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Cheap flights from Toronto Pearson Intl Airport to Simpson Bay from C$ 199

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 1/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SXM
11 ene. — 18 ene.1
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 April, booked 79 days in advance, depart on a Wednesday or Tuesday and return on a Friday

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 12 diciembre 2025.

mié. 31/129:00 a.m.YYZ - SXM
2 stops27h 50mUnited Airlines
mié. 29/43:50 p.m.SXM - YYZ
1 stop18h 14mUnited Airlines
Deal found 10/12C$ 410
mié. 31/129:00 a.m.YYZ - SXM
2 stops27h 50mUnited Airlines
sáb. 10/12:40 p.m.SXM - YYZ
1 stop24h 21mUnited Airlines
Deal found 10/12C$ 412
mié. 31/129:00 a.m.YYZ - SXM
2 stops27h 50mUnited Airlines
mié. 22/43:50 p.m.SXM - YYZ
1 stop22h 29mUnited Airlines
Deal found 10/12C$ 480
mié. 31/124:44 p.m.YYZ - SXM
1 stop20h 15mAmerican Airlines
lun. 12/15:33 p.m.SXM - YYZ
1 stop19h 45mAmerican Airlines
Deal found 10/12C$ 485
mar. 30/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
lun. 12/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 10/12C$ 505
mar. 23/126:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
mar. 30/121:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 11/12C$ 508
mar. 30/127:40 p.m.YYZ - SXM
1 stop17h 10mUnited Airlines
mié. 29/43:50 p.m.SXM - YYZ
2 stops18h 05mUnited Airlines
Deal found 10/12C$ 524
mar. 30/127:40 p.m.YYZ - SXM
2 stops19h 11mUnited Airlines
sáb. 10/12:40 p.m.SXM - YYZ
2 stops22h 08mUnited Airlines
Deal found 10/12C$ 527
mar. 30/126:30 a.m.YYZ - SXM
Nonstop4h 45mMultiple Airlines
jue. 15/14:20 p.m.SXM - YYZ
Nonstop5h 23mMultiple Airlines
Deal found 10/12C$ 557
mar. 23/126:30 a.m.YYZ - SXM
Nonstop4h 45mMultiple Airlines
mié. 14/14:20 p.m.SXM - YYZ
Nonstop5h 23mMultiple Airlines
Deal found 10/12C$ 564

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 12 diciembre 2025.

Round-trip from

C$ 410

One-way from

C$ 199

Popular in

August

Cheapest in

September

Average price

C$ 735

Good round-trip deal

C$ 462 or less

Good one-way deal

C$ 204 or less
United Airlines
  • United Airlines
  • 25/4-29/4
  • 3 total stops
  • 25h 59m total
  • Toronto to Simpson Bay
Search Deals
American Airlines
  • American Airlines
  • 1/3
  • 1 total stop
  • 17h 55m total
  • Toronto to Simpson Bay
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (C$ 14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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.
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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 12 diciembre 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

sáb. 24/1

2:45 p.m.-3:51 p.m.

2 stops24h 06m

Simpson Bay Princess Juliana

jue. 29/1

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

2 stops24h 09m

C$ 412

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

dom. 11/1

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

1 stop7h 21m

Simpson Bay Princess Juliana

dom. 18/1

4:55 p.m.-11:46 p.m.

1 stop7h 51m

C$ 412

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

mar. 6/1

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

2 stops17h 10m

Simpson Bay Princess Juliana

dom. 18/1

4:55 p.m.-9:58 a.m.

2 stops18h 03m

C$ 412

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

lun. 19/1

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

2 stops17h 10m

Simpson Bay Princess Juliana

mié. 28/1

2:52 p.m.-2:14 p.m.

2 stops24h 22m

C$ 430

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

lun. 12/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

mié. 21/1

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

Nonstop5h 23m

C$ 476

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

vie. 9/1

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

1 stop17h 57m

Simpson Bay Princess Juliana

dom. 18/1

4:55 p.m.-11:46 p.m.

1 stop7h 51m

C$ 480

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

sáb. 7/2

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

1 stop17h 10m

Simpson Bay Princess Juliana

jue. 12/2

2:52 p.m.-11:20 p.m.

1 stop9h 28m

C$ 480

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

dom. 8/3

7:30 a.m.-3:00 p.m.

1 stop7h 30m

Simpson Bay Princess Juliana

lun. 16/3

4:01 p.m.-10:15 a.m.

1 stop18h 14m

C$ 483

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

dom. 1/3

7:10 p.m.-2:05 p.m.

1 stop17h 55m

C$ 199

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

sáb. 7/3

4:05 p.m.-3:00 p.m.

1 stop21h 55m

C$ 199

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 19 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 5 December 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 79 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, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 309). Flying from Toronto Pearson Intl Airport to Simpson Bay in August is currently the most expensive (average of C$ 508). 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 12 diciembre 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.

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 12 diciembre 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
480 reviews
Check prices

Food

6.8

Boarding

7.9

Comfort

7.3

Overall

7.8

Entertainment

7.1

Crew

8.4

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
480 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Food

6.8

Boarding

7.9

Comfort

7.3

Overall

7.8

Entertainment

7.1

Crew

8.4

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
9,095 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Food

6.8

Boarding

7.9

Comfort

7.3

Overall

7.8

Entertainment

7.1

Crew

8.4

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
11,050 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Food

6.8

Boarding

7.9

Comfort

7.3

Overall

7.8

Entertainment

7.1

Crew

8.4

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
3,195 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Food

6.8

Boarding

7.9

Comfort

7.3

Overall

7.8

Entertainment

7.1

Crew

8.4

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
10,516 reviews
Air Transat
7.8
Good
480 reviews
Check prices

Food

6.8

Boarding

7.9

Comfort

7.3

Overall

7.8

Entertainment

7.1

Crew

8.4

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 is 1 flight 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 24h 06m. United Airlines provides one of the quickest options available for as low as C$ 412. 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$ 211, was found to be the cheapest airline from Toronto Pearson Intl Airport to Simpson Bay.Alternate airlines to your destination round-trip include American Airlines and Air Canada. These flights start at 68% 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$ 170), United Airlines (C$ 180), and American Airlines (C$ 183).

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

    Consider WestJet (74%), Air Transat (60%) or Air Canada (46%) 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$ 428, our data indicates the cheapest price to be C$ 188. The most popular route (Toronto Pearson Intl - Simpson Bay Princess Juliana), is priced around C$ 410.

  • 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, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 309). Flying from Toronto Pearson Intl Airport to Simpson Bay in August is currently the most expensive (average of C$ 508). 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 12 diciembre 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 12 diciembre 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 349AverageC$ 560FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 399AverageC$ 610FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 413AverageC$ 652FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 480AverageC$ 708FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air TransatCheapestC$ 515AverageC$ 731FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
DeltaCheapestC$ 634AverageC$ 766FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Caribbean AirlinesCheapestC$ 810AverageC$ 959FlexibilityNo 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?

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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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