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Cheap flights from Toronto Pearson Intl Airport to Simpson Bay from C$ 209

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 21/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SXM
23 Jul — 30 Jul1
1 adult

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

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 18 July 2025.

Round-trip from

C$ 555

One-way from

C$ 209

Popular in

February

Cheapest in

September

Average price

C$ 643

Good round-trip deal

C$ 625 or less

Good one-way deal

C$ 274 or less
United Airlines
  • United Airlines
  • 13/12-24/12
  • 2 total stops
  • 37h 33m total
  • Toronto to Simpson Bay
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WestJet
  • WestJet
  • 21/9
  • Nonstop
  • 4h 44m total
  • Toronto to Simpson Bay
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Highest demand for flights based on searches. 13% potential increase in price (C$ 134 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 24 potential savings vs. average RT price).
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Average for round-trip flights in July 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 18 July 2025.

Sat 13/126:40 p.m.YYZ - SXM
2 stops20h 17mUnited Airlines
Wed 24/122:53 p.m.SXM - YYZ
2 stops20h 02mUnited Airlines
Deal found 16/7C$ 555
Sun 30/1112:10 p.m.YYZ - SXM
2 stops24h 40mAir Canada
Fri 5/122:52 p.m.SXM - YYZ
1 stop23h 51mAir Canada
Deal found 17/7C$ 558
Sat 29/116:30 a.m.YYZ - SXM
Nonstop4h 45mMultiple Airlines
Mon 8/124:20 p.m.SXM - YYZ
Nonstop5h 23mMultiple Airlines
Deal found 15/7C$ 562
Thu 14/87:25 p.m.YYZ - SXM
2 stops19h 44mAmerican Airlines
Mon 25/84:30 p.m.SXM - YYZ
2 stops19h 31mAmerican Airlines
Deal found 16/7C$ 567
Sun 31/88:30 a.m.YYZ - SXM
Nonstop4h 45mWestJet
Sun 7/92:10 p.m.SXM - YYZ
Nonstop5h 00mWestJet
Deal found 17/7C$ 583
Sat 8/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 15/111:05 p.m.SXM - YYZ
1 stop20h 05mAir Transat
Deal found 17/7C$ 609

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 18 July 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

Sat 13/12

6:40 p.m.-3:57 p.m.

2 stops20h 17m

Simpson Bay Princess Juliana

Wed 24/12

2:53 p.m.-9:55 a.m.

2 stops20h 02m

C$ 555

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 30/11

12:10 p.m.-1:50 p.m.

2 stops24h 40m

Simpson Bay Princess Juliana

Fri 5/12

2:52 p.m.-1:43 p.m.

1 stop23h 51m

C$ 558

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 29/11

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

Nonstop4h 45m

Simpson Bay Princess Juliana

Mon 8/12

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

Nonstop5h 23m

C$ 562

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

Fri 5/12

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

Nonstop5h 23m

C$ 566

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 11/1

7:15 p.m.-3:20 p.m.

2 stops19h 05m

Simpson Bay Princess Juliana

Thu 22/1

5:20 p.m.-10:11 a.m.

2 stops17h 51m

C$ 573

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 29/11

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

Nonstop5h 25m

C$ 580

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 21/9

8:30 a.m.-1:14 p.m.

Nonstop4h 44m

C$ 209

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 10/8

6:00 a.m.-3:09 p.m.

1 stop9h 09m

C$ 240

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 5/8

12:45 p.m.-12:29 p.m.

1 stop23h 44m

C$ 251

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 13/11

8:05 p.m.-1:50 p.m.

1 stop16h 45m

C$ 273

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/7

Showing 1-10 of 13 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 11 July 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$ 600). 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 18 July 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 8% 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 18 July 2025.
See what other customers who have flown with Delta,Air Transat, andUnited 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.
Delta
8.0
Very good
7,959 reviews
Check prices

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta
Delta
8.0
Very good
7,959 reviews
Delta
8.0
Very good
7,959 reviews
Check prices

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta
Air Transat
7.7
Good
416 reviews
Delta
8.0
Very good
7,959 reviews
Check prices

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta
United Airlines
7.4
Good
8,864 reviews
Delta
8.0
Very good
7,959 reviews
Check prices

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,959 reviews
Check prices

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta
WestJet
7.2
Good
2,948 reviews
Delta
8.0
Very good
7,959 reviews
Check prices

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta

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.

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

    United Airlines, at C$ 555, 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 12% 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$ 209), American Airlines (C$ 240), and United Airlines (C$ 251).

  • 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$ 602, our data indicates the cheapest price to be C$ 263. The most popular route (Toronto Pearson Intl - Simpson Bay Princess Juliana), is priced around C$ 447.

  • 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$ 600). 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 18 July 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 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 18 July 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 230AverageC$ 545FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 338AverageC$ 763FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 378AverageC$ 652FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 391AverageC$ 705FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 398AverageC$ 623FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air TransatCheapestC$ 482AverageC$ 749FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
WestJet EncoreCheapestC$ 606AverageC$ 1,242FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore 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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