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Cheap flights from Toronto to Simpson Bay from C$ 167

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 20/9. 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

Air Canada Logo
6:20 a.m. - 2:40 p.m.YYZ-SXM
7h 20m1 stop
Air Canada Logo
5:00 p.m. - 9:15 p.m.SXM-YYZ
5h 15mdirect
C$ 573Air Canada
Find Deal
Tue, 13 Jan - Tue, 27 Jan
Logo
6:30 a.m. - 11:15 a.m.YYZ-SXM
4h 45mdirect
Logo
5:00 p.m. - 9:15 p.m.SXM-YYZ
5h 15mdirect
C$ 574
Find Deal
Sat, 1 Nov - Sat, 8 Nov
United Airlines Logo
7:40 p.m. - 3:57 p.m.YYZ-SXM
20h 17m2 stops
United Airlines Logo
2:40 p.m. - 11:59 p.m.SXM-YYZ
10h 19m1 stop
C$ 575United Airlines
Find Deal
Sat, 1 Nov - Sat, 8 Nov
Logo
1:00 p.m. - 1:18 p.m.YYZ-SXM
23h 18m2 stops
Logo
1:05 p.m. - 8:17 a.m.SXM-YYZ
20h 12m1 stop
C$ 578
Find Deal
Sat, 6 Dec - Mon, 15 Dec
WestJet Logo
11:05 p.m. - 2:19 p.m.YYZ-SXM
15h 14m1 stop
WestJet Logo
4:20 p.m. - 8:43 p.m.SXM-YYZ
5h 23mdirect
C$ 584WestJet
Find Deal
Wed, 15 Oct - Tue, 4 Nov
American Airlines Logo
5:05 p.m. - 1:55 p.m.YYZ-SXM
19h 50m1 stop
American Airlines Logo
5:20 p.m. - 11:50 a.m.SXM-YYZ
19h 30m1 stop
C$ 585American Airlines
Find Deal
Sun, 1 Feb - Wed, 4 Feb
American Airlines Logo
7:15 p.m. - 1:55 p.m.YYZ-SXM
17h 40m1 stop
American Airlines Logo
3:25 p.m. - 10:25 p.m.SXM-YYZ
8h 00m1 stop
C$ 589American Airlines
Find Deal
Sat, 24 Jan - Sun, 1 Feb
WestJet Logo
9:30 a.m. - 3:17 p.m.YYZ-SXM
4h 47mdirect
WestJet Logo
4:20 p.m. - 8:42 p.m.SXM-YYZ
5h 22mdirect
C$ 598WestJet
Find Deal
Wed, 4 Feb - Fri, 6 Mar
Air Transat Logo
6:30 a.m. - 12:15 p.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:25 p.m. - 5:50 p.m.SXM-YYZ
5h 25mdirect
C$ 599Air Transat
Find Deal
Sat, 22 Nov - Sat, 6 Dec
Air Transat Logo
8:45 p.m. - 11:55 a.m.YYZ-SXM
14h 10m1 stop
Air Transat Logo
1:25 p.m. - 5:50 p.m.SXM-YYZ
5h 25mdirect
C$ 618Air Transat
Find Deal
Tue, 3 Feb - Tue, 17 Feb

Air Canada flights from Toronto to Simpson Bay

Our best Air Canada deals on Toronto to Simpson Bay flight tickets
Air Canada
13 Jan
YYZ6:20 a.m.Toronto Pearson Intl
7h 20m
1 stop
SXM2:40 p.m.Simpson Bay Princess Juliana
27 Jan
SXM5:00 p.m.Simpson Bay Princess Juliana
5h 15m
YYZ9:15 p.m.Toronto Pearson Intl
C$ 573
Find similar
Air Canada
6 Dec
YYZ9:10 p.m.Toronto Pearson Intl
15h 08m
1 stop
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$ 581
Find similar
Air Canada
15 Dec
YYZ10:15 a.m.Toronto Pearson Intl
4h 45m
SXM4:00 p.m.Simpson Bay Princess Juliana
22 Dec
SXM5:00 p.m.Simpson Bay Princess Juliana
5h 15m
YYZ9:15 p.m.Toronto Pearson Intl
C$ 588
Find similar

American Airlines flights from Toronto to Simpson Bay

Our best American Airlines deals on Toronto to Simpson Bay flight tickets
American Airlines
1 Feb
YYZ5:05 p.m.Toronto Pearson Intl
19h 50m
1 stop
SXM1:55 p.m.Simpson Bay Princess Juliana
4 Feb
SXM5:20 p.m.Simpson Bay Princess Juliana
19h 30m
1 stop
YYZ11:50 a.m.Toronto Pearson Intl
C$ 585
Find similar
American Airlines
24 Jan
YYZ7:15 p.m.Toronto Pearson Intl
17h 40m
1 stop
SXM1:55 p.m.Simpson Bay Princess Juliana
1 Feb
SXM3:25 p.m.Simpson Bay Princess Juliana
8h 00m
1 stop
YYZ10:25 p.m.Toronto Pearson Intl
C$ 589
Find similar
American Airlines
16 Jan
YYZ10:30 a.m.Toronto Pearson Intl
24h 27m
1 stop
SXM11:57 a.m.Simpson Bay Princess Juliana
10 Feb
SXM5:20 p.m.Simpson Bay Princess Juliana
19h 30m
1 stop
YYZ11:50 a.m.Toronto Pearson Intl
C$ 596
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 20 August 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

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

1 stop7h 20m

Simpson Bay Princess Juliana

Tue 27/1

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

Nonstop5h 15m

C$ 573

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

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

Nonstop5h 15m

C$ 574

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 1/11

7:40 p.m.-3:57 p.m.

2 stops20h 17m

Simpson Bay Princess Juliana

Sat 8/11

2:40 p.m.-11:59 p.m.

1 stop10h 19m

C$ 575

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 6/12

1:00 p.m.-1:18 p.m.

2 stops23h 18m

Simpson Bay Princess Juliana

Mon 15/12

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

1 stop20h 12m

C$ 578

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 15/10

11:05 p.m.-2:19 p.m.

1 stop15h 14m

Simpson Bay Princess Juliana

Tue 4/11

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

Nonstop5h 23m

C$ 584

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 1/2

5:05 p.m.-1:55 p.m.

1 stop19h 50m

Simpson Bay Princess Juliana

Wed 4/2

5:20 p.m.-11:50 a.m.

1 stop19h 30m

C$ 585

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 24/1

7:15 p.m.-1:55 p.m.

1 stop17h 40m

Simpson Bay Princess Juliana

Sun 1/2

3:25 p.m.-10:25 p.m.

1 stop8h 00m

C$ 589

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 4/2

9:30 a.m.-3:17 p.m.

Nonstop4h 47m

Simpson Bay Princess Juliana

Fri 6/3

4:20 p.m.-8:42 p.m.

Nonstop5h 22m

C$ 598

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 22/11

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

Nonstop4h 45m

Simpson Bay Princess Juliana

Sat 6/12

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

Nonstop5h 25m

C$ 599

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 3/2

8:45 p.m.-11:55 a.m.

1 stop14h 10m

Simpson Bay Princess Juliana

Tue 17/2

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

Nonstop5h 25m

C$ 618

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, 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$ 477. If you don’t want to visit Simpson Bay in October, then you should wait until September to fly from Toronto, when ticket prices are also cheap, with an average price of C$ 513.

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$ 641. 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$ 747.

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$ 678 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$ 657 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$ 552 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.

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

As of August 2025, prices for Toronto to Simpson Bay flights are approximately 29% 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$ 248

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$ 248. The best round-trip flight deal from Toronto to Simpson Bay found on momondo in the last 72 hours is C$ 629.
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
8,928 reviews
Search United Airlines flights
DeltaPriceFrom C$ 340Free CancellationRating
7.9
7,982 reviews
Search Delta flights
WestJetPriceFrom C$ 393Free CancellationRating
7.2
3,032 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 401Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 452Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
Air TransatPriceFrom C$ 489Free CancellationRating
7.7
430 reviews
Search Air Transat flights
WestJet EncorePriceFrom C$ 610Free CancellationRating
8.6
6 reviews
Search WestJet Encore flights
Caribbean AirlinesPriceFrom C$ 813Free CancellationRating
8.1
171 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.

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Airlines are sorted and displayed according to clicks in the past 7 days on momondo
Air Canada
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Air Transat
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