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Cheap flights from Toronto Pearson Intl Airport to Simpson Bay from C$ 160

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SXM
26 Feb — 5 Mar1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Toronto Pearson Intl to Simpson Bay Princess Juliana are usually found in April or September, booked 79 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

Cheap flight deals from Pearson Intl to Simpson Bay

Enter your travel dates to find the best prices.

Cheapest flights from Pearson Intl to Simpson Bay
Explore the most affordable flight options available from Pearson Intl to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 27 January 2026.

Thu 9/49:30 a.m.
YYZ
-
SXM
Nonstop4h 47m
WestJet
Thu 16/43:20 p.m.
SXM
-
YYZ
Nonstop5h 22m
WestJet
Deal found 25/1C$ 437
Sun 8/27:40 p.m.
YYZ
-
SXM
2 stops17h 10m
United Airlines
Sun 15/24:55 p.m.
SXM
-
YYZ
1 stop7h 51m
United Airlines
Deal found 25/1C$ 440
Mon 26/110:30 p.m.
YYZ
-
SXM
1 stop15h 10m
Air Canada
Tue 3/23:40 p.m.
SXM
-
YYZ
1 stop24h 00m
Air Canada
Deal found 24/1C$ 441
Mon 2/37:30 a.m.
YYZ
-
SXM
1 stop7h 30m
American Airlines
Tue 10/34:28 p.m.
SXM
-
YYZ
2 stops18h 28m
American Airlines
Deal found 24/1C$ 445
Mon 26/12:15 p.m.
YYZ
-
SXM
2 stops23h 25m
Air Canada
Fri 30/15:00 p.m.
SXM
-
YYZ
Nonstop5h 15m
Air Canada
Deal found 26/1C$ 446
Sun 1/37:10 p.m.
YYZ
-
SXM
2 stops18h 09m
American Airlines
Fri 6/35:01 p.m.
SXM
-
YYZ
1 stop18h 18m
American Airlines
Deal found 25/1C$ 452

Find flight deals from Pearson Intl to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 27 January 2026.

Round-trip from

C$ 437

One-way from

C$ 160

Popular in

August

Cheapest in

April

Average price

C$ 613

Good round-trip deal

C$ 506 or less

Good one-way deal

C$ 270 or less
WestJet
  • WestJet
  • 9/4-16/4
  • Nonstop
  • 10h 09m total
  • Toronto to Simpson Bay
Search Deals
WestJet
  • WestJet
  • 9/3
  • Nonstop
  • 4h 47m total
  • Toronto to Simpson Bay
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Toronto Pearson Intl to Simpson Bay Princess Juliana.
Search Deals
Price to beat on a one-way flight from Toronto Pearson Intl to Simpson Bay Princess Juliana.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pearson Intl 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, Cheapflights users made 629,999 searches. Data last updated 27 January 2026.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Simpson Bay that are best for you.

Fly from

Pearson Intl

Fly to

Simpson Bay

Route

Depart

Return

Price

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 6/2

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

1 stop17h 57m

Simpson Bay Princess Juliana

Mon 9/2

2:52 p.m.-2:01 p.m.

2 stops24h 09m

C$ 461

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 21/2

6:40 p.m.-1:50 p.m.

2 stops18h 10m

Simpson Bay Princess Juliana

Sat 28/2

5:00 p.m.-11:48 a.m.

2 stops19h 48m

C$ 474

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 19/3

6:40 p.m.-12:50 p.m.

2 stops18h 10m

Simpson Bay Princess Juliana

Tue 24/3

3:55 p.m.-1:43 p.m.

2 stops21h 48m

C$ 474

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 18/3

7:40 p.m.-12:50 p.m.

1 stop17h 10m

Simpson Bay Princess Juliana

Tue 24/3

3:55 p.m.-4:02 p.m.

2 stops24h 07m

C$ 474

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 20/3

3:30 p.m.-12:50 p.m.

2 stops21h 20m

Simpson Bay Princess Juliana

Mon 30/3

3:50 p.m.-2:19 p.m.

1 stop22h 29m

C$ 475

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 23/3

9:00 p.m.-2:51 p.m.

2 stops17h 51m

Simpson Bay Princess Juliana

Wed 25/3

3:55 p.m.-9:58 a.m.

2 stops18h 03m

C$ 475

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 21/3

6:40 p.m.-12:50 p.m.

2 stops18h 10m

Simpson Bay Princess Juliana

Tue 31/3

3:50 p.m.-9:54 a.m.

2 stops18h 04m

C$ 475

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 22/3

6:45 a.m.-2:57 p.m.

1 stop8h 12m

Simpson Bay Princess Juliana

Wed 25/3

3:55 p.m.-9:58 a.m.

2 stops18h 03m

C$ 475

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 10/3

9:30 a.m.-2:17 p.m.

Nonstop4h 47m

C$ 163

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 20/2

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

1 stop17h 57m

C$ 177

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/1

Showing 1-10 of 16 results
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Best time to book a flight from Pearson Intl to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Pearson Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Toronto Pearson Intl Airport to Simpson Bay

How far ahead should I book a flight from Toronto Pearson Intl Airport to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Pearson Intl to Simpson Bay. Price data was last updated on 23 January 2026.

The price you pay for your flight from Toronto Pearson Intl Airport to Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 79 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Simpson Bay?

Currently, March is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 257). Flying from Toronto Pearson Intl Airport to Simpson Bay in August is currently the most expensive (average of C$ 504). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YYZ to SXM?

Find hourly flight availability from Pearson Intl to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 27 January 2026.

When flying from Toronto Pearson Intl Airport to Simpson Bay, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated 27 January 2026.
See what other customers who have flown with Air Transat,United Airlines, andAmerican Airlines from Toronto Pearson Intl Airport to Simpson Bay have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Transat
7.7
Good
501 reviews
Check prices

Overall

7.7

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Crew

8.4

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
Air Transat
7.7
Good
501 reviews
Air Transat
7.7
Good
501 reviews
Check prices

Overall

7.7

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Crew

8.4

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
United Airlines
7.4
Good
9,205 reviews
Air Transat
7.7
Good
501 reviews
Check prices

Overall

7.7

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Crew

8.4

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
American Airlines
7.2
Good
11,197 reviews
Air Transat
7.7
Good
501 reviews
Check prices

Overall

7.7

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Crew

8.4

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
WestJet
7.2
Good
3,251 reviews
Air Transat
7.7
Good
501 reviews
Check prices

Overall

7.7

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Crew

8.4

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.
Air Canada
7.1
Good
10,660 reviews
Air Transat
7.7
Good
501 reviews
Check prices

Overall

7.7

Comfort

7.3

Boarding

7.9

Entertainment

7.0

Crew

8.4

Food

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Dec 2025

YOW - GCM

The flight was delayed for 3.5 hours. No compensation for a meal voucher. We were positioned at the back of the plane and the toilets were not working properly. It was a foul smell coming from the toilet.

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Simpson Bay from Toronto Pearson Intl?

    If you book a flight to Simpson Bay from Toronto Pearson Intl, you will be flying to Princess Juliana, which is the city’s only airport. Simpson Bay Princess Juliana (SXM) is located 0.9 km from the centre of Simpson Bay. There are 0 flights from Toronto Pearson Intl to Princess Juliana per day from 7 different airlines.

  • How long is the flight from Toronto Pearson Intl Airport to Simpson Bay?

    A quick flight from Toronto Pearson Intl Airport to Simpson Bay can take about 17h 57m. United Airlines provides one of the quickest options available for as low as C$ 461. The distance from Toronto Pearson Intl Airport to Simpson Bay is about 3241 km.

  • What are the cheapest airlines flying from Toronto Pearson Intl Airport to Simpson Bay round-trip?

    United Airlines, at C$ 210, was found to be the cheapest airline from Toronto Pearson Intl Airport to Simpson Bay.Alternate airlines to your destination round-trip include American Airlines and Air Canada. These flights start at 68% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Toronto Pearson Intl Airport to Simpson Bay one-way?

    The cheapest airlines for a one-way flight from Toronto Pearson Intl Airport to Simpson Bay are WestJet (C$ 169), United Airlines (C$ 179), and American Airlines (C$ 182).

  • What are the most reliable airlines from Toronto Pearson Intl Airport to Simpson Bay?

    Consider Air Transat (64%), WestJet (60%) or Air Canada (49%) when booking your flight. These represent the most reliable airlines when flying from Toronto Pearson Intl Airport to Simpson Bay.

  • What are the cheapest flights from Toronto Pearson Intl Airport to Simpson Bay?

    Looking for the cheapest flight from Toronto Pearson Intl Airport to Simpson Bay? While on average our users pay C$ 447, our data indicates the cheapest price to be C$ 209. The most popular route (Toronto Pearson Intl - Simpson Bay Princess Juliana), is priced around C$ 371.

  • Can I find deals for flights from Pearson Intl to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Pearson Intl to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pearson Intl to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to Simpson Bay.

  • Can I find deals for business class flights from Pearson Intl to Simpson Bay?

    Yes. Cheapflights offers flight deals from Pearson Intl to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Simpson Bay?

    Currently, March is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 257). Flying from Toronto Pearson Intl Airport to Simpson Bay in August is currently the most expensive (average of C$ 504). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Fly from Pearson Intl to Simpson Bay on these airlines

Choose from the following airlines for your flight from Pearson Intl to Simpson Bay. Flights are based on user searches made on Cheapflights and were last updated on 27 January 2026.
WestJet flights from Toronto Pearson Intl to Simpson Bay Princess Juliana
Air Transat flights from Toronto Pearson Intl to Simpson Bay Princess Juliana

Top 7 airlines flying from Pearson Intl to Simpson Bay

Discover the top 7 airlines that operate flights from Pearson Intl to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 27 January 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 210AverageC$ 546FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 322AverageC$ 587FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 365AverageC$ 734FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 393AverageC$ 644FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air TransatCheapestC$ 501AverageC$ 720FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
DeltaCheapestC$ 629AverageC$ 761FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Caribbean AirlinesCheapestC$ 912AverageC$ 953FlexibilityNo cancel feeOn-timeN/A
Search Caribbean Airlines flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Pearson Intl to Simpson Bay?

Cheapflights helps you search for flights from Pearson Intl to Simpson Bay via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to Simpson Bay?

Cheapflights simply makes it quick and affordable to book flights from Pearson Intl to Simpson Bay by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Pearson Intl to Simpson Bay with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Pearson Intl to Simpson Bay flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Pearson Intl to Simpson Bay become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Simpson Bay from Pearson Intl today and book when prices fit your budget.

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