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.

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

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

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 04m 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 September 2025.

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$ 175 Cheap Flights from Canada to Simpson Bay in 2025/26

1 adult

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Find the cheapest flights from Canada to Simpson Bay

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Canada to Simpson Bay

7:30 p.m. - 12:50 p.m.YOW-SXM

17h 20m2 stops

2:52 p.m. - 9:56 p.m.SXM-YOW

8h 04m1 stop

C$ 358United Airlines

Find Deal

Thu, 30 Oct - Wed, 5 Nov

7:29 p.m. - 12:18 p.m.YOW-SXM

16h 49m2 stops

4:00 p.m. - 11:54 p.m.SXM-YOW

7h 54m1 stop

C$ 391United Airlines

Find Deal

Sat, 25 Oct - Sat, 1 Nov

12:55 p.m. - 4:10 p.m.YYZ-SXM

26h 15m1 stop

5:20 p.m. - 11:44 a.m.SXM-YYZ

19h 24m2 stops

C$ 501American Airlines

Find Deal

Tue, 13 Jan - Tue, 27 Jan

11:51 a.m. - 2:00 p.m.YYZ-SXM

25h 09m1 stop

5:24 p.m. - 11:14 a.m.SXM-YYZ

18h 50m2 stops

C$ 502American Airlines

Find Deal

Sat, 15 Nov - Mon, 17 Nov

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$ 510WestJet

Find Deal

Sun, 23 Nov - Sun, 7 Dec

6:30 a.m. - 11:15 a.m.YYZ-SXM

4h 45mdirect

1:25 p.m. - 5:50 p.m.SXM-YYZ

5h 25mdirect

C$ 516Air Transat

Find Deal

Sat, 1 Nov - Sat, 8 Nov

9:10 p.m. - 1:18 p.m.YYZ-SXM

15h 08m1 stop

3:40 p.m. - 7:39 a.m.SXM-YYZ

16h 59m1 stop

C$ 519Air Canada

Find Deal

Sat, 6 Dec - Sat, 13 Dec

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$ 521WestJet

Find Deal

Fri, 5 Dec - Sun, 7 Dec

6:30 a.m. - 11:15 a.m.YYZ-SXM

4h 45mdirect

1:25 p.m. - 5:50 p.m.SXM-YYZ

5h 25mdirect

C$ 523Air Transat

Find Deal

Sat, 1 Nov - Sat, 8 Nov

10:15 a.m. - 4:00 p.m.YYZ-SXM

4h 45mdirect

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

5h 15mdirect

C$ 532Air Canada

Find Deal

Tue, 13 Jan - Tue, 27 Jan

United Airlines flights from Canada to Simpson Bay

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

United Airlines

30 Oct

YOW7:30 p.m.Ottawa

17h 20m

2 stops

SXM12:50 p.m.Simpson Bay Princess Juliana

5 Nov

SXM2:52 p.m.Simpson Bay Princess Juliana

8h 04m

1 stop

YOW9:56 p.m.Ottawa

C$ 358

Find similar

United Airlines

25 Oct

YOW7:29 p.m.Ottawa

16h 49m

2 stops

SXM12:18 p.m.Simpson Bay Princess Juliana

1 Nov

SXM4:00 p.m.Simpson Bay Princess Juliana

7h 54m

1 stop

YOW11:54 p.m.Ottawa

C$ 391

Find similar

United Airlines

25 Oct

YOW7:29 p.m.Ottawa

19h 28m

2 stops

SXM2:57 p.m.Simpson Bay Princess Juliana

1 Nov

SXM4:00 p.m.Simpson Bay Princess Juliana

26h 12m

2 stops

YOW6:12 p.m.Ottawa

C$ 396

Find similar

American Airlines flights from Canada to Simpson Bay

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

American Airlines

13 Jan

YYZ12:55 p.m.Toronto Pearson Intl

26h 15m

1 stop

SXM4:10 p.m.Simpson Bay Princess Juliana

27 Jan

SXM5:20 p.m.Simpson Bay Princess Juliana

19h 24m

2 stops

YYZ11:44 a.m.Toronto Pearson Intl

C$ 501

Find similar

American Airlines

15 Nov

YYZ11:51 a.m.Toronto Pearson Intl

25h 09m

1 stop

SXM2:00 p.m.Simpson Bay Princess Juliana

17 Nov

SXM5:24 p.m.Simpson Bay Princess Juliana

18h 50m

2 stops

YYZ11:14 a.m.Toronto Pearson Intl

C$ 502

Find similar

American Airlines

3 Jan

YYZ5:19 p.m.Toronto Pearson Intl

19h 40m

2 stops

SXM1:59 p.m.Simpson Bay Princess Juliana

16 Jan

SXM5:20 p.m.Simpson Bay Princess Juliana

18h 45m

2 stops

YYZ11:05 a.m.Toronto Pearson Intl

C$ 506

Find similar

Fly from

Fly to

Route

Depart

Return

Price

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Thu 30/10

7:30 p.m.-12:50 p.m.

2 stops17h 20m

Simpson Bay Princess Juliana

Wed 5/11

2:52 p.m.-9:56 p.m.

1 stop8h 04m

C$ 358

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Sat 25/10

7:29 p.m.-12:18 p.m.

2 stops16h 49m

Simpson Bay Princess Juliana

Sat 1/11

4:00 p.m.-11:54 p.m.

1 stop7h 54m

C$ 391

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 13/1

12:55 p.m.-4:10 p.m.

1 stop26h 15m

Simpson Bay Princess Juliana

Tue 27/1

5:20 p.m.-11:44 a.m.

2 stops19h 24m

C$ 501

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 15/11

11:51 a.m.-2:00 p.m.

1 stop25h 09m

Simpson Bay Princess Juliana

Mon 17/11

5:24 p.m.-11:14 a.m.

2 stops18h 50m

C$ 502

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 23/11

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Sun 7/12

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

Nonstop5h 23m

C$ 510

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 1/11

6:30 a.m.-11:15 a.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Sat 8/11

1:25 p.m.-5:50 p.m.

Nonstop5h 25m

C$ 516

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 6/12

9:10 p.m.-1:18 p.m.

1 stop15h 08m

Simpson Bay Princess Juliana

Sat 13/12

3:40 p.m.-7:39 a.m.

1 stop16h 59m

C$ 519

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 5/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Sun 7/12

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

Nonstop5h 23m

C$ 521

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 1/11

6:30 a.m.-11:15 a.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Sat 8/11

1:25 p.m.-5:50 p.m.

Nonstop5h 25m

C$ 523

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 13/1

10:15 a.m.-4:00 p.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Tue 27/1

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

Nonstop5h 15m

C$ 532

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

Other information

What is the cheapest month to fly to Simpson Bay?

In general, September 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$ 523. If you don’t want to visit Simpson Bay in September, then you should wait until October to fly from Canada, when ticket prices are also cheap, with an average price of C$ 545.

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 Tuesday when prices can be found for as low as C$ 636. 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$ 735.

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

Flying to Simpson Bay from Canada in the morning is the least expensive time of day to depart. momondo users have found prices as low as C$ 676 when looking at flights departing in the morning. In contrast, the most expensive time of day to depart to Simpson Bay is in the evening when prices are around C$ 716.

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

Fly from Toronto Pearson 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$ 677 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$ 614 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 22% 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$ 268
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$ 268. The best round-trip flight deal from Canada to Simpson Bay found on momondo in the last 72 hours is C$ 570.

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 near Simpson Bay: 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 September 2025.
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 Boeing 737 MAX 8, making up 45.53% of the total bookings. Other popular models include Airbus A321neo with 39.48%, Boeing 737-800 (Scimitar Winglets) with 12.79%, and Boeing 737-700 Passenger/BBJ1 (winglets) with 0.94%.

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$ 231	Free Cancellation	Rating 7.4 8,924 reviews	Search United Airlines flights
Delta	PriceFrom C$ 338	Free Cancellation	Rating 7.9 7,957 reviews	Search Delta flights
American Airlines	PriceFrom C$ 415	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
WestJet	PriceFrom C$ 417	Free Cancellation	Rating 7.2 3,093 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 474	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights
Air Transat	PriceFrom C$ 489	Free Cancellation	Rating 7.7 439 reviews	Search Air Transat flights
WestJet Encore	PriceFrom C$ 607	Free Cancellation	Rating 8.6 6 reviews	Search WestJet Encore flights
Sunwing Airlines	PriceFrom C$ 608	Free Cancellation	Rating 6.7 36 reviews	Search Sunwing Airlines flights
Caribbean Airlines	PriceFrom C$ 808	Free Cancellation	Rating 8.1 178 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.

An easier way to manage your Simpson Bay trip

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Cheap flights from Canada to Simpson Bay from C$ 175

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 28/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

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Price Alerts

Find the cheapest flights from Canada to Simpson Bay

Recent round-trip flight deals from Canada to Simpson Bay

Recent one-way flight deals from Canada to Simpson Bay

Recent last minute flight deals from Canada to Simpson Bay

Recent direct flight deals from Canada to Simpson Bay

United Airlines flights from Canada to Simpson Bay

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

American Airlines flights from Canada to Simpson Bay

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

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Use the filters below to find and compare flights from Canada to Simpson Bay that are best for you.

See travel insights to Simpson Bay from

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

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 time of day to depart on your flight to Simpson Bay?

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

Fly from Toronto Pearson 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 22% 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?

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

Which airlines fly to Simpson Bay?

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 04m 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