Which airport is the most popular layover for flights between Toronto and Simpson Bay?

Miami (MIA) was the most common stop: 40% of momondo users choosing one-stop flights on this route connected there.

Which layover airport has the shortest connection time from Toronto to Simpson Bay?

Washington, D.C. (IAD) has the shortest average layover time for this route: 1h 11m.

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

As of November 2025, there are 4 flights per week flying from Toronto to Simpson Bay. The most common day of the week flights depart is Tue, with 25% of flights taking off on this day.

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

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

Which layover airport has the shortest travel time from Toronto to Simpson Bay?

Flights connecting via Washington, D.C. (IAD) have the shortest average one-way travel time: 6h 36m.

Which airlines fly to Simpson Bay?

WestJet, Air Canada and Air Transat are the top three most popular airlines that fly to Simpson Bay from Toronto according to our data. WestJet is the first choice among our users, with 71% of people opting to fly with this airline when travelling to Simpson Bay. Keep in mind that there are 7 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

Which layover airport offers the lowest fares from Toronto to Simpson Bay?

Flights via Miami (MIA) offer the lowest average round-trip price of C$ 461.

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

Prices for flights from Toronto to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

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

As of November 2025, there are 7 operators available to choose from for flights from Toronto to Simpson Bay Princess Juliana Airport.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Toronto 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 required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

C$ 184 Cheap Flights from Toronto to Simpson Bay in 2025/26

Q: What is the typical price of a round-trip flight between Toronto and Simpson Bay?

Prices are currently low for flights on this route. Typical prices usually range from C$ 536 to C$ 745. The lowest price recently found on this route was C$ 484.

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Find the cheapest flights from Toronto to Simpson Bay

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Enter your travel dates to find the best prices.

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

Fri, 14 Nov - Thu, 20 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$ 486WestJet

Find Deal

Fri, 14 Nov - Thu, 20 Nov

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

4h 51mdirect

3:40 p.m. - 12:04 a.m.SXM-YYZ

9h 24m1 stop

C$ 489Multiple Airlines

Find Deal

Sun, 7 Dec - Tue, 16 Dec

7:10 p.m. - 12:40 p.m.YYZ-SXM

16h 30m2 stops

5:33 p.m. - 12:18 p.m.SXM-YYZ

19h 45m1 stop

C$ 504American Airlines

Find Deal

Sun, 15 Feb - Tue, 3 Mar

6:00 a.m. - 4:28 p.m.YYZ-SXM

9h 28m1 stop

5:33 p.m. - 12:18 p.m.SXM-YYZ

19h 45m1 stop

C$ 505American Airlines

Find Deal

Mon, 26 Jan - Tue, 3 Feb

6:20 a.m. - 2:40 p.m.YYZ-SXM

7h 20m1 stop

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

5h 15mdirect

C$ 511Air Canada

Find Deal

Thu, 15 Jan - Tue, 20 Jan

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

4h 45mdirect

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

5h 25mdirect

C$ 517Air Transat

Find Deal

Sat, 13 Dec - Sat, 20 Dec

8:00 a.m. - 10:55 a.m.YTZ-SXM

26h 55m1 stop

12:05 p.m. - 8:50 p.m.SXM-YTZ

8h 45m1 stop

C$ 526Air Transat

Find Deal

Tue, 24 Mar - Wed, 1 Apr

9:30 a.m. - 1:35 p.m.YTZ-SXM

28h 05m1 stop

2:40 p.m. - 2:22 p.m.SXM-YTZ

23h 42m1 stop

C$ 532Air Canada

Find Deal

Mon, 30 Mar - Sat, 4 Apr

9:00 a.m. - 3:57 p.m.YYZ-SXM

29h 57m1 stop

2:52 p.m. - 9:58 a.m.SXM-YYZ

20h 06m2 stops

C$ 557United Airlines

Find Deal

Sat, 22 Nov - Thu, 4 Dec

WestJet flights from Toronto to Simpson Bay

Our best WestJet deals on Toronto to Simpson Bay flight tickets

WestJet

14 Nov

YYZ9:30 a.m.Toronto Pearson Intl

4h 51m

SXM3:21 p.m.Simpson Bay Princess Juliana

20 Nov

SXM4:20 p.m.Simpson Bay Princess Juliana

5h 23m

YYZ8:43 p.m.Toronto Pearson Intl

C$ 484

Find similar

WestJet

14 Nov

YYZ9:30 a.m.Toronto Pearson Intl

4h 51m

SXM3:21 p.m.Simpson Bay Princess Juliana

20 Nov

SXM4:20 p.m.Simpson Bay Princess Juliana

5h 23m

YYZ8:43 p.m.Toronto Pearson Intl

C$ 486

Find similar

WestJet

2 Jan

YYZ9:30 a.m.Toronto Pearson Intl

4h 51m

SXM3:21 p.m.Simpson Bay Princess Juliana

15 Jan

SXM4:20 p.m.Simpson Bay Princess Juliana

5h 23m

YYZ8:43 p.m.Toronto Pearson Intl

C$ 490

Find similar

Air Transat flights from Toronto to Simpson Bay

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

Air Transat

13 Dec

YYZ6:30 a.m.Toronto Pearson Intl

4h 45m

SXM12:15 p.m.Simpson Bay Princess Juliana

20 Dec

SXM1:25 p.m.Simpson Bay Princess Juliana

5h 25m

YYZ5:50 p.m.Toronto Pearson Intl

C$ 517

Find similar

Air Transat

24 Mar

YTZ8:00 a.m.Toronto Island

26h 55m

1 stop

SXM10:55 a.m.Simpson Bay Princess Juliana

1 Apr

SXM12:05 p.m.Simpson Bay Princess Juliana

8h 45m

1 stop

YTZ8:50 p.m.Toronto Island

C$ 526

Find similar

Air Transat

10 Dec

YTZ9:30 p.m.Toronto Island

13h 25m

1 stop

SXM11:55 a.m.Simpson Bay Princess Juliana

17 Dec

SXM1:05 p.m.Simpson Bay Princess Juliana

29h 20m

1 stop

YTZ5:25 p.m.Toronto Island

C$ 540

Find similar

Fly from

Fly to

Route

Depart

Return

Price

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 14/11

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Thu 20/11

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

Nonstop5h 23m

C$ 484

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 14/11

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Thu 20/11

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

Nonstop5h 23m

C$ 486

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 7/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 16/12

3:40 p.m.-12:04 a.m.

1 stop9h 24m

C$ 489

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 15/2

7:10 p.m.-12:40 p.m.

2 stops16h 30m

Simpson Bay Princess Juliana

Tue 3/3

5:33 p.m.-12:18 p.m.

1 stop19h 45m

C$ 504

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 26/1

6:00 a.m.-4:28 p.m.

1 stop9h 28m

Simpson Bay Princess Juliana

Tue 3/2

5:33 p.m.-12:18 p.m.

1 stop19h 45m

C$ 505

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 15/1

6:20 a.m.-2:40 p.m.

1 stop7h 20m

Simpson Bay Princess Juliana

Tue 20/1

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

Nonstop5h 15m

C$ 511

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 13/12

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

Nonstop4h 45m

Simpson Bay Princess Juliana

Sat 20/12

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

Nonstop5h 25m

C$ 517

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Tue 24/3

8:00 a.m.-10:55 a.m.

1 stop26h 55m

Simpson Bay Princess Juliana

Wed 1/4

12:05 p.m.-8:50 p.m.

1 stop8h 45m

C$ 526

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Mon 30/3

9:30 a.m.-1:35 p.m.

1 stop28h 05m

Simpson Bay Princess Juliana

Sat 4/4

2:40 p.m.-2:22 p.m.

1 stop23h 42m

C$ 532

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 22/11

9:00 a.m.-3:57 p.m.

1 stop29h 57m

Simpson Bay Princess Juliana

Thu 4/12

2:52 p.m.-9:58 a.m.

2 stops20h 06m

C$ 557

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 Toronto 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

Layovers

Other information

What is the typical price of a round-trip flight between Toronto and Simpson Bay?

What is the cheapest month to fly to Simpson Bay?

In general, October is the cheapest month to fly from Toronto to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 571. If you don’t want to visit Simpson Bay in October, then you should wait until June to fly from Toronto, when ticket prices are also cheap, with an average price of C$ 585.

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$ 645. 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 Toronto because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 748.

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

Flying to Simpson Bay from Toronto in the morning is the least expensive time of day to depart. momondo users have found prices as low as C$ 690 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 Toronto to Simpson Bay Princess Juliana flight route?

Fly from Toronto Pearson Intl to Simpson Bay Princess Juliana for the best Toronto - 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 Toronto when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around C$ 692 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Toronto for as low as C$ 625 on momondo.

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

There are 3 cabin classes available to choose from on Toronto 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 Toronto to Simpson Bay flights?

You could potentially save up to 21% on your flight if you consider stops on a Toronto to Simpson Bay flight.

How have Toronto to Simpson Bay flight prices changed over time?

As of November 2025, prices for Toronto to Simpson Bay flights are approximately 9% cheaper when compared to flights at the same time last year.

When to book flights from Toronto to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Toronto to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Toronto to Simpson Bay (YTO to SXM) flight deals and tips

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

Best price found	C$ 295
Fastest flight time	4h 44m
Direct flights	Every day
Airports in Simpson Bay	1 airport

The best one-way flight to Simpson Bay from Toronto in the past 72 hours is C$ 295. The best round-trip flight deal from Toronto to Simpson Bay found on momondo in the last 72 hours is C$ 564.

The fastest flight from Toronto to Simpson Bay takes 4h 44m

Direct flights go from Toronto to Simpson Bay every day.

There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)

Search flight deals

How far is Toronto to Simpson Bay Princess Juliana by plane?
The distance between Toronto and Simpson Bay Princess Juliana is about 3228.0 km. A reasonable flight in good conditions will take 4h 45m.
When did momondo last update prices for flights from Toronto to Simpson Bay Princess Juliana Airport?
Prices for flights from Toronto to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Toronto to Simpson Bay Princess Juliana Airport?
As of November 2025, there are 7 operators available to choose from for flights from Toronto to Simpson Bay Princess Juliana Airport.
How old do you have to be to fly from Toronto to Simpson Bay Princess Juliana Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Toronto 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 required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Toronto to Simpson Bay?
Based on momondo bookings for flights between Toronto and Simpson Bay, the leading plane model is Boeing 737 MAX 8, making up 62.68% of the total bookings. Other popular models include Airbus A321neo with 34.05%, Boeing 737-800 (Scimitar Winglets) with 1.28%, and Airbus A319 with 0.43%.
What is the most popular airline from Toronto to Simpson Bay?
Based on momondo bookings for flights between Toronto and Simpson Bay, the leading airline is WestJet, making up 67% of the total bookings. Other popular airlines include Air Canada with 13%, United Airlines with 9%, and Air Transat with 8%.

Best airlines flying from Toronto to Simpson Bay

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

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom C$ 261	Free Cancellation	Rating 7.4 9,001 reviews	Search United Airlines flights
Delta	PriceFrom C$ 345	Free Cancellation	Rating 7.9 8,004 reviews	Search Delta flights
American Airlines	PriceFrom C$ 424	Free Cancellation	Rating 7.2 11,040 reviews	Search American Airlines flights
WestJet	PriceFrom C$ 437	Free Cancellation	Rating 7.2 3,153 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 485	Free Cancellation	Rating 7.1 10,403 reviews	Search Air Canada flights
Air Transat	PriceFrom C$ 501	Free Cancellation	Rating 7.8 470 reviews	Search Air Transat flights
Caribbean Airlines	PriceFrom C$ 825	Free Cancellation	Rating 8.0 194 reviews	Search Caribbean Airlines flights

WestJet Flights From Toronto to Simpson Bay
WestJet is one of the most popular airlines flying from Toronto to Simpson Bay, operating 4 flights/week on average for this route. A good WestJet flight deal for Toronto to Simpson Bay starts from C$ 437 round-trip, up to an average price of C$ 677. Our users have rated WestJet at 7.2/10.

Philipsburg

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Toronto to Simpson Bay. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Toronto to Simpson Bay flights to just show those with flexible booking policies.

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

Once you have performed a search for Toronto to Simpson Bay flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Simpson Bay from Toronto are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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.

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Fly your favourite airline to Simpson Bay

Cheap flights from Toronto to Simpson Bay from C$ 184

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto to Simpson Bay departing on 6/12. 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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WestJet flights from Toronto to Simpson Bay

Our best WestJet deals on Toronto to Simpson Bay flight tickets

Air Transat flights from Toronto to Simpson Bay

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

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

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Toronto 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 typical price of a round-trip flight between Toronto and 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 time of day to depart on your flight to Simpson Bay?

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

Fly from Toronto Pearson Intl to Simpson Bay Princess Juliana for the best Toronto - 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 Toronto to Simpson Bay Princess Juliana flights?

There are 3 cabin classes available to choose from on Toronto 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 Toronto to Simpson Bay flights?

You could potentially save up to 21% on your flight if you consider stops on a Toronto to Simpson Bay flight.

How have Toronto to Simpson Bay flight prices changed over time?

As of November 2025, prices for Toronto to Simpson Bay flights are approximately 9% cheaper when compared to flights at the same time last year.

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

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

Which airlines fly to Simpson Bay?

Which airport is the most popular layover for flights between Toronto and Simpson Bay?

Miami (MIA) was the most common stop: 40% of momondo users choosing one-stop flights on this route connected there.

Which layover airport offers the lowest fares from Toronto to Simpson Bay?

Flights via Miami (MIA) offer the lowest average round-trip price of C$ 461.

Which layover airport has the shortest travel time from Toronto to Simpson Bay?

Flights connecting via Washington, D.C. (IAD) have the shortest average one-way travel time: 6h 36m.

Which layover airport has the shortest connection time from Toronto to Simpson Bay?

Washington, D.C. (IAD) has the shortest average layover time for this route: 1h 11m.

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

As of November 2025, there are 4 flights per week flying from Toronto to Simpson Bay. The most common day of the week flights depart is Tue, with 25% of flights taking off on this day.

When to book flights from Toronto to Simpson Bay

Cheap Toronto to Simpson Bay (YTO to SXM) flight deals and tips

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

Best price found

Fastest flight time

Direct flights

Airports in Simpson Bay

How far is Toronto to Simpson Bay Princess Juliana by plane?

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

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

How old do you have to be to fly from Toronto 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 Toronto to Simpson Bay?

What is the most popular airline from Toronto to Simpson Bay?

Best airlines flying from Toronto to Simpson Bay

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

WestJet Flights From Toronto to Simpson Bay

Travelling to a place near Simpson Bay?

Why use momondo?

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

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

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

I’m not ready to book a flight from Toronto 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