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, WestJet, and Copa Airlines 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 10h 26m 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$ 174 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

7:29 p.m. - 2:57 p.m.YOW-SXM

19h 28m2 stops

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

7h 54m1 stop

C$ 393United Airlines

Find Deal

Sat, 25 Oct - Sat, 1 Nov

7:29 p.m. - 2:57 p.m.YOW-SXM

19h 28m2 stops

4:00 p.m. - 6:12 p.m.SXM-YOW

26h 12m2 stops

C$ 399United Airlines

Find Deal

Sat, 25 Oct - Sat, 1 Nov

5:19 p.m. - 1:59 p.m.YYZ-SXM

19h 40m2 stops

5:20 p.m. - 11:05 a.m.SXM-YYZ

18h 45m2 stops

C$ 509American Airlines

Find Deal

Sat, 3 Jan - Fri, 16 Jan

5:55 p.m. - 2:21 p.m.YVR-SXM

17h 26m2 stops

4:20 p.m. - 7:45 p.m.SXM-YVR

31h 25m2 stops

C$ 511WestJet

Find Deal

Mon, 27 Oct - Tue, 11 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$ 514WestJet

Find Deal

Sun, 30 Nov - Thu, 4 Dec

6:00 a.m. - 4:22 p.m.YYZ-SXM

9h 22m1 stop

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

21h 09m1 stop

C$ 519American Airlines

Find Deal

Tue, 2 Dec - Fri, 5 Dec

6:30 a.m. - 12:15 p.m.YYZ-SXM

4h 45mdirect

1:05 p.m. - 8:52 p.m.SXM-YYZ

8h 47m1 stop

C$ 530Air Transat

Find Deal

Sat, 6 Dec - Thu, 11 Dec

6:30 a.m. - 12:15 p.m.YYZ-SXM

4h 45mdirect

1:05 p.m. - 8:17 a.m.SXM-YYZ

20h 12m1 stop

C$ 537Air Transat

Find Deal

Sat, 8 Nov - Thu, 13 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$ 561Air Canada

Find Deal

Sat, 6 Dec - Sat, 13 Dec

6:45 p.m. - 2:40 p.m.YTZ-SXM

18h 55m2 stops

3:40 p.m. - 11:42 a.m.SXM-YTZ

21h 02m2 stops

C$ 562Air Canada

Find Deal

Mon, 19 Jan - Tue, 27 Jan

American Airlines flights from Canada to Simpson Bay

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

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$ 509

Find similar

American Airlines

2 Dec

YYZ6:00 a.m.Toronto Pearson Intl

9h 22m

1 stop

SXM4:22 p.m.Simpson Bay Princess Juliana

5 Dec

SXM2:51 p.m.Simpson Bay Princess Juliana

21h 09m

1 stop

YYZ11:00 a.m.Toronto Pearson Intl

C$ 519

Find similar

American Airlines

2 Dec

YYZ6:00 a.m.Toronto Pearson Intl

9h 22m

1 stop

SXM4:22 p.m.Simpson Bay Princess Juliana

4 Dec

SXM5:25 p.m.Simpson Bay Princess Juliana

17h 52m

2 stops

YYZ10:17 a.m.Toronto Pearson Intl

C$ 525

Find similar

Air Transat flights from Canada to Simpson Bay

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

Air Transat

6 Dec

YYZ6:30 a.m.Toronto Pearson Intl

4h 45m

SXM12:15 p.m.Simpson Bay Princess Juliana

11 Dec

SXM1:05 p.m.Simpson Bay Princess Juliana

8h 47m

1 stop

YYZ8:52 p.m.Toronto Pearson Intl

C$ 530

Find similar

Air Transat

8 Nov

YYZ6:30 a.m.Toronto Pearson Intl

4h 45m

SXM12:15 p.m.Simpson Bay Princess Juliana

13 Nov

SXM1:05 p.m.Simpson Bay Princess Juliana

20h 12m

1 stop

YYZ8:17 a.m.Toronto Pearson Intl

C$ 537

Find similar

Air Transat

21 Jan

YTZ2:00 p.m.Toronto Island

20h 55m

1 stop

SXM11:55 a.m.Simpson Bay Princess Juliana

29 Jan

SXM1:05 p.m.Simpson Bay Princess Juliana

27h 00m

1 stop

YTZ3:05 p.m.Toronto Island

C$ 555

Find similar

Fly from

Fly to

Route

Depart

Return

Price

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Sat 25/10

7:29 p.m.-2:57 p.m.

2 stops19h 28m

Simpson Bay Princess Juliana

Sat 1/11

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

1 stop7h 54m

C$ 393

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Sat 25/10

7:29 p.m.-2:57 p.m.

2 stops19h 28m

Simpson Bay Princess Juliana

Sat 1/11

4:00 p.m.-6:12 p.m.

2 stops26h 12m

C$ 399

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 3/1

5:19 p.m.-1:59 p.m.

2 stops19h 40m

Simpson Bay Princess Juliana

Fri 16/1

5:20 p.m.-11:05 a.m.

2 stops18h 45m

C$ 509

VancouverSimpson Bay

YVR - SXM

YVRSXM

Vancouver Intl

Mon 27/10

5:55 p.m.-2:21 p.m.

2 stops17h 26m

Simpson Bay Princess Juliana

Tue 11/11

4:20 p.m.-7:45 p.m.

2 stops31h 25m

C$ 511

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 30/11

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Thu 4/12

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

Nonstop5h 23m

C$ 514

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 2/12

6:00 a.m.-4:22 p.m.

1 stop9h 22m

Simpson Bay Princess Juliana

Fri 5/12

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

1 stop21h 09m

C$ 519

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 6/12

6:30 a.m.-12:15 p.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Thu 11/12

1:05 p.m.-8:52 p.m.

1 stop8h 47m

C$ 530

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 8/11

6:30 a.m.-12:15 p.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Thu 13/11

1:05 p.m.-8:17 a.m.

1 stop20h 12m

C$ 537

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$ 561

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Mon 19/1

6:45 p.m.-2:40 p.m.

2 stops18h 55m

Simpson Bay Princess Juliana

Tue 27/1

3:40 p.m.-11:42 a.m.

2 stops21h 02m

C$ 562

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$ 526. 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$ 548.

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$ 637. 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$ 742.

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$ 680 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$ 721.

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$ 681 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$ 617 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$ 269
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$ 269. The best round-trip flight deal from Canada to Simpson Bay found on momondo in the last 72 hours is C$ 574.

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$ 232	Free Cancellation	Rating 7.4 8,931 reviews	Search United Airlines flights
Delta	PriceFrom C$ 341	Free Cancellation	Rating 7.9 7,956 reviews	Search Delta flights
American Airlines	PriceFrom C$ 401	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
WestJet	PriceFrom C$ 416	Free Cancellation	Rating 7.2 3,091 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 478	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights
Air Transat	PriceFrom C$ 493	Free Cancellation	Rating 7.7 438 reviews	Search Air Transat flights
WestJet Encore	PriceFrom C$ 610	Free Cancellation	Rating 8.6 6 reviews	Search WestJet Encore flights
Sunwing Airlines	PriceFrom C$ 612	Free Cancellation	Rating 6.7 36 reviews	Search Sunwing Airlines flights
Caribbean Airlines	PriceFrom C$ 813	Free Cancellation	Rating 8.1 177 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$ 174

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 2/11. 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

Price Alerts

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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

American Airlines flights from Canada to Simpson Bay

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

Air Transat flights from Canada to Simpson Bay

Our best Air Transat 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, WestJet, and Copa Airlines 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 10h 26m 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