Cheap flights from Toronto Pearson Intl Airport to Simpson Bay from C$ 210
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 17/11. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SXM
24 Nov — 1 Dec1
Round-trip
1 adult
Economy
Round-trip
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Toronto Pearson Intl to Simpson Bay Princess Juliana are usually found in June or October, booked 78 days in advance, depart on a Monday or Tuesday and return on a Wednesday
Cheap flight deals from Pearson Intl to Simpson Bay
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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 25 October 2026.
Mon 16/1110:53 a.m. -
2 stops25h 57m
Thu 26/112:52 p.m. -
2 stops34h 00m
Deal found 21/10C$ 438
Fri 13/113:35 p.m. -
1 stop23h 22m
Sat 21/112:10 p.m. -
1 stop20h 37m
Deal found 20/10C$ 440
Thu 29/107:26 p.m. -
2 stops41h 24m
Thu 5/112:52 p.m. -
2 stops34h 00m
Deal found 21/10C$ 458
Mon 16/118:40 p.m. -
1 stop16h 10m
Sat 21/112:10 p.m. -
1 stop20h 37m
Deal found 24/10C$ 459
Tue 8/129:30 a.m. -
Nonstop4h 55m
Tue 15/124:20 p.m. -
Nonstop5h 25m
Deal found 20/10C$ 464
Sat 5/127:44 p.m. -
2 stops41h 06m
Sat 19/125:00 p.m. -
2 stops25h 49m
Deal found 21/10C$ 465
Sat 24/105:29 p.m. -
2 stops22h 10m
Thu 29/102:23 p.m. -
1 stop9h 06m
Deal found 21/10C$ 472
Mon 26/109:30 a.m. -
Nonstop4h 55m
Mon 2/114:20 p.m. -
Nonstop5h 25m
Deal found 23/10C$ 476
Sat 24/105:51 p.m. -
2 stops19h 32m
Sat 31/104:39 p.m. -
2 stops20h 53m
Deal found 21/10C$ 479
Best flights from Pearson Intl to Simpson Bay
Discover carefully curated flight deals from Pearson Intl to Simpson Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 25 October 2026.
Fri 13/113:35 p.m. -
2 stops21h 15m
Sat 21/115:00 p.m. -
2 stops17h 47m
Deal found 22/10C$ 476
Sun 10/15:55 p.m. -
2 stops18h 55m
Sun 24/15:00 p.m. -
2 stops21h 43m
Deal found 21/10C$ 493
Sat 12/126:45 a.m. -
1 stop8h 12m
Fri 18/122:52 p.m. -
1 stop9h 34m
Deal found 21/10C$ 515
Fri 5/22:43 p.m. -
2 stops24h 14m
Thu 11/25:00 p.m. -
2 stops29h 15m
Deal found 24/10C$ 529
Wed 16/123:35 p.m. -
1 stop23h 22m
Wed 23/122:10 p.m. -
1 stop10h 49m
Deal found 24/10C$ 539
Mon 9/113:35 p.m. -
2 stops21h 15m
Sat 21/112:10 p.m. -
1 stop20h 37m
Deal found 20/10C$ 597
Tue 5/110:53 a.m. -
2 stops25h 57m
Wed 20/12:52 p.m. -
2 stops24h 11m
Deal found 20/10C$ 611
Mon 4/112:55 p.m. -
2 stops23h 55m
Wed 20/12:52 p.m. -
2 stops29h 09m
Deal found 20/10C$ 611
Sun 24/17:44 p.m. -
2 stops17h 06m
Tue 2/32:52 p.m. -
2 stops24h 19m
Deal found 22/10C$ 633
Sun 10/16:40 p.m. -
1 stop18h 10m
Mon 25/12:52 p.m. -
1 stop19h 22m
Deal found 21/10C$ 634
Fri 4/128:40 p.m. -
2 stops16h 10m
Wed 9/122:52 p.m. -
1 stop9h 34m
Deal found 23/10C$ 660
Sun 13/127:44 p.m. -
2 stops17h 06m
Sat 19/125:00 p.m. -
1 stop7h 52m
Deal found 24/10C$ 692
Direct flights from Pearson Intl to Simpson Bay
Explore direct flight options from Pearson Intl to Simpson Bay based on user searches, and compare prices and availability for your desired travel dates. Data last updated 25 October 2026.
Tue 8/129:30 a.m. -
Nonstop4h 55m
Tue 15/124:20 p.m. -
Nonstop5h 25m
Deal found 20/10C$ 464
Sun 6/129:30 a.m. -
Nonstop4h 55m
Sun 13/124:20 p.m. -
Nonstop5h 25m
Deal found 21/10C$ 493
Tue 8/129:50 a.m. -
Nonstop4h 55m
Tue 15/124:45 p.m. -
Nonstop5h 20m
Deal found 20/10C$ 494
Tue 2/36:30 a.m. -
Nonstop4h 45m
Tue 9/31:25 p.m. -
Nonstop5h 25m
Deal found 20/10C$ 515
Sat 30/16:30 a.m. -
Nonstop4h 45m
Sat 6/21:25 p.m. -
Nonstop5h 25m
Deal found 20/10C$ 521
Sun 6/129:30 a.m. -
Nonstop4h 55m
Thu 10/124:20 p.m. -
Nonstop5h 25m
Deal found 24/10C$ 528
Mon 18/19:30 a.m. -
Nonstop4h 55m
Tue 2/34:20 p.m. -
Nonstop5h 25m
Deal found 24/10C$ 529
Wed 3/39:50 a.m. -
Nonstop4h 50m
Tue 9/34:40 p.m. -
Nonstop5h 15m
Deal found 20/10C$ 531
Mon 11/19:30 a.m. -
Nonstop4h 55m
Fri 15/14:20 p.m. -
Nonstop5h 25m
Deal found 21/10C$ 538
Last-minute flights from Pearson Intl to Simpson Bay
Discover last-minute flight deals from Pearson Intl to Simpson Bay. Data last updated 25 October 2026 and is based on user searches.
Sat 24/105:29 p.m. -
2 stops22h 10m
Thu 29/102:23 p.m. -
1 stop9h 06m
Deal found 21/10C$ 472
Sat 24/105:51 p.m. -
2 stops19h 32m
Sat 31/104:39 p.m. -
2 stops20h 53m
Deal found 21/10C$ 479
Mon 26/109:30 a.m. -
Nonstop4h 55m
Mon 2/114:20 p.m. -
Nonstop5h 25m
Deal found 23/10C$ 476
Mon 26/109:50 a.m. -
Nonstop4h 55m
Mon 2/114:45 p.m. -
Nonstop5h 20m
Deal found 22/10C$ 492
Thu 29/107:26 p.m. -
2 stops41h 24m
Thu 5/112:52 p.m. -
2 stops34h 00m
Deal found 21/10C$ 458
Fri 13/113:35 p.m. -
1 stop23h 22m
Sat 21/112:10 p.m. -
1 stop20h 37m
Deal found 20/10C$ 440
Mon 16/1110:53 a.m. -
2 stops25h 57m
Thu 26/112:52 p.m. -
2 stops34h 00m
Deal found 21/10C$ 438
Mon 16/115:55 p.m. -
2 stops18h 55m
Sat 21/115:00 p.m. -
2 stops17h 47m
Deal found 24/10C$ 459
One-way flights from Pearson Intl to Simpson Bay
Search for one-way flight options from Pearson Intl to Simpson Bay. Find affordable one-way fares based on user searches. Data last updated 25 October 2026.
Fri 30/1012:55 p.m. -
2 stops23h 55m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 20/10C$ 210
Mon 16/113:35 p.m. -
2 stops21h 15m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 23/10C$ 220
Thu 5/118:40 p.m. -
2 stops42h 17m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 24/10C$ 221
Fri 4/1211:00 p.m. -
1 stop14h 45m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 20/10C$ 224
Sat 5/125:11 p.m. -
2 stops20h 20m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 21/10C$ 227
Sat 16/110:00 a.m. -
1 stop26h 50m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 24/10C$ 228
Tue 15/129:50 a.m. -
Nonstop4h 55m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 20/10C$ 231
Wed 24/27:26 p.m. -
2 stops41h 24m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 21/10C$ 235
Tue 29/126:45 a.m. -
1 stop8h 12m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 21/10C$ 237
Tue 8/126:20 a.m. -
1 stop7h 25m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 23/10C$ 238
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 25 October 2026.
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 7,457,451 searches. Data last updated 25 October 2026.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Simpson Bay that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
Cheapest round-trip
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Tue 17/11
10:00 a.m.-1:50 p.m.
2 stops26h 50m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 210
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Fri 30/10
12:55 p.m.-12:50 p.m.
2 stops23h 55m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 210
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Mon 16/11
3:35 p.m.-1:50 p.m.
2 stops21h 15m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 220
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Thu 5/11
8:40 p.m.-3:57 p.m.
2 stops42h 17m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 221
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Sat 16/1
10:00 a.m.-1:50 p.m.
1 stop26h 50m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 228
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Wed 24/2
7:26 p.m.-1:50 p.m.
2 stops41h 24m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 235
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Tue 29/12
2:57 p.m.-3:57 p.m.
2 stops24h 00m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 237
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Fri 13/11
3:35 p.m.-1:50 p.m.
2 stops21h 15m
Simpson Bay Princess Juliana
Sat 21/11
5:00 p.m.-9:47 a.m.
2 stops17h 47m
C$ 476
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Sun 10/1
5:55 p.m.-1:50 p.m.
2 stops18h 55m
Simpson Bay Princess Juliana
Sun 24/1
5:00 p.m.-1:43 p.m.
2 stops21h 43m
C$ 493
Quickest round-trip
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Sat 12/12
6:45 a.m.-3:57 p.m.
1 stop8h 12m
Simpson Bay Princess Juliana
Fri 18/12
2:52 p.m.-11:26 p.m.
1 stop9h 34m
C$ 515
Flights are sorted by cheapest round-trip flights first.
Deals found on 21/10
Showing 1-10 of 19 resultsSorted by cheapest first
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.
YYZ-SXM
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
Prices
Delays
More
How far ahead should I book a flight from Toronto Pearson Intl Airport to Simpson Bay?
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 77 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, June is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 490). Flying from Toronto Pearson Intl Airport to Simpson Bay in February is currently the most expensive (average of C$ 755). 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 25 October 2026.
When flying from Toronto Pearson Intl Airport to Simpson Bay, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How much does it cost to fly round-trip from Toronto Pearson Intl Airport to Simpson Bay?
Airfare is typical for this route at the moment.
Toronto Pearson Intl Airport to Simpson Bay flights typically cost between C$ 430 and C$ 706 in November.The cheapest round-trip price found within the last 5 days was C$ 438 on United Airlines (16 Nov-26 Nov).
How often are flights from Toronto to Simpson Bay delayed?
About 27% of weekly flights between Toronto and Simpson Bay have experienced delays in the past year, with the average delay time being 118 minutes.
What is the most punctual flight time for Toronto to Simpson Bay flights?
Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Toronto to Simpson Bay flights?
Over the past year, WestJet has had the lowest number of delays on this route, with just 21% of flights being delayed.
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.
Montreal (YUL) – chosen by Cheapflights users on 40% 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.
Miami (MIA) is the most affordable 1-stop option, with an average round-trip price of C$ 599.
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 Newark (EWR) have the shortest average one-way travel time for 1-stop routes: 7h 13m.
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 20m.
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 25 October 2026.
See what other customers who have flown with Air Transat,United Airlines, andWestJet 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.
Had to bus to the plane which made priority boarding at the back of the bus
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 5 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 21h 15m. United Airlines provides one of the quickest options available for as low as C$ 476. 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$ 183, 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 69% 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 Air Transat (C$ 181), Air Canada (C$ 189), and WestJet (C$ 191).
What are the most reliable airlines from Toronto Pearson Intl Airport to Simpson Bay?
Consider WestJet (81%), Air Canada (64%) or Air Canada Rouge (64%) 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$ 839, 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$ 465.
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, June is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of C$ 490). Flying from Toronto Pearson Intl Airport to Simpson Bay in February is currently the most expensive (average of C$ 755). 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.
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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 25 October 2026.
Browse through other flights departing from Pearson Intl. Flights are based on user searches made on Cheapflights and were last updated on 25 October 2026.
Explore flights to Simpson Bay departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 25 October 2026.
Top 5 airlines flying from Pearson Intl to Simpson Bay
Discover the top 5 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 7,457,451 searches. Data last updated 25 October 2026.
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
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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