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Cheap flights from Toronto to Simpson Bay from C$ 175
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 30/10. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — SXM
17 Oct — 24 Oct1
Cheapflights Tip: The best prices from Toronto to Simpson Bay Princess Juliana are usually found in September or October, booked 24 days in advance, depart on a Tuesday or Wednesday and return on a Monday
Cheap 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 17 September 2025.
Round-trip from | C$ 501 |
|---|---|
One-way from | C$ 175 |
Popular in | December |
Cheapest in | September |
Average price | C$ 523 |
Good round-trip deal | C$ 570 or less |
Good one-way deal | C$ 268 or less |
Find flight deals from Toronto to Simpson Bay
Cheapest flights from Toronto to Simpson BayExplore 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 17 September 2025.
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 17 September 2025.
Sat 15/1111:51 a.m.YYZ - SXM
1 stop25h 09mAmerican Airlines
Mon 17/115:24 p.m.SXM - YYZ
2 stops18h 50mAmerican Airlines
Deal found 15/9C$ 502
Sat 6/126:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 13/121:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 16/9C$ 506
Sat 1/116:30 a.m.YYZ - SXM
Nonstop4h 45mMultiple Airlines
Sat 8/115:00 p.m.SXM - YYZ
Nonstop5h 15mMultiple Airlines
Deal found 17/9C$ 509
Sun 23/119:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Sun 7/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 15/9C$ 510
Sat 1/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 8/111:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 16/9C$ 516
Sat 6/121:00 p.m.YYZ - SXM
2 stops23h 18mAir Canada
Sat 13/123:40 p.m.SXM - YYZ
1 stop9h 24mAir Canada
Deal found 16/9C$ 519
Fri 5/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Sun 7/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Deal found 15/9C$ 521
Thu 30/108:50 a.m.YTZ - SXM
2 stops28h 00mMultiple Airlines
Thu 6/111:05 p.m.SXM - YTZ
1 stop24h 45mMultiple Airlines
Deal found 16/9C$ 550
Wed 31/127:55 a.m.YTZ - SXM
1 stop27h 00mAir Transat
Thu 15/11:05 p.m.SXM - YTZ
1 stop8h 45mAir Transat
Deal found 15/9C$ 788
Tue 28/103:45 p.m.YTZ - SXM
2 stops19h 46mMultiple Airlines
Sat 1/1112:05 p.m.SXM - YTZ
1 stop21h 05mMultiple Airlines
Deal found 16/9C$ 846
Fri 31/108:30 a.m.YTZ - SXM
3 stops29h 30mMultiple Airlines
Fri 7/114:28 p.m.SXM - YTZ
2 stops19h 07mMultiple Airlines
Deal found 17/9C$ 869
Fri 3/107:30 p.m.YTZ - SXM
2 stops18h 30mMultiple Airlines
Fri 10/103:05 p.m.SXM - YTZ
3 stops25h 40mMultiple Airlines
Deal found 16/9C$ 919
Cheapflights Fare Finder
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 629,999 searches. Data last updated 17 September 2025.
Use the filters below to find and compare flights from Toronto to Simpson Bay that are best for you.
Fly from
Toronto
Fly to
Simpson Bay
Route
Depart
Return
Price
TorontoSimpson Bay
YYZ - SXM
YYZSXM
Toronto Pearson Intl
Sun 8/2
7:40 p.m.-1:50 p.m.
2 stops17h 10m
Simpson Bay Princess Juliana
Wed 11/2
2:52 p.m.-1:30 p.m.
2 stops23h 38m
C$ 520
TorontoSimpson Bay
YYZ - SXM
YYZSXM
Toronto Pearson Intl
Sat 7/2
10:00 a.m.-1:50 p.m.
1 stop26h 50m
Simpson Bay Princess Juliana
Wed 11/2
2:52 p.m.-11:29 p.m.
1 stop9h 37m
C$ 520
TorontoSimpson Bay
YYZ - SXM
YYZSXM
Toronto Pearson Intl
Thu 22/1
9:30 a.m.-3:21 p.m.
Nonstop4h 51m
Simpson Bay Princess Juliana
Thu 29/1
4:20 p.m.-8:43 p.m.
Nonstop5h 23m
C$ 535
TorontoSimpson Bay
YYZ - SXM
YYZSXM
Toronto Pearson Intl
Wed 21/1
9:30 a.m.-3:21 p.m.
Nonstop4h 51m
Simpson Bay Princess Juliana
Wed 28/1
4:20 p.m.-8:43 p.m.
Nonstop5h 23m
C$ 535
TorontoSimpson Bay
YYZ - SXM
YYZSXM
Toronto Pearson Intl
Wed 21/1
9:30 a.m.-3:21 p.m.
Nonstop4h 51m
Simpson Bay Princess Juliana
Tue 27/1
4:20 p.m.-8:43 p.m.
Nonstop5h 23m
C$ 535
TorontoSimpson Bay
YYZ - SXM
YYZSXM
Toronto Pearson Intl
Tue 20/1
9:30 a.m.-3:21 p.m.
Nonstop4h 51m
Simpson Bay Princess Juliana
Wed 28/1
4:20 p.m.-8:43 p.m.
Nonstop5h 23m
C$ 535
TorontoSimpson Bay
YYZ - SXM
YYZSXM
Toronto Pearson Intl
Wed 28/1
9:30 a.m.-3:21 p.m.
Nonstop4h 51m
Simpson Bay Princess Juliana
Tue 3/2
4:20 p.m.-8:42 p.m.
Nonstop5h 22m
C$ 535
TorontoSimpson Bay
YYZ - SXM
YYZSXM
Toronto Pearson Intl
Tue 27/1
9:30 a.m.-3:21 p.m.
Nonstop4h 51m
Simpson Bay Princess Juliana
Thu 29/1
4:20 p.m.-8:43 p.m.
Nonstop5h 23m
C$ 535
TorontoSimpson Bay
YYZ - SXM
YYZSXM
Toronto Pearson Intl
Thu 11/12
9:30 a.m.-3:21 p.m.
Nonstop4h 51m
Simpson Bay Princess Juliana
Sun 11/1
4:20 p.m.-8:43 p.m.
Nonstop5h 23m
C$ 536
TorontoSimpson Bay
YYZ - SXM
YYZSXM
Toronto Pearson Intl
Tue 16/12
9:30 a.m.-3:21 p.m.
Nonstop4h 51m
Simpson Bay Princess Juliana
Thu 15/1
4:20 p.m.-8:43 p.m.
Nonstop5h 23m
C$ 536
Showing 1-10 of 43 results
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.
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
How far ahead should I book a flight from Toronto to Simpson Bay?
Use this chart to determine the optimal time to book a round-trip flight from Toronto to Simpson Bay. Price data was last updated on 12 September 2025.
Booking 24 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.
What is the cheapest month to book a flight from Toronto to Simpson Bay?
Currently, September is the cheapest month in which you can book a flight from Toronto to Simpson Bay (average of C$ 324). Flying from Toronto to Simpson Bay in February is currently the most expensive (average of C$ 584). 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 17 September 2025.
When flying from Toronto 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 6% versus a flight at noon.
How much does it cost to fly round-trip from Toronto to Simpson Bay?
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.
Newark (EWR) – chosen by Cheapflights users on 35% 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.
Chicago (ORD) is the most affordable 1-stop option, with an average round-trip price of C$ 493.
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 Charlotte (CLT) have the shortest average one-way travel time for 1-stop routes: 7h 19m.
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 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 17 September 2025.
Check out reviews from past customers who have flown with Air Transat,United Airlines, andAmerican Airlines 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.
Overall
7.7
Boarding
7.9
Crew
8.4
Comfort
7.3
Food
6.7
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Sep 2025
BOD - YUL
Overall
7.7
Boarding
7.9
Crew
8.4
Comfort
7.3
Food
6.7
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Sep 2025
BOD - YUL
Overall
7.7
Boarding
7.9
Crew
8.4
Comfort
7.3
Food
6.7
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Sep 2025
BOD - YUL
Overall
7.7
Boarding
7.9
Crew
8.4
Comfort
7.3
Food
6.7
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Sep 2025
BOD - YUL
Overall
7.7
Boarding
7.9
Crew
8.4
Comfort
7.3
Food
6.7
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Sep 2025
BOD - YUL
Overall
7.7
Boarding
7.9
Crew
8.4
Comfort
7.3
Food
6.7
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Sep 2025
BOD - YUL
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.
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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 17 September 2025.
Top 8 airlines flying from Toronto to Simpson Bay
Discover the top 8 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 629,999 searches. Data last updated 17 September 2025.
Fly with Cheapflights
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.