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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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SXM
27 Nov — 4 Dec1
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 September or November, booked 58 days in advance, depart on a Wednesday or Monday and return on a Friday

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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 October 2025.

Sun 14/127:14 p.m.YYZ - SXM
1 stop17h 38mAmerican Airlines
Fri 19/123:10 p.m.SXM - YYZ
1 stop20h 06mAmerican Airlines
Deal found 27/10C$ 480
Sat 29/116:50 a.m.YYZ - SXM
1 stop8h 07mUnited Airlines
Sat 6/122:40 p.m.SXM - YYZ
1 stop20h 18mUnited Airlines
Deal found 27/10C$ 481
Tue 25/117:14 p.m.YYZ - SXM
2 stops20h 08mAmerican Airlines
Thu 4/122:51 p.m.SXM - YYZ
1 stop21h 21mAmerican Airlines
Deal found 25/10C$ 483
Sat 1/113:45 p.m.YYZ - SXM
2 stops24h 12mUnited Airlines
Sat 8/115:00 p.m.SXM - YYZ
2 stops19h 48mUnited Airlines
Deal found 26/10C$ 488
Fri 14/1111:59 a.m.YYZ - SXM
1 stop23h 03mAmerican Airlines
Thu 20/115:24 p.m.SXM - YYZ
2 stops17h 25mAmerican Airlines
Deal found 27/10C$ 490
Fri 12/127:40 p.m.YYZ - SXM
2 stops19h 17mUnited Airlines
Sat 20/122:40 p.m.SXM - YYZ
1 stop10h 19mUnited Airlines
Deal found 27/10C$ 491
Sun 2/119:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Tue 11/114:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 28/10C$ 501
Sun 9/119:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Fri 14/114:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 27/10C$ 504
Sun 2/117:14 p.m.YYZ - SXM
1 stop17h 36mAmerican Airlines
Thu 6/113:20 p.m.SXM - YYZ
1 stop9h 34mAmerican Airlines
Deal found 25/10C$ 505

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 28 October 2025.

Round-trip from

C$ 474

One-way from

C$ 183

Popular in

August

Cheapest in

September

Average price

C$ 636

Good round-trip deal

C$ 591 or less

Good one-way deal

C$ 327 or less
United Airlines
  • United Airlines
  • 26/1-3/2
  • 4 total stops
  • 51h 04m total
  • Toronto to Simpson Bay
Search Deals
United Airlines
  • United Airlines
  • 12/12
  • 2 total stops
  • 32h 47m total
  • Toronto to Simpson Bay
Search Deals
Highest demand for flights based on searches. 0% potential increase in price (C$ 0 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 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 29/11

6:50 a.m.-3:57 p.m.

1 stop8h 07m

Simpson Bay Princess Juliana

Sat 6/12

5:00 p.m.-9:58 a.m.

2 stops17h 58m

C$ 481

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 1/2

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

2 stops17h 10m

Simpson Bay Princess Juliana

Thu 12/2

2:52 p.m.-9:58 a.m.

2 stops20h 06m

C$ 483

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 2/2

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

2 stops17h 10m

Simpson Bay Princess Juliana

Thu 12/2

2:52 p.m.-9:58 a.m.

2 stops20h 06m

C$ 483

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 1/2

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

2 stops17h 10m

Simpson Bay Princess Juliana

Wed 11/2

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

2 stops24h 09m

C$ 483

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 12/12

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

1 stop17h 57m

Simpson Bay Princess Juliana

Sat 20/12

2:40 p.m.-11:59 p.m.

1 stop10h 19m

C$ 485

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 31/1

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

1 stop17h 10m

Simpson Bay Princess Juliana

Sat 7/2

2:40 p.m.-11:54 p.m.

1 stop10h 14m

C$ 490

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 18/1

7:30 a.m.-3:51 p.m.

1 stop7h 21m

Simpson Bay Princess Juliana

Wed 28/1

2:52 p.m.-9:58 a.m.

2 stops20h 06m

C$ 501

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 12/11

10:00 a.m.-1:50 p.m.

2 stops26h 50m

C$ 183

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 12/12

5:30 p.m.-3:57 p.m.

1 stop21h 27m

C$ 183

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 28/11

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

1 stop17h 10m

C$ 189

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/10

Showing 1-10 of 17 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 24 October 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 58 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, November is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 222). Flying from Toronto Pearson Intl Airport to Simpson Bay in August is currently the most expensive (average of C$ 515). 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 October 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 at noon, which can drop the price by up to 61% versus a flight in the evening.

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 October 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
7.8
Good
469 reviews
Check prices

Overall

7.8

Comfort

7.4

Entertainment

7.1

Food

6.8

Boarding

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
Air Transat
7.8
Good
469 reviews
Air Transat
7.8
Good
469 reviews
Check prices

Overall

7.8

Comfort

7.4

Entertainment

7.1

Food

6.8

Boarding

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
United Airlines
7.4
Good
8,996 reviews
Air Transat
7.8
Good
469 reviews
Check prices

Overall

7.8

Comfort

7.4

Entertainment

7.1

Food

6.8

Boarding

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
American Airlines
7.2
Good
11,034 reviews
Air Transat
7.8
Good
469 reviews
Check prices

Overall

7.8

Comfort

7.4

Entertainment

7.1

Food

6.8

Boarding

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
WestJet
7.2
Good
3,148 reviews
Air Transat
7.8
Good
469 reviews
Check prices

Overall

7.8

Comfort

7.4

Entertainment

7.1

Food

6.8

Boarding

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.
Air Canada
7.1
Good
10,370 reviews
Air Transat
7.8
Good
469 reviews
Check prices

Overall

7.8

Comfort

7.4

Entertainment

7.1

Food

6.8

Boarding

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

YYZ - YUL

Easy, fast onboarding, very friendly staff. Seats were very narrow, OK for me but we were elbow to elbow with both neighbours of small size. The seat width should be indicated at the time of booking to prevent an uncomfortable situation with oversized travellers.

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 8h 07m. United Airlines provides one of the quickest options available for as low as C$ 481. 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$ 260, 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 62% 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$ 567, our data indicates the cheapest price to be C$ 252. The most popular route (Toronto Pearson Intl - Simpson Bay Princess Juliana), is priced around C$ 380.

  • 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, November is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 222). Flying from Toronto Pearson Intl Airport to Simpson Bay in August is currently the most expensive (average of C$ 515). 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 October 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 28 October 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 260AverageC$ 566FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 344AverageC$ 777FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapestC$ 422AverageC$ 621FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 435AverageC$ 674FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 483AverageC$ 726FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air TransatCheapestC$ 499AverageC$ 747FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
Caribbean AirlinesCheapestC$ 822AverageC$ 967FlexibilityNo cancel feeOn-timeN/A
Search Caribbean Airlines flights

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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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