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Cheap flights from Toronto 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 Toronto 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.
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Find the cheapest flights from Toronto to Simpson Bay

Cheap round-trip flights

American Airlines Logo
12:55 p.m. - 4:10 p.m.YYZ-SXM
26h 15m1 stop
American Airlines Logo
5:20 p.m. - 11:44 a.m.SXM-YYZ
19h 24m2 stops
C$ 503American Airlines
Find Deal
Tue, 13 Jan - Tue, 27 Jan
American Airlines Logo
11:51 a.m. - 2:00 p.m.YYZ-SXM
25h 09m1 stop
American Airlines Logo
5:24 p.m. - 11:14 a.m.SXM-YYZ
18h 50m2 stops
C$ 504American Airlines
Find Deal
Sat, 15 Nov - Mon, 17 Nov
WestJet Logo
9:30 a.m. - 3:21 p.m.YYZ-SXM
4h 51mdirect
WestJet Logo
4:20 p.m. - 8:43 p.m.SXM-YYZ
5h 23mdirect
C$ 513WestJet
Find Deal
Sun, 30 Nov - Thu, 4 Dec
WestJet Logo
9:30 a.m. - 3:21 p.m.YYZ-SXM
4h 51mdirect
WestJet Logo
4:20 p.m. - 8:43 p.m.SXM-YYZ
5h 23mdirect
C$ 514WestJet
Find Deal
Sun, 16 Nov - Tue, 25 Nov
United Airlines Logo
2:45 p.m. - 2:57 p.m.YYZ-SXM
24h 12m1 stop
United Airlines Logo
1:52 p.m. - 11:20 p.m.SXM-YYZ
9h 28m1 stop
C$ 521United Airlines
Find Deal
Sat, 25 Oct - Thu, 30 Oct
United Airlines Logo
3:00 p.m. - 1:50 p.m.YYZ-SXM
21h 50m2 stops
United Airlines Logo
2:52 p.m. - 11:29 p.m.SXM-YYZ
9h 37m1 stop
C$ 522United Airlines
Find Deal
Sat, 7 Feb - Wed, 11 Feb
Air Transat Logo
6:30 a.m. - 12:15 p.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:05 p.m. - 8:17 a.m.SXM-YYZ
20h 12m1 stop
C$ 525Air Transat
Find Deal
Sat, 6 Dec - Sat, 13 Dec
Air Transat Logo
6:30 a.m. - 12:15 p.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:05 p.m. - 8:17 a.m.SXM-YYZ
20h 12m1 stop
C$ 536Air Transat
Find Deal
Sat, 8 Nov - Thu, 13 Nov
Air Canada Logo
12:10 p.m. - 1:18 p.m.YYZ-SXM
24h 08m2 stops
Air Canada Logo
3:40 p.m. - 7:39 a.m.SXM-YYZ
16h 59m1 stop
C$ 559Air Canada
Find Deal
Sat, 6 Dec - Sat, 13 Dec
Air Canada Logo
6:30 p.m. - 2:40 p.m.YTZ-SXM
19h 10m1 stop
Air Canada Logo
3:40 p.m. - 11:42 a.m.SXM-YTZ
21h 02m2 stops
C$ 561Air Canada
Find Deal
Mon, 5 Jan - Tue, 20 Jan

American Airlines flights from Toronto to Simpson Bay

Our best American Airlines deals on Toronto 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$ 503
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$ 504
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
SXM4:15 p.m.Simpson Bay Princess Juliana
20h 29m
2 stops
YYZ11:44 a.m.Toronto Pearson Intl
C$ 508
Find similar

Air Canada flights from Toronto to Simpson Bay

Our best Air Canada deals on Toronto to Simpson Bay flight tickets
Air Canada
6 Dec
YYZ12:10 p.m.Toronto Pearson Intl
24h 08m
2 stops
SXM1:18 p.m.Simpson Bay Princess Juliana
13 Dec
SXM3:40 p.m.Simpson Bay Princess Juliana
16h 59m
1 stop
YYZ7:39 a.m.Toronto Pearson Intl
C$ 559
Find similar
Air Canada
5 Jan
YTZ6:30 p.m.Toronto Island
19h 10m
1 stop
SXM2:40 p.m.Simpson Bay Princess Juliana
20 Jan
SXM3:40 p.m.Simpson Bay Princess Juliana
21h 02m
2 stops
YTZ11:42 a.m.Toronto Island
C$ 561
Find similar
Air Canada
26 Jan
YTZ8:30 p.m.Toronto Island
17h 10m
1 stop
SXM2:40 p.m.Simpson Bay Princess Juliana
29 Jan
SXM3:40 p.m.Simpson Bay Princess Juliana
19h 15m
1 stop
YTZ9:55 a.m.Toronto Island
C$ 562
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Toronto to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 16 September 2025.
Use the filters below to find and compare flights from Toronto to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

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$ 503

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$ 504

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$ 513

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 16/11

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 25/11

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

Nonstop5h 23m

C$ 514

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 25/10

2:45 p.m.-2:57 p.m.

1 stop24h 12m

Simpson Bay Princess Juliana

Thu 30/10

1:52 p.m.-11:20 p.m.

1 stop9h 28m

C$ 521

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 7/2

3:00 p.m.-1:50 p.m.

2 stops21h 50m

Simpson Bay Princess Juliana

Wed 11/2

2:52 p.m.-11:29 p.m.

1 stop9h 37m

C$ 522

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

Sat 13/12

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

1 stop20h 12m

C$ 525

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$ 536

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 6/12

12:10 p.m.-1:18 p.m.

2 stops24h 08m

Simpson Bay Princess Juliana

Sat 13/12

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

1 stop16h 59m

C$ 559

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Mon 5/1

6:30 p.m.-2:40 p.m.

1 stop19h 10m

Simpson Bay Princess Juliana

Tue 20/1

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

2 stops21h 02m

C$ 561

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

In general, September 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$ 525. If you don’t want to visit Simpson Bay in September, then you should wait until October to fly from Toronto, when ticket prices are also cheap, with an average price of C$ 547.

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$ 639. 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$ 738.

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$ 679 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$ 720.

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$ 680 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$ 616 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 22% 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 September 2025, prices for Toronto to Simpson Bay flights are approximately 32% 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$ 269

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$ 269. The best round-trip flight deal from Toronto to Simpson Bay found on momondo in the last 72 hours is C$ 573.
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 44m.

  • 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 232Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
DeltaPriceFrom C$ 340Free CancellationRating
7.9
7,957 reviews
Search Delta flights
American AirlinesPriceFrom C$ 417Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom C$ 419Free CancellationRating
7.2
3,093 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 476Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
Air TransatPriceFrom C$ 491Free CancellationRating
7.7
438 reviews
Search Air Transat flights
WestJet EncorePriceFrom C$ 609Free CancellationRating
8.6
6 reviews
Search WestJet Encore flights
Caribbean AirlinesPriceFrom C$ 811Free CancellationRating
8.1
178 reviews
Search Caribbean Airlines flights

Travelling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
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

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Airlines are sorted and displayed according to clicks in the past 7 days on momondo
Air Canada
WestJet
Porter Airlines
Air Transat
United Airlines
Flair Airlines
Lufthansa
Delta
American Airlines
Air France
Air India
British Airways