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Cheap flights from Toronto Pearson Intl Airport to Simpson Bay from C$ 191

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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SXM
3 Aug — 10 Aug1
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 29 July 2025.

Round-trip from

C$ 582

One-way from

C$ 191

Popular in

February

Cheapest in

September

Average price

C$ 654

Good round-trip deal

C$ 618 or less

Good one-way deal

C$ 246 or less
American Airlines
  • American Airlines
  • 27/9-1/10
  • 4 total stops
  • 42h 28m total
  • Toronto to Simpson Bay
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Copa Airlines
  • Copa Airlines
  • 6/9
  • 1 total stop
  • 26h 26m total
  • Toronto to Simpson Bay
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Highest demand for flights based on searches. 12% potential increase in price (C$ 123 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 22 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 29 July 2025.

Sat 27/93:45 p.m.YYZ - SXM
2 stops21h 34mAmerican Airlines
Wed 1/102:20 p.m.SXM - YYZ
2 stops20h 54mAmerican Airlines
Deal found 28/7C$ 582
Sat 8/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 15/111:05 p.m.SXM - YYZ
1 stop24h 02mAir Transat
Deal found 27/7C$ 587
Sun 28/98:30 a.m.YYZ - SXM
Nonstop4h 44mMultiple Airlines
Fri 3/103:05 p.m.SXM - YYZ
1 stop23h 00mMultiple Airlines
Deal found 28/7C$ 599
Thu 21/85:15 p.m.YYZ - SXM
2 stops43h 14mUnited Airlines
Sat 30/83:55 p.m.SXM - YYZ
2 stops27h 42mUnited Airlines
Deal found 27/7C$ 606
Sun 7/98:30 a.m.YYZ - SXM
Nonstop4h 44mWestJet
Sun 14/92:10 p.m.SXM - YYZ
Nonstop5h 00mWestJet
Deal found 28/7C$ 610
Tue 16/1210:15 a.m.YYZ - SXM
Nonstop4h 45mAir Canada
Wed 24/125:00 p.m.SXM - YYZ
Nonstop5h 15mAir Canada
Deal found 28/7C$ 645
Mon 29/96:15 a.m.YYZ - SXM
1 stop7h 35mDelta
Fri 3/103:20 p.m.SXM - YYZ
1 stop8h 35mDelta
Deal found 28/7C$ 694

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 29 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 27/9

3:45 p.m.-1:19 p.m.

2 stops21h 34m

Simpson Bay Princess Juliana

Wed 1/10

2:20 p.m.-11:14 a.m.

2 stops20h 54m

C$ 582

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 28/9

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

Nonstop4h 44m

Simpson Bay Princess Juliana

Fri 3/10

3:05 p.m.-2:05 p.m.

1 stop23h 00m

C$ 599

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 21/8

5:15 p.m.-12:29 p.m.

2 stops43h 14m

Simpson Bay Princess Juliana

Sat 30/8

3:55 p.m.-7:37 p.m.

2 stops27h 42m

C$ 606

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 7/9

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

Nonstop4h 44m

Simpson Bay Princess Juliana

Sun 14/9

2:10 p.m.-7:10 p.m.

Nonstop5h 00m

C$ 610

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 4/9

9:00 a.m.-11:26 a.m.

1 stop26h 26m

Simpson Bay Princess Juliana

Wed 10/9

12:25 p.m.-1:13 a.m.

1 stop12h 48m

C$ 668

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 29/9

6:15 a.m.-1:50 p.m.

1 stop7h 35m

Simpson Bay Princess Juliana

Fri 3/10

3:20 p.m.-11:55 p.m.

1 stop8h 35m

C$ 694

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 6/9

9:00 a.m.-11:26 a.m.

1 stop26h 26m

C$ 191

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 21/8

9:00 p.m.-12:29 p.m.

2 stops39h 29m

C$ 195

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 7/9

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

Nonstop4h 44m

C$ 228

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 21/8

3:45 p.m.-2:31 p.m.

1 stop22h 46m

C$ 281

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/7

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 25 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 29 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 9% versus a flight at noon.

What’s the top layover airport for flights from Toronto Pearson Intl Airport to Simpson Bay?

Share of one-stop round-trip flights from Toronto Pearson Intl Airport to Simpson Bay chosen by Cheapflights users in the past 12 months, using the same layover each way.

Newark (EWR) – chosen by Cheapflights users on 36% of one-stop itineraries from Toronto Pearson Intl Airport to Simpson Bay on Cheapflights.

What’s the cheapest layover airport for flights from Toronto Pearson Intl Airport to Simpson Bay?

Average round-trip fare for 1-stop flights from Toronto Pearson Intl Airport to Simpson Bay, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Montreal (YUL) is the most affordable 1-stop option, with an average round-trip price of C$ 830.

What’s the fastest layover option from Toronto Pearson Intl Airport to Simpson Bay?

Shortest average travel time for 1-stop one-way flights from Toronto Pearson Intl Airport to Simpson Bay, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Charlotte (CLT) have the shortest average one-way travel time for 1-stop routes: 4h 54m.

Which airport typically offers the quickest layover for flights from Toronto Pearson Intl Airport to Simpson Bay?

Average layover duration for 1-stop one-way flights from Toronto Pearson Intl Airport to Simpson Bay, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Charlotte (CLT) offer the fastest connection on this route, with an average layover time of 1h 16m.

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 29 July 2025.
See what other customers who have flown with Caribbean Airlines,Delta, andCopa 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.
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Overall

8.1

Food

6.8

Crew

8.4

Boarding

8.1

Entertainment

6.7

Comfort

7.9

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Caribbean Airlines
8.1
Very good
166 reviews
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Overall

8.1

Food

6.8

Crew

8.4

Boarding

8.1

Entertainment

6.7

Comfort

7.9

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Delta
8.0
Very good
7,979 reviews
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Overall

8.1

Food

6.8

Crew

8.4

Boarding

8.1

Entertainment

6.7

Comfort

7.9

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Copa Airlines
7.5
Good
1,493 reviews
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Overall

8.1

Food

6.8

Crew

8.4

Boarding

8.1

Entertainment

6.7

Comfort

7.9

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
United Airlines
7.4
Good
8,896 reviews
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Overall

8.1

Food

6.8

Crew

8.4

Boarding

8.1

Entertainment

6.7

Comfort

7.9

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
American Airlines
7.2
Good
10,000 reviews
Caribbean Airlines
8.1
Very good
166 reviews
Check prices

Overall

8.1

Food

6.8

Crew

8.4

Boarding

8.1

Entertainment

6.7

Comfort

7.9

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

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.

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

    American Airlines, at C$ 582, was found to be the cheapest airline from Toronto Pearson Intl Airport to Simpson Bay.Alternate airlines to your destination round-trip include United Airlines and WestJet. These flights start at 9% 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 Copa Airlines (C$ 191), United Airlines (C$ 195), and WestJet (C$ 228).

  • 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$ 507, our data indicates the cheapest price to be C$ 206. The most popular route (Toronto Pearson Intl - Simpson Bay Princess Juliana), is priced around C$ 487.

  • 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 29 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 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 29 July 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 230AverageC$ 545FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 338AverageC$ 762FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 378AverageC$ 649FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 391AverageC$ 700FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 397AverageC$ 622FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air TransatCheapestC$ 484AverageC$ 749FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
WestJet EncoreCheapestC$ 605AverageC$ 1,240FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore flights
Caribbean AirlinesCheapestC$ 806AverageC$ 949FlexibilityNo 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?

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

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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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