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Cheap flights from Toronto Pearson Intl Airport to Simpson Bay from C$ 170

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 21/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SXM
28 May — 4 Jun1
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 June or May, booked 76 days in advance, depart on a Tuesday or Monday and return on a Monday

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 28 April 2026.

Mon 22/69:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 2/73:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 23/4C$ 393
Sun 14/69:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 18/63:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 23/4C$ 398
Sun 14/69:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 25/63:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 25/4C$ 404
Sun 14/69:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Mon 22/63:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 24/4C$ 405
Thu 9/79:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Mon 13/73:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 23/4C$ 409
Sun 19/79:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Sun 26/73:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 25/4C$ 412
Mon 13/79:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 23/73:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 24/4C$ 413
Sun 2/89:30 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 13/83:20 p.m.
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 23/4C$ 416

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 28 April 2026.

Round-trip from

C$ 393

One-way from

C$ 170

Popular in

August

Cheapest in

June

Average price

C$ 667

Good round-trip deal

C$ 464 or less

Good one-way deal

C$ 302 or less
WestJet
  • WestJet
  • 22/6-2/7
  • Nonstop
  • 9h 55m total
  • Toronto to Simpson Bay
Search Deals
WestJet
  • WestJet
  • 21/5
  • Nonstop
  • 4h 50m total
  • Toronto to Simpson Bay
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 28 April 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 8/6

7:43 p.m.-2:43 p.m.

2 stops19h 00m

Simpson Bay Princess Juliana

Thu 18/6

3:50 p.m.-5:56 p.m.

2 stops26h 06m

C$ 592

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 16/5

7:43 p.m.-12:33 p.m.

2 stops16h 50m

Simpson Bay Princess Juliana

Sat 23/5

3:50 p.m.-10:04 a.m.

1 stop18h 14m

C$ 675

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 2/6

5:15 p.m.-12:33 p.m.

2 stops19h 18m

Simpson Bay Princess Juliana

Mon 8/6

3:50 p.m.-3:46 p.m.

2 stops23h 56m

C$ 687

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 7/5

9:45 a.m.-10:50 a.m.

1 stop25h 05m

Simpson Bay Princess Juliana

Mon 11/5

11:35 a.m.-10:00 p.m.

1 stop10h 25m

C$ 705
Quickest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 17/5

4:20 p.m.-10:50 a.m.

1 stop18h 30m

Simpson Bay Princess Juliana

Fri 22/5

11:35 a.m.-10:00 p.m.

1 stop10h 25m

C$ 705

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 11/5

7:43 p.m.-12:33 p.m.

2 stops16h 50m

Simpson Bay Princess Juliana

Sat 23/5

3:50 p.m.-11:43 a.m.

2 stops19h 53m

C$ 717

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 14/6

2:30 p.m.-12:33 p.m.

1 stop22h 03m

Simpson Bay Princess Juliana

Thu 18/6

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

2 stops18h 04m

C$ 744

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 9/6

9:44 a.m.-12:33 p.m.

1 stop26h 49m

Simpson Bay Princess Juliana

Sun 21/6

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

2 stops18h 04m

C$ 797

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 8/6

7:43 p.m.-12:33 p.m.

1 stop16h 50m

Simpson Bay Princess Juliana

Sun 21/6

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

2 stops18h 04m

C$ 797

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 24/10

6:10 a.m.-2:57 p.m.

2 stops32h 47m

Simpson Bay Princess Juliana

Sat 31/10

1:20 p.m.-10:55 a.m.

1 stop21h 35m

C$ 815

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/4

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

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?

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 75 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, June is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 523). Flying from Toronto Pearson Intl Airport to Simpson Bay in August is currently the most expensive (average of C$ 758). 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 28 April 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.

How much does it cost to fly round-trip from Toronto Pearson Intl Airport to Simpson Bay?

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 28 April 2026.
See what other customers who have flown with Air Transat,United Airlines, andWestJet 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
7.8
Good
542 reviews
Check prices

Entertainment

7.1

Overall

7.8

Crew

8.5

Boarding

7.9

Comfort

7.3

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
7.8
Good
542 reviews
Air Transat
7.8
Good
542 reviews
Check prices

Entertainment

7.1

Overall

7.8

Crew

8.5

Boarding

7.9

Comfort

7.3

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
9,671 reviews
Air Transat
7.8
Good
542 reviews
Check prices

Entertainment

7.1

Overall

7.8

Crew

8.5

Boarding

7.9

Comfort

7.3

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
3,327 reviews
Air Transat
7.8
Good
542 reviews
Check prices

Entertainment

7.1

Overall

7.8

Crew

8.5

Boarding

7.9

Comfort

7.3

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
7.1
Good
11,671 reviews
Air Transat
7.8
Good
542 reviews
Check prices

Entertainment

7.1

Overall

7.8

Crew

8.5

Boarding

7.9

Comfort

7.3

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
10,974 reviews
Air Transat
7.8
Good
542 reviews
Check prices

Entertainment

7.1

Overall

7.8

Crew

8.5

Boarding

7.9

Comfort

7.3

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 6 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 19h. United Airlines provides one of the quickest options available for as low as C$ 592. The distance from Toronto Pearson Intl Airport to Simpson Bay is about 3241 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    United Airlines, at C$ 229, was found to be the cheapest airline from Toronto Pearson Intl Airport to Simpson Bay.Alternate airlines to your destination round-trip include Air Canada and American Airlines. These flights start at 65% 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 Air Transat (C$ 176), United Airlines (C$ 177), and WestJet (C$ 190).

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

    Consider Air Transat (100%), Air Canada (74%) or WestJet (62%) 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$ 455, our data indicates the cheapest price to be C$ 203. The most popular route (Toronto Pearson Intl - Simpson Bay Princess Juliana), is priced around C$ 459.

  • 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, June is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 523). Flying from Toronto Pearson Intl Airport to Simpson Bay in August is currently the most expensive (average of C$ 758). 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 28 April 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 6 airlines flying from Pearson Intl to Simpson Bay

Discover the top 6 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 28 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 229AverageC$ 569FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 294AverageC$ 648FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 337AverageC$ 654FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 384AverageC$ 637FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air TransatCheapestC$ 498AverageC$ 685FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
DeltaCheapestC$ 627AverageC$ 757FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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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