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Cheap flights from Toronto Pearson Intl Airport to Simpson Bay from C$ 183

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 25/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SXM
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from Toronto Pearson Intl to Simpson Bay Princess Juliana are usually found in October or September, booked 56 days in advance, depart on a Tuesday or Wednesday and return on a Monday

Cheap 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 11 September 2025.

Round-trip from

C$ 510

One-way from

C$ 183

Popular in

August

Cheapest in

October

Average price

C$ 485

Good round-trip deal

C$ 596 or less

Good one-way deal

C$ 272 or less
American Airlines
  • American Airlines
  • 3/1-16/1
  • 4 total stops
  • 38h 25m total
  • Toronto to Simpson Bay
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United Airlines
  • United Airlines
  • 25/10
  • 2 total stops
  • 21h 33m total
  • Toronto to Simpson Bay
Search Deals
High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 2% potential price decrease (C$ 19 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Toronto Pearson Intl to Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from Toronto Pearson Intl to Simpson Bay Princess Juliana.
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Find flight deals from Pearson Intl to Simpson Bay

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 11 September 2025.

Fri 14/116:15 p.m.YYZ - SXM
2 stops18h 45mAmerican Airlines
Mon 17/115:24 p.m.SXM - YYZ
2 stops18h 50mAmerican Airlines
Deal found 11/9C$ 510
Sat 6/126:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 13/121:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 10/9C$ 511
Sun 28/98:30 a.m.YYZ - SXM
Nonstop4h 44mWestJet
Sun 5/102:10 p.m.SXM - YYZ
Nonstop5h 00mWestJet
Deal found 10/9C$ 516
Sat 25/102:45 p.m.YYZ - SXM
1 stop24h 12mUnited Airlines
Thu 30/101:52 p.m.SXM - YYZ
1 stop9h 28mUnited Airlines
Deal found 11/9C$ 521
Sat 1/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 8/111:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 10/9C$ 524
Sat 15/1111:51 a.m.YYZ - SXM
1 stop25h 09mAmerican Airlines
Mon 17/115:24 p.m.SXM - YYZ
2 stops18h 50mAmerican Airlines
Deal found 11/9C$ 535
Sun 30/1110:10 a.m.YYZ - SXM
2 stops26h 40mAir Canada
Fri 5/125:00 p.m.SXM - YYZ
Nonstop5h 15mAir Canada
Deal found 11/9C$ 538
Sat 8/119:10 p.m.YYZ - SXM
2 stops39h 40mAir Canada
Thu 13/112:52 p.m.SXM - YYZ
2 stops31h 31mAir Canada
Deal found 11/9C$ 539
Sat 8/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Thu 13/111:05 p.m.SXM - YYZ
1 stop8h 47mAir Transat
Deal found 10/9C$ 542

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 11 September 2025.
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

Thu 22/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 3/2

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

Nonstop5h 22m

C$ 536

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 22/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Thu 29/1

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

Nonstop5h 23m

C$ 536

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 28/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Thu 29/1

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

Nonstop5h 23m

C$ 536

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 5/1

7:40 p.m.-1:50 p.m.

2 stops17h 10m

Simpson Bay Princess Juliana

Thu 15/1

2:52 p.m.-4:02 p.m.

2 stops26h 10m

C$ 542

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 17/1

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

1 stop17h 40m

Simpson Bay Princess Juliana

Sun 25/1

4:07 p.m.-10:50 p.m.

1 stop7h 43m

C$ 550

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 25/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Wed 4/2

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

Nonstop5h 22m

C$ 557

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 26/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Tue 3/2

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

Nonstop5h 22m

C$ 557

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 28/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Mon 2/2

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

Nonstop5h 22m

C$ 558

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 24/1

7:40 p.m.-3:51 p.m.

2 stops19h 11m

Simpson Bay Princess Juliana

Mon 2/2

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

1 stop9h 37m

C$ 568

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 23/1

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

1 stop17h 57m

Simpson Bay Princess Juliana

Fri 30/1

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

2 stops24h 09m

C$ 568

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 18 results
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?

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 29 August 2025.

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 56 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, September is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 324). Flying from Toronto Pearson Intl Airport to Simpson Bay in February is currently the most expensive (average of C$ 586). 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 11 September 2025.

When flying from Toronto Pearson Intl Airport to Simpson Bay, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 7% versus a flight at noon.

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 11 September 2025.
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
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
Air Transat
7.7
Good
438 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
United Airlines
7.4
Good
8,937 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
American Airlines
7.2
Good
10,000 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
WestJet
7.2
Good
3,091 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.
Air Canada
7.1
Good
10,000 reviews
Air Transat
7.7
Good
438 reviews
Check prices

Entertainment

7.0

Food

6.7

Boarding

7.9

Comfort

7.3

Overall

7.7

Crew

8.4

Reviews

1 / 20
10.0
Excellent

Liam,Jun 2025

GLA - YYZ

To and from Glasgow with Air Transat. Excellent flights, food, service. Nothing but praise.

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 8 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 4h 51m. WestJet provides one of the quickest options available for as low as C$ 536. 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$ 232, was found to be the cheapest airline from Toronto Pearson Intl Airport to Simpson Bay.Alternate airlines to your destination round-trip include Delta and American Airlines. These flights start at 64% lower than the current average price 3 months from now.

  • 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$ 514, 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$ 360.

  • 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, September is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 324). Flying from Toronto Pearson Intl Airport to Simpson Bay in February is currently the most expensive (average of C$ 586). 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 11 September 2025.
WestJet flights from Toronto Pearson Intl to Simpson Bay Princess Juliana
Air Transat flights from Toronto Pearson Intl to Simpson Bay Princess Juliana

Top 8 airlines flying from Pearson Intl to Simpson Bay

Discover the top 8 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 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 232AverageC$ 567FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 341AverageC$ 770FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapestC$ 401AverageC$ 615FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 417AverageC$ 667FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 478AverageC$ 719FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air TransatCheapestC$ 494AverageC$ 749FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
WestJet EncoreCheapestC$ 611AverageC$ 1,252FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore flights
Caribbean AirlinesCheapestC$ 814AverageC$ 958FlexibilityNo 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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