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 58% 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 week?

As of October 2025, 1 flights take off from Canada and land in Simpson Bay each week. The most common flight departure day for this route is Thu, with 100% of weekly flights taking off on this day.

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

United Airlines, WestJet, and American 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 9h 05m 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 October 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$ 181 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

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Recent round-trip flight deals from Canada to Simpson Bay

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6:00 a.m. - 3:08 p.m.YYZ-SXM

8h 08m1 stop

2:16 p.m. - 10:16 a.m.SXM-YYZ

21h 00m1 stop

C$ 466American Airlines

Find Deal

Sat, 13 Dec - Wed, 24 Dec

2:45 p.m. - 12:50 p.m.YYZ-SXM

22h 05m2 stops

3:00 p.m. - 11:59 p.m.SXM-YYZ

9h 59m1 stop

C$ 468United Airlines

Find Deal

Tue, 28 Oct - Sun, 2 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$ 484WestJet

Find Deal

Mon, 8 Dec - Fri, 12 Dec

12:30 a.m. - 12:50 p.m.YYZ-SXM

12h 20m2 stops

4:00 p.m. - 9:15 p.m.SXM-YYZ

5h 15mdirect

C$ 496Air Canada

Find Deal

Mon, 27 Oct - Fri, 31 Oct

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$ 497WestJet

Find Deal

Fri, 28 Nov - Tue, 9 Dec

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$ 500Air Canada

Find Deal

Mon, 1 Dec - Fri, 5 Dec

11:10 p.m. - 11:55 a.m.YYZ-SXM

11h 45m1 stop

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

5h 25mdirect

C$ 515Air Transat

Find Deal

Tue, 3 Feb - Tue, 17 Feb

5:00 p.m. - 11:55 a.m.YYZ-SXM

17h 55m1 stop

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

5h 25mdirect

C$ 529Air Transat

Find Deal

Tue, 3 Feb - Tue, 17 Feb

12:40 p.m. - 12:18 p.m.YWG-SXM

22h 38m2 stops

1:50 p.m. - 7:09 p.m.SXM-YWG

30h 19m2 stops

C$ 1,734Delta

Find Deal

Sun, 12 Apr - Wed, 15 Apr

5:38 p.m. - 2:09 p.m.YWG-SXM

19h 31m2 stops

1:50 p.m. - 7:09 p.m.SXM-YWG

30h 19m2 stops

C$ 1,735Delta

Find Deal

Sun, 12 Apr - Wed, 15 Apr

Air Canada flights from Canada to Simpson Bay

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

Air Canada

27 Oct

YYZ12:30 a.m.Toronto Pearson Intl

12h 20m

2 stops

SXM12:50 p.m.Simpson Bay Princess Juliana

31 Oct

SXM4:00 p.m.Simpson Bay Princess Juliana

5h 15m

YYZ9:15 p.m.Toronto Pearson Intl

C$ 496

Find similar

Air Canada

1 Dec

YYZ10:15 a.m.Toronto Pearson Intl

4h 45m

SXM4:00 p.m.Simpson Bay Princess Juliana

5 Dec

SXM5:00 p.m.Simpson Bay Princess Juliana

5h 15m

YYZ9:15 p.m.Toronto Pearson Intl

C$ 500

Find similar

Air Canada

10 Nov

YQB5:10 p.m.Québec City

19h 40m

1 stop

SXM1:50 p.m.Simpson Bay Princess Juliana

20 Nov

SXM3:40 p.m.Simpson Bay Princess Juliana

19h 08m

1 stop

YQB9:48 a.m.Québec City

C$ 507

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 Dec

YYZ6:00 a.m.Toronto Pearson Intl

8h 08m

1 stop

SXM3:08 p.m.Simpson Bay Princess Juliana

24 Dec

SXM2:16 p.m.Simpson Bay Princess Juliana

21h 00m

1 stop

YYZ10:16 a.m.Toronto Pearson Intl

C$ 466

Find similar

American Airlines

4 Feb

YYZ4:05 p.m.Toronto Pearson Intl

19h 53m

2 stops

SXM12:58 p.m.Simpson Bay Princess Juliana

25 Feb

SXM5:20 p.m.Simpson Bay Princess Juliana

19h 25m

1 stop

YYZ11:45 a.m.Toronto Pearson Intl

C$ 470

Find similar

American Airlines

19 Jan

YYZ4:44 p.m.Toronto Pearson Intl

20h 01m

2 stops

SXM1:45 p.m.Simpson Bay Princess Juliana

25 Jan

SXM3:50 p.m.Simpson Bay Princess Juliana

8h 09m

1 stop

YYZ10:59 p.m.Toronto Pearson Intl

C$ 477

Find similar

Fly from

Fly to

Route

Depart

Return

Price

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 13/12

6:00 a.m.-3:08 p.m.

1 stop8h 08m

Simpson Bay Princess Juliana

Wed 24/12

2:16 p.m.-10:16 a.m.

1 stop21h 00m

C$ 466

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 28/10

2:45 p.m.-12:50 p.m.

2 stops22h 05m

Simpson Bay Princess Juliana

Sun 2/11

3:00 p.m.-11:59 p.m.

1 stop9h 59m

C$ 468

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 8/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Fri 12/12

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

Nonstop5h 23m

C$ 484

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 27/10

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

2 stops12h 20m

Simpson Bay Princess Juliana

Fri 31/10

4:00 p.m.-9:15 p.m.

Nonstop5h 15m

C$ 496

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 28/11

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 9/12

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

Nonstop5h 23m

C$ 497

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 1/12

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

Nonstop4h 45m

Simpson Bay Princess Juliana

Fri 5/12

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

Nonstop5h 15m

C$ 500

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 3/2

11:10 p.m.-11:55 a.m.

1 stop11h 45m

Simpson Bay Princess Juliana

Tue 17/2

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

Nonstop5h 25m

C$ 515

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 3/2

5:00 p.m.-11:55 a.m.

1 stop17h 55m

Simpson Bay Princess Juliana

Tue 17/2

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

Nonstop5h 25m

C$ 529

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sun 12/4

12:40 p.m.-12:18 p.m.

2 stops22h 38m

Simpson Bay Princess Juliana

Wed 15/4

1:50 p.m.-7:09 p.m.

2 stops30h 19m

C$ 1,734

WinnipegSimpson Bay

YWG - SXM

YWGSXM

Winnipeg

Sun 12/4

5:38 p.m.-2:09 p.m.

2 stops19h 31m

Simpson Bay Princess Juliana

Wed 15/4

1:50 p.m.-7:09 p.m.

2 stops30h 19m

C$ 1,735

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, October 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$ 580. If you don’t want to visit Simpson Bay in October, then you should wait until June to fly from Canada, when ticket prices are also cheap, with an average price of C$ 586.

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$ 642. 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 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$ 687 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$ 731.

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$ 694 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$ 626 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.

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$ 266
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$ 266. The best round-trip flight deal from Canada to Simpson Bay found on momondo in the last 72 hours is C$ 576.

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 October 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 Airbus A321neo, making up 47.84% of the total bookings. Other popular models include Boeing 737 MAX 8 with 45.85%, Boeing 737-800 (Scimitar Winglets) with 3.90%, and Boeing 737-700 Passenger/BBJ1 (winglets) with 0.58%.

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$ 215	Free Cancellation	Rating 7.4 8,980 reviews	Search United Airlines flights
Delta	PriceFrom C$ 346	Free Cancellation	Rating 7.9 7,980 reviews	Search Delta flights
American Airlines	PriceFrom C$ 424	Free Cancellation	Rating 7.2 11,041 reviews	Search American Airlines flights
WestJet	PriceFrom C$ 435	Free Cancellation	Rating 7.2 3,126 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 479	Free Cancellation	Rating 7.1 10,304 reviews	Search Air Canada flights
Air Transat	PriceFrom C$ 497	Free Cancellation	Rating 7.7 461 reviews	Search Air Transat flights
Sunwing Airlines	PriceFrom C$ 621	Free Cancellation	Rating 6.7 36 reviews	Search Sunwing Airlines flights
Caribbean Airlines	PriceFrom C$ 825	Free Cancellation	Rating 8.1 188 reviews	Search Caribbean Airlines flights
WestJet Encore	PriceFrom C$ 885	Free Cancellation	Rating 0.0	Search WestJet Encore flights

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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$ 181

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 1/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names, great deals

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Filter for what you want

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Find the cheapest flights from Canada to Simpson Bay

Recent round-trip flight deals from Canada to Simpson Bay

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American Airlines flights from Canada to Simpson Bay

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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.

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

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

Which airlines fly to Simpson Bay?

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

As of October 2025, 1 flights take off from Canada and land in Simpson Bay each week. The most common flight departure day for this route is Thu, with 100% 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 05m 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