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Cheap flights from Toronto to Simpson Bay from C$ 202

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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — SXM
17 Jun — 24 Jun1
1 adult

Cheapflights Tip: The best prices from Toronto to Simpson Bay Princess Juliana are usually found in June or September, booked 24 days in advance, depart on a Sunday or Tuesday and return on a Wednesday

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 12 June 2025.

Round-trip from

C$ 454

One-way from

C$ 202

Popular in

December

Cheapest in

June

Average price

C$ 463

Good round-trip deal

C$ 546 or less

Good one-way deal

C$ 212 or less
WestJet
  • WestJet
  • 10/7-17/7
  • Nonstop
  • 9h 48m total
  • Toronto to Simpson Bay
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WestJet
  • WestJet
  • 10/7
  • Nonstop
  • 4h 45m total
  • Toronto to Simpson Bay
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Highest demand for flights based on searches. 8% potential increase in price (C$ 79 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 38 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Toronto (YTO) to Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from Toronto (YTO) to Simpson Bay Princess Juliana.
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Find flight deals from Toronto to Simpson Bay

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 12 June 2025.

Thu 10/78:30 a.m.YYZ - SXM
Nonstop4h 45mWestJet
Thu 17/72:10 p.m.SXM - YYZ
Nonstop5h 03mWestJet
Deal found 12/6C$ 454
Mon 25/86:00 a.m.YYZ - SXM
1 stop9h 09mAmerican Airlines
Sat 30/84:30 p.m.SXM - YYZ
2 stops20h 06mAmerican Airlines
Deal found 10/6C$ 480
Sat 8/116:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 15/111:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 12/6C$ 495
Tue 8/77:00 a.m.YYZ - SXM
2 stops29h 29mUnited Airlines
Tue 29/71:35 p.m.SXM - YYZ
2 stops20h 29mUnited Airlines
Deal found 10/6C$ 500
Fri 12/1210:20 a.m.YTZ - SXM
2 stops26h 35mAir Canada
Thu 25/123:05 p.m.SXM - YTZ
2 stops21h 33mAir Canada
Deal found 10/6C$ 529
Fri 12/1210:30 a.m.YYZ - SXM
Nonstop4h 45mAir Canada
Thu 25/123:05 p.m.SXM - YYZ
1 stop17h 30mAir Canada
Deal found 10/6C$ 539
Sat 8/116:30 a.m.YYZ - SXM
Nonstop4h 45mMultiple Airlines
Thu 13/114:10 p.m.SXM - YYZ
Nonstop5h 22mMultiple Airlines
Deal found 11/6C$ 543
Fri 12/129:30 p.m.YTZ - SXM
1 stop13h 25mAir Transat
Wed 24/121:05 p.m.SXM - YTZ
1 stop9h 20mAir Transat
Deal found 10/6C$ 600
Sun 28/96:00 a.m.YYZ - SXM
1 stop7h 50mDelta
Fri 3/103:15 p.m.SXM - YYZ
1 stop8h 38mDelta
Deal found 10/6C$ 695
Thu 10/712:00 p.m.YTZ - SXM
2 stops26h 00mMultiple Airlines
Mon 14/73:05 p.m.SXM - YTZ
2 stops28h 37mMultiple Airlines
Deal found 11/6C$ 751

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 12 June 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 22/6

8:30 a.m.-1:15 p.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Sun 29/6

2:10 p.m.-7:13 p.m.

Nonstop5h 03m

C$ 461

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 25/8

6:00 a.m.-3:09 p.m.

1 stop9h 09m

Simpson Bay Princess Juliana

Sat 30/8

4:30 p.m.-12:36 p.m.

2 stops20h 06m

C$ 480

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 8/11

6:30 a.m.-12:15 p.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Sat 15/11

1:25 p.m.-5:50 p.m.

Nonstop5h 25m

C$ 495

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 8/7

12:45 p.m.-12:29 p.m.

1 stop23h 44m

Simpson Bay Princess Juliana

Tue 29/7

1:35 p.m.-10:04 a.m.

2 stops20h 29m

C$ 500

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 7/11

9:30 a.m.-3:17 p.m.

Nonstop4h 47m

Simpson Bay Princess Juliana

Fri 14/11

5:15 p.m.-9:25 p.m.

Nonstop5h 10m

C$ 526

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 30/11

10:40 p.m.-3:51 p.m.

2 stops40h 11m

Simpson Bay Princess Juliana

Fri 5/12

5:15 p.m.-9:25 p.m.

Nonstop5h 10m

C$ 578

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 28/9

6:00 a.m.-1:50 p.m.

1 stop7h 50m

Simpson Bay Princess Juliana

Fri 3/10

3:15 p.m.-11:53 p.m.

1 stop8h 38m

C$ 695

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Sat 6/12

4:20 p.m.-3:51 p.m.

2 stops22h 31m

Simpson Bay Princess Juliana

Sun 21/12

3:05 p.m.-2:50 p.m.

1 stop24h 45m

C$ 708

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Thu 10/7

12:00 p.m.-2:00 p.m.

2 stops26h 00m

Simpson Bay Princess Juliana

Mon 14/7

3:05 p.m.-7:42 p.m.

2 stops28h 37m

C$ 751

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Fri 14/11

6:10 p.m.-11:55 a.m.

1 stop16h 45m

Simpson Bay Princess Juliana

Thu 20/11

1:05 p.m.-9:25 p.m.

1 stop9h 20m

C$ 756

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 21 results
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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 9 June 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$ 603). 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 12 June 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 7% versus a flight at noon.

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 June 2025.
Read reviews from past customers who have flown Caribbean Airlines, Delta and Air Transat from Toronto to Simpson Bay. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Caribbean Airlines
8.2
Very good
157 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Delta
8.0
Very good
7,950 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Air Transat
7.8
Good
396 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Copa Airlines
7.5
Good
1,451 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
United Airlines
7.4
Good
8,790 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Entertainment

6.8

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

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 are 0 daily inbound flights from Toronto from 8 different airlines.

  • What are the cheapest airlines flying from Toronto to Simpson Bay round-trip?

    Our cheapest airline available from Toronto to Simpson Bay is WestJet. Our recent data shows that you can find tickets from as low as C$ 454 on this airline. Additional options worth looking into are American Airlines and Air Transat, starting at C$ 480 and C$ 495 round-trip. WestJet is 29% 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 WestJet (C$ 202), American Airlines (C$ 230), and United Airlines (C$ 245).

  • 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 (91%), Air Canada (90%) and Air Transat (67%).

  • What are the cheapest flights from Toronto to Simpson Bay?

    Looking at all options, your cheapest flight can be booked for C$ 169. While the most popular route (Toronto Pearson Intl - Simpson Bay Princess Juliana) can be booked for C$ 495 on average our data indicates C$ 519 when flying from Toronto to Simpson Bay.

  • Can I find deals for flights from Toronto to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Toronto to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights 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, 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$ 603). 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 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 12 June 2025.
WestJet flights from Toronto to Simpson Bay Princess Juliana
Air Transat flights from Toronto to Simpson Bay Princess Juliana

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 12 June 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 229AverageC$ 540FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 336AverageC$ 650FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 372AverageC$ 642FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 389AverageC$ 704FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 413AverageC$ 628FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air TransatCheapestC$ 478AverageC$ 746FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
WestJet EncoreCheapestC$ 759AverageC$ 1,207FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore flights
Caribbean AirlinesCheapestC$ 803AverageC$ 973FlexibilityNo cancel feeOn-timeN/A
Search Caribbean Airlines flights

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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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