Cheap flights from Toronto to Simpson Bay from C$ 219
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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — SXM
10 Dec — 17 Dec1
Round-trip
1 adult
Economy
Round-trip
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Toronto to Simpson Bay Princess Juliana are usually found in June or October, booked 55 days in advance, depart on a Monday or Tuesday and return on a Wednesday
Cheap flight deals from Toronto to Simpson Bay
Enter your travel dates to find the best prices.
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Cheapest flights from Toronto to Simpson Bay
Explore the most affordable flight options available from Toronto to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 November 2026.
Fri 11/127:26 p.m. -
1 stop19h 31m
Thu 17/122:52 p.m. -
1 stop19h 22m
Deal found 6/11C$ 430
Fri 13/112:45 p.m. -
2 stops21h 22m
Sat 21/112:10 p.m. -
1 stop24h 53m
Deal found 9/11C$ 454
Sat 7/117:44 p.m. -
2 stops41h 06m
Sat 12/125:00 p.m. -
2 stops17h 47m
Deal found 6/11C$ 456
Fri 11/1210:53 a.m. -
1 stop28h 04m
Thu 17/122:10 p.m. -
1 stop10h 49m
Deal found 7/11C$ 457
Sun 6/127:44 p.m. -
2 stops17h 06m
Wed 9/122:52 p.m. -
2 stops24h 33m
Deal found 6/11C$ 485
Sat 7/116:45 a.m. -
1 stop8h 12m
Sat 14/112:10 p.m. -
1 stop10h 49m
Deal found 6/11C$ 492
Mon 7/129:55 a.m. -
Nonstop4h 55m
Tue 15/124:50 p.m. -
Nonstop5h 20m
Deal found 5/11C$ 497
Sun 6/129:55 a.m. -
Nonstop4h 55m
Tue 15/124:50 p.m. -
Nonstop5h 20m
Deal found 8/11C$ 502
Best flights from Toronto to Simpson Bay
Discover carefully curated flight deals from Toronto to Simpson Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 10 November 2026.
Fri 4/127:44 p.m. -
2 stops41h 06m
Fri 18/122:10 p.m. -
2 stops20h 04m
Deal found 9/11C$ 511
Sat 6/26:30 a.m. -
Nonstop4h 45m
Tue 16/21:25 p.m. -
Nonstop5h 25m
Deal found 9/11C$ 624
Sat 5/127:44 p.m. -
2 stops41h 06m
Sat 19/122:10 p.m. -
2 stops28h 39m
Deal found 7/11C$ 512
Tue 15/126:40 p.m. -
2 stops44h 17m
Wed 23/122:10 p.m. -
1 stop27h 37m
Deal found 6/11C$ 512
Sat 28/116:45 a.m. -
1 stop8h 12m
Wed 2/122:52 p.m. -
2 stops28h 53m
Deal found 9/11C$ 518
Sun 28/26:40 p.m. -
1 stop20h 08m
Fri 5/34:55 p.m. -
2 stops26h 04m
Deal found 9/11C$ 549
Wed 16/125:55 p.m. -
1 stop21h 02m
Wed 23/122:10 p.m. -
1 stop27h 37m
Deal found 6/11C$ 549
Fri 1/18:35 a.m. -
2 stops28h 15m
Fri 8/15:00 p.m. -
2 stops24h 47m
Deal found 7/11C$ 586
Sun 17/110:53 a.m. -
2 stops25h 57m
Thu 21/12:52 p.m. -
2 stops19h 55m
Deal found 5/11C$ 587
Sun 17/12:43 p.m. -
1 stop22h 07m
Sun 24/15:00 p.m. -
2 stops24h 47m
Deal found 10/11C$ 591
Wed 23/127:44 p.m. -
2 stops19h 13m
Tue 29/122:10 p.m. -
2 stops25h 07m
Deal found 6/11C$ 632
Direct flights from Toronto to Simpson Bay
Explore direct flight options from Toronto to Simpson Bay based on user searches, and compare prices and availability for your desired travel dates. Data last updated 10 November 2026.
Sun 6/129:55 a.m. -
Nonstop4h 55m
Tue 15/124:50 p.m. -
Nonstop5h 20m
Deal found 8/11C$ 492
Mon 7/129:55 a.m. -
Nonstop4h 55m
Tue 15/124:50 p.m. -
Nonstop5h 20m
Deal found 5/11C$ 497
Sun 22/119:50 a.m. -
Nonstop4h 55m
Fri 4/124:50 p.m. -
Nonstop5h 20m
Deal found 9/11C$ 508
Mon 7/129:55 a.m. -
Nonstop4h 55m
Wed 16/124:50 p.m. -
Nonstop5h 20m
Deal found 6/11C$ 512
Fri 11/129:30 a.m. -
Nonstop4h 55m
Thu 17/124:20 p.m. -
Nonstop5h 25m
Deal found 7/11C$ 514
Fri 11/129:30 a.m. -
Nonstop4h 55m
Wed 16/124:20 p.m. -
Nonstop5h 25m
Deal found 6/11C$ 535
Fri 11/129:30 a.m. -
Nonstop4h 55m
Fri 18/124:20 p.m. -
Nonstop5h 25m
Deal found 6/11C$ 557
Last-minute flights from Toronto to Simpson Bay
Discover last-minute flight deals from Toronto to Simpson Bay. Data last updated 10 November 2026 and is based on user searches.
Sat 7/117:44 p.m. -
2 stops41h 06m
Sat 14/112:10 p.m. -
1 stop10h 49m
Deal found 6/11C$ 456
Fri 13/112:45 p.m. -
2 stops21h 22m
Sat 21/112:10 p.m. -
1 stop24h 53m
Deal found 9/11C$ 454
Sun 6/127:44 p.m. -
2 stops17h 06m
Wed 9/122:52 p.m. -
2 stops24h 33m
Deal found 6/11C$ 485
Sun 6/129:55 a.m. -
Nonstop4h 55m
Tue 15/124:50 p.m. -
Nonstop5h 20m
Deal found 8/11C$ 502
Mon 7/129:55 a.m. -
Nonstop4h 55m
Tue 15/124:50 p.m. -
Nonstop5h 20m
Deal found 5/11C$ 497
Fri 11/127:26 p.m. -
1 stop19h 31m
Thu 17/122:52 p.m. -
1 stop19h 22m
Deal found 6/11C$ 430
Fri 11/1210:53 a.m. -
1 stop28h 04m
Thu 17/122:10 p.m. -
1 stop10h 49m
Deal found 7/11C$ 457
One-way flights from Toronto to Simpson Bay
Search for one-way flight options from Toronto to Simpson Bay. Find affordable one-way fares based on user searches. Data last updated 10 November 2026.
Fri 11/128:40 p.m. -
2 stops16h 10m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 8/11C$ 219
Thu 26/117:26 p.m. -
2 stops41h 24m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 9/11C$ 226
Fri 11/129:30 a.m. -
Nonstop4h 55m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 8/11C$ 230
Tue 8/129:55 a.m. -
Nonstop4h 55m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/11C$ 241
Sat 16/12:45 p.m. -
1 stop22h 05m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 8/11C$ 257
Thu 7/17:26 p.m. -
2 stops17h 24m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/11C$ 258
Tue 8/126:00 p.m. -
1 stop18h 32m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/11C$ 262
Sun 15/116:07 p.m. -
1 stop18h 19m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 9/11C$ 265
Thu 21/16:00 p.m. -
2 stops17h 34m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 5/11C$ 271
Sun 15/117:26 p.m. -
2 stops41h 24m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 5/11C$ 272
Tue 29/128:40 p.m. -
1 stop15h 27m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 9/11C$ 274
Find flight deals from Toronto to Simpson Bay
Discover tips and strategies to find the most affordable flight options for your journey from Toronto (YTO) 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 10 November 2026.
Customize your flight search to find flights from Toronto 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 10 November 2026.
Use the filters below to find and compare flights from Toronto 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
Fri 11/12
3:35 p.m.-3:57 p.m.
1 stop23h 22m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 219
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Fri 27/11
10:00 a.m.-1:07 p.m.
2 stops26h 07m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 219
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Thu 10/12
8:40 p.m.-1:50 p.m.
2 stops40h 10m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 219
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Thu 26/11
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$ 226
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Sat 30/1
6:45 a.m.-1:50 p.m.
2 stops30h 05m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 257
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Fri 29/1
3:35 p.m.-3:57 p.m.
1 stop23h 22m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 257
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Sat 16/1
2:45 p.m.-1:50 p.m.
1 stop22h 05m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 257
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Mon 11/1
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$ 258
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Sat 9/1
7:44 p.m.-1:50 p.m.
1 stop17h 06m
Simpson Bay Princess Juliana
Wed 31/12
12:00 a.m.-11:00 p.m.
Nonstop0h 00m
C$ 258
TorontoSimpson Bay
YYZ Toronto Pearson Intl - SXM Simpson Bay Princess Juliana
YYZSXM
Toronto Pearson Intl
Fri 4/12
7:44 p.m.-1:50 p.m.
2 stops41h 06m
Simpson Bay Princess Juliana
Fri 18/12
2:10 p.m.-9:14 a.m.
2 stops20h 04m
C$ 511
Flights are sorted by cheapest round-trip flights first.
Deals found on 7/11
Showing 1-10 of 20 resultsSorted by cheapest first
1
2
Best time to book a flight from Toronto to Simpson Bay
Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Toronto with our price prediction graph.
YTO-SXM
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 to Simpson Bay
YTO-SXM
YYZ-SXM
What is the cheapest month to book a flight from Toronto to Simpson Bay?
Currently, June is the cheapest month in which you can book a flight from Toronto to Simpson Bay (average of C$ 494). Flying from Toronto to Simpson Bay in February is currently the most expensive (average of C$ 745). 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 YTO to SXM?
Find hourly flight availability from Toronto 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 10 November 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Toronto to Simpson Bay as you normally would.
How much does it cost to fly round-trip from Toronto to Simpson Bay?
Airfare is below average for this route at the moment.
Toronto to Simpson Bay flights typically cost between C$ 485 and C$ 782 in December.The cheapest round-trip price found within the last 5 days was C$ 430 on Lufthansa (11 Dec-17 Dec).
What’s the top layover airport for flights from Toronto to Simpson Bay?
Share of one-stop round-trip flights from Toronto 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 42% of one-stop itineraries from Toronto to Simpson Bay on Cheapflights.
What’s the cheapest layover airport for flights from Toronto to Simpson Bay?
Average round-trip fare for 1-stop flights from Toronto 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$ 604.
What’s the fastest layover option from Toronto to Simpson Bay?
Shortest average travel time for 1-stop one-way flights from Toronto 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 to Simpson Bay?
Average layover duration for 1-stop one-way flights from Toronto 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.
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.
How far ahead should I book a flight from Toronto to Simpson Bay?
Booking 77 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto to Simpson Bay. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 10 November 2026.
Check out reviews from past customers who have flown with Air Transat,United Airlines, andWestJet from Toronto to Simpson Bay to help guide your decision. You can also see how each airline stacks up 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 Toronto 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?
Located just 0.9 km from the city centre, Simpson Bay Princess Juliana is the airport most travellers will use when flying to Simpson Bay from Toronto. Booking flights from Toronto to Princess Juliana (SXM) should be relatively easy as there is 1 daily inbound flight from Toronto from 5 different airlines.
How long is the flight from Toronto to Simpson Bay?
United Airlines can get you from Toronto to Simpson Bay in just under 41h 06m. Your travel time can differ by up to . The distance from Toronto to Simpson Bay is about 3241 km.
What are the cheapest airlines flying from Toronto to Simpson Bay round-trip?
Our cheapest airline available from Toronto to Simpson Bay is United Airlines. Our recent data shows that you can find tickets from as low as C$ 184 on this airline. Additional options worth looking into are Air Canada and Air Transat, starting at C$ 319 and C$ 357 round-trip. United Airlines is 71% cheaper than the average price of flights available within the next 90 days to this destination.
What are the cheapest airlines to fly from Toronto to Simpson Bay one-way?
The cheapest airlines for a one-way flight from Toronto to Simpson Bay are Air Transat (C$ 182), Air Canada (C$ 190), and WestJet (C$ 192).
What are the most reliable airlines from Toronto to Simpson Bay?
The top 3 most reliable airlines when flying from Toronto to Simpson Bay are WestJet (87%), Air Canada (50%) and Air Canada Rouge (50%).
What are the cheapest flights from Toronto to Simpson Bay?
Looking at all options, your cheapest flight can be booked for C$ 207. While the most popular route (Toronto Pearson Intl - Simpson Bay Princess Juliana) can be booked for C$ 454 on average, our data indicates C$ 885 when flying from Toronto to Simpson Bay.
Can I find deals for business class flights from Toronto to Simpson Bay?
Yes. Cheapflights offers flight deals from Toronto 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 to Simpson Bay?
Currently, June is the cheapest month in which you can book a flight from Toronto to Simpson Bay (average of C$ 494). Flying from Toronto to Simpson Bay in February is currently the most expensive (average of C$ 745). 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.
Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg
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Fly from Toronto to Simpson Bay on these airlines
Choose from the following airlines for your flight from Toronto to Simpson Bay. Flights are based on user searches made on Cheapflights and were last updated on 10 November 2026.
Browse through other flights departing from Toronto. Flights are based on user searches made on Cheapflights and were last updated on 10 November 2026.
Explore flights to Simpson Bay departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 10 November 2026.
Discover the top 5 airlines that operate flights from Toronto 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 10 November 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 Toronto to Simpson Bay?
Deals for Toronto to Simpson Bay flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Why should you use Cheapflights to find cheap flight tickets from Toronto to Simpson Bay?
Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Toronto to Simpson Bay for you. Better yet — we are completely free to use.
Can Cheapflights find flights from Toronto to Simpson Bay with no change fees?
Yes, we can. To see specific flights from Toronto to Simpson Bay with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Can Cheapflights notify me if prices for flights from Toronto to Simpson Bay become cheaper?
Of course! You can now track prices for flights from Toronto to Simpson Bay and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.
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