Airlines

16 Mar

YYZ7:10 p.m.Toronto Pearson Intl

18h 06m

1 stop

SXM1:16 p.m.Simpson Bay Princess Juliana

24 Mar

SXM4:28 p.m.Simpson Bay Princess Juliana

18h 28m

2 stops

YYZ10:56 a.m.Toronto Pearson Intl

C$ 464

American Airlines

8 Mar

YYZ7:10 p.m.Toronto Pearson Intl

16h 19m

2 stops

SXM11:29 a.m.Simpson Bay Princess Juliana

16 Mar

SXM2:21 p.m.Simpson Bay Princess Juliana

20h 35m

2 stops

YYZ10:56 a.m.Toronto Pearson Intl

C$ 489

Air Canada flights from Canada to Simpson Bay

Our best Air Canada deals on Canada to Simpson Bay flight tickets

Air Canada

12 Jan

YYZ11:10 p.m.Toronto Pearson Intl

14h 30m

1 stop

SXM2:40 p.m.Simpson Bay Princess Juliana

19 Jan

SXM5:00 p.m.Simpson Bay Princess Juliana

5h 15m

YYZ9:15 p.m.Toronto Pearson Intl

C$ 455

Air Canada

12 Jan

YYZ6:10 p.m.Toronto Pearson Intl

19h 30m

2 stops

SXM2:40 p.m.Simpson Bay Princess Juliana

19 Jan

SXM5:00 p.m.Simpson Bay Princess Juliana

5h 15m

YYZ9:15 p.m.Toronto Pearson Intl

C$ 456

Air Canada

12 Jan

YYZ4:10 p.m.Toronto Pearson Intl

21h 30m

2 stops

SXM2:40 p.m.Simpson Bay Princess Juliana

19 Jan

SXM5:00 p.m.Simpson Bay Princess Juliana

5h 15m

YYZ9:15 p.m.Toronto Pearson Intl

C$ 458

Fly from

Fly to

Route

Depart

Return

Price

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

ven. 27/2

7:30 p.m.-3:57 p.m.

2 stops19h 27m

Simpson Bay Princess Juliana

mar. 10/3

3:55 p.m.-10:26 a.m.

2 stops18h 31m

C$ 419

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

dim. 1/2

7:27 p.m.-1:50 p.m.

2 stops17h 23m

Simpson Bay Princess Juliana

dim. 8/2

4:55 p.m.-1:32 p.m.

2 stops21h 37m

C$ 420

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

mar. 24/3

6:40 p.m.-12:50 p.m.

2 stops18h 10m

Simpson Bay Princess Juliana

mar. 31/3

3:50 p.m.-2:19 p.m.

1 stop22h 29m

C$ 426

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

dim. 18/1

9:30 a.m.-3:21 p.m.

Nonstop4h 51m

Simpson Bay Princess Juliana

lun. 26/1

4:20 p.m.-8:43 p.m.

Nonstop5h 23m

C$ 441

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

dim. 1/3

7:10 p.m.-12:29 p.m.

2 stops16h 19m

Simpson Bay Princess Juliana

mar. 10/3

4:28 p.m.-10:56 a.m.

2 stops18h 28m

C$ 453

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

ven. 23/1

9:30 a.m.-3:21 p.m.

Nonstop4h 51m

Simpson Bay Princess Juliana

lun. 26/1

4:20 p.m.-8:43 p.m.

Nonstop5h 23m

C$ 459

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

sam. 17/1

12:30 a.m.-2:40 p.m.

1 stop13h 10m

Simpson Bay Princess Juliana

lun. 26/1

5:00 p.m.-9:15 p.m.

Nonstop5h 15m

C$ 460

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

lun. 19/1

8:30 p.m.-2:40 p.m.

1 stop17h 10m

Simpson Bay Princess Juliana

dim. 25/1

3:40 p.m.-11:55 a.m.

1 stop21h 15m

C$ 474

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

mar. 27/1

4:30 p.m.-11:55 a.m.

1 stop18h 25m

Simpson Bay Princess Juliana

mer. 4/2

1:05 p.m.-3:05 p.m.

1 stop27h 00m

C$ 540

VancouverSimpson Bay

YVR - SXM

YVRSXM

Vancouver Intl

mar. 17/2

1:37 p.m.-12:29 p.m.

2 stops18h 52m

Simpson Bay Princess Juliana

mer. 4/3

5:28 p.m.-11:29 a.m.

2 stops22h 01m

C$ 655

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Canada 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

Prices

Airlines

Delays

Other information

What is the cheapest month to fly to Simpson Bay?

In general, June is the cheapest month to fly from Canada to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 574. If you don’t want to visit Simpson Bay in June, then you should wait until October to fly from Canada, when ticket prices are also cheap, with an average price of C$ 578.

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

The cheapest day to depart on your flight to Simpson Bay is on a Wednesday when prices can be found for as low as C$ 589. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Canada because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 741.

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

Fly from Montreal Pierre Elliott Trudeau Intl to Simpson Bay Princess Juliana for the best Canada - 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 Canada when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around C$ 666 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Canada for as low as C$ 552 on momondo.

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

There are 3 cabin classes available to choose from on Canada 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.

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

You could potentially save up to 23% on your flight if you consider stops on a Canada to Simpson Bay flight.

Cheap Canada to Simpson Bay flight deals and tips

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

Best price found	C$ 404
Fastest flight time	4h 35m
Direct flights	Every day
Airports in Simpson Bay	1 airport

The best one-way flight to Simpson Bay from Canada in the past 72 hours is C$ 404. The best round-trip flight deal from Canada to Simpson Bay found on momondo in the last 72 hours is C$ 507.

The fastest flight from Canada to Simpson Bay takes 4h 35m

Direct flights go from Canada to Simpson Bay every day.

There is 1 airport in Simpson Bay. From Canada there are direct flights to Simpson Bay Princess Juliana (SXM).

Search flight deals

When did momondo last update prices for flights from Canada to Simpson Bay Princess Juliana Airport?
Prices for flights from Canada to Simpson Bay Princess Juliana Airport are updated daily.
How many operators does momondo search for flights from Canada to Simpson Bay Princess Juliana Airport?
The number of operators available for flights from Canada to Simpson Bay Princess Juliana Airport is 9 as of January 2026.
How old do you have to be to fly from Canada to Simpson Bay Princess Juliana Airport?
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 Canada to Simpson Bay Princess Juliana Airport.
What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?
The travel and health documents you'll need for your trip to Simpson Bay Princess Juliana Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Canada to Simpson Bay?
Based on momondo bookings for flights between Canada and Simpson Bay, the leading plane model is Airbus A321neo, making up 54.45% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 28.67%, Boeing 737 MAX 8 with 11.25%, and Boeing 737-800 (Scimitar Winglets) with 3.12%.

Best airlines flying from Canada to Simpson Bay

Compare and see reviews for airlines that fly from Canada to Simpson Bay with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom C$ 269	Free Cancellation	Rating 7.4 9,139 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 411	Free Cancellation	Rating 7.2 3,235 reviews	Search WestJet flights
American Airlines	PriceFrom C$ 417	Free Cancellation	Rating 7.2 11,094 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 475	Free Cancellation	Rating 7.1 10,603 reviews	Search Air Canada flights
Air Transat	PriceFrom C$ 505	Free Cancellation	Rating 7.7 491 reviews	Search Air Transat flights
Sunwing Airlines	PriceFrom C$ 611	Free Cancellation	Rating 6.7 36 reviews	Search Sunwing Airlines flights
Delta	PriceFrom C$ 635	Free Cancellation	Rating 7.9 8,025 reviews	Search Delta flights
WestJet Encore	PriceFrom C$ 871	Free Cancellation	Rating 0.0	Search WestJet Encore flights
Caribbean Airlines	PriceFrom C$ 921	Free Cancellation	Rating 7.9 211 reviews	Search Caribbean Airlines flights

Philipsburg

Why use momondo?

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

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

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

Flights from Canada 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 Canada to Simpson Bay?

momondo helps you find the best flight between Canada 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 Canada to Simpson Bay right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Canada to Simpson Bay 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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Cheap flights from Canada to Simpson Bay from C$ 195

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Canada to Simpson Bay departing on 26/3. 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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Find the cheapest flights from Canada to Simpson Bay

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See travel insights to Simpson Bay from

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

What is the cheapest month to fly to Simpson Bay?

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

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

Fly from Montreal Pierre Elliott Trudeau Intl to Simpson Bay Princess Juliana for the best Canada - Simpson Bay Princess Juliana flight prices

How far in advance should I book a flight to Simpson Bay?

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

There are 3 cabin classes available to choose from on Canada 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.

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

You could potentially save up to 23% on your flight if you consider stops on a Canada to Simpson Bay flight.

What is the cheapest airline that flies from Canada to Simpson Bay Princess Juliana?

WestJet, United Airlines, and Air Canada are the most popular carriers operating from Canada to Simpson Bay Princess Juliana

Which airlines fly to Simpson Bay?

How often are flights from Canada to Simpson Bay delayed?

Historically, on average around 18% of flights between Canada and Simpson Bay have experienced a delay on any given week. The average delay length over the past 12 months has been 123 minutes.

What is the most punctual flight time for Canada to Simpson Bay flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the morning have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Canada to Simpson Bay flights?

According to our data, Air Transat has had the least delays on this route over the last 12 months, with about 12% of their flights experiencing any sort of delay.

How many flights depart from Canada to Simpson Bay on average per day?

As of January 2026, there are 3 flights per day flying from Canada to Simpson Bay. The most common time of day flights depart is 6:00a.m., with 100% of flights taking off at noon.

How many flights depart from Canada to Simpson Bay on average per week?

As of January 2026, 21 flights take off from Canada and land in Simpson Bay each week. The most common flight departure day for this route is Tue, with 24% of weekly flights taking off on this day.

How long does it take to fly to Simpson Bay?

The average flight duration from Canada to Simpson Bay depends on which airport you fly into and out of. Flying from Montreal to Simpson Bay is 4h 35m on average, while flying from Toronto to Simpson Bay is 9h on average. Simpson Bay is the most popular airport in Simpson Bay.

Cheap Canada to Simpson Bay flight deals and tips

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

Best price found

Fastest flight time

Direct flights

Airports in Simpson Bay

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

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

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

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

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

Best airlines flying from Canada to Simpson Bay

Compare and see reviews for airlines that fly from Canada to Simpson Bay with momondo

Travelling to a place near Simpson Bay?

Why use momondo?

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

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

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

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

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to St. Maarten

Fly your favourite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo