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Cheap flights from Toronto to Simpson Bay from C$ 177

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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — SXM
20 Apr — 27 Apr1
1 adult

Cheapflights Tip: The best prices from Toronto to Simpson Bay Princess Juliana are usually found in June or September, booked 60 days in advance, depart on a Tuesday or Sunday 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 15 April 2025.

Round-trip from

C$ 448

One-way from

C$ 177

Popular in

December

Cheapest in

June

Average price

C$ 648

Good round-trip deal

C$ 474 or less

Good one-way deal

C$ 218 or less
American Airlines
  • American Airlines
  • 25/5-2/6
  • 2 total stops
  • 27h 43m total
  • Toronto to Simpson Bay
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WestJet
  • WestJet
  • 8/5
  • Nonstop
  • 4h 45m total
  • Toronto to Simpson Bay
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Highest demand for flights based on searches. 7% potential increase in price (C$ 78 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 40 potential savings vs. average RT price).
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Average for round-trip flights in April 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 15 April 2025.

Sun 3/88:30 a.m.YYZ - SXM
Nonstop4h 45mWestJet
Thu 7/82:10 p.m.SXM - YYZ
Nonstop5h 03mWestJet
Deal found 14/4C$ 439
Sun 25/56:00 a.m.YYZ - SXM
1 stop8h 24mAmerican Airlines
Mon 2/64:40 p.m.SXM - YYZ
1 stop19h 19mAmerican Airlines
Deal found 15/4C$ 448
Tue 3/612:30 a.m.YYZ - SXM
2 stops14h 13mMultiple Airlines
Thu 12/62:10 p.m.SXM - YYZ
Nonstop5h 03mMultiple Airlines
Deal found 15/4C$ 524
Mon 2/610:20 a.m.YTZ - SXM
2 stops26h 09mAir Canada
Fri 13/61:35 p.m.SXM - YTZ
2 stops25h 15mAir Canada
Deal found 15/4C$ 583
Mon 2/612:05 p.m.YYZ - SXM
2 stops24h 24mAir Canada
Fri 13/61:35 p.m.SXM - YYZ
2 stops25h 59mAir Canada
Deal found 15/4C$ 591
Tue 3/66:15 a.m.YYZ - SXM
1 stop7h 39mDelta
Tue 10/63:25 p.m.SXM - YYZ
1 stop8h 33mDelta
Deal found 15/4C$ 638
Sun 1/67:30 a.m.YYZ - SXM
1 stop7h 13mUnited Airlines
Sun 8/63:55 p.m.SXM - YYZ
1 stop18h 09mUnited Airlines
Deal found 15/4C$ 669
Sat 6/126:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Sat 13/121:25 p.m.SXM - YYZ
Nonstop5h 25mAir Transat
Deal found 15/4C$ 780
Mon 12/53:50 p.m.YYZ - SXM
1 stop26h 00mCaribbean Airlines
Sat 17/56:10 p.m.SXM - YYZ
1 stop13h 35mCaribbean Airlines
Deal found 15/4C$ 896
Fri 18/47:00 a.m.YTZ - SXM
1 stop27h 55mAir Transat
Mon 21/412:05 p.m.SXM - YTZ
1 stop24h 05mAir Transat
Deal found 15/4C$ 1,385

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 15 April 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 3/8

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

Nonstop4h 45m

Simpson Bay Princess Juliana

Thu 7/8

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

Nonstop5h 03m

C$ 439

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 25/5

6:00 a.m.-2:24 p.m.

1 stop8h 24m

Simpson Bay Princess Juliana

Mon 2/6

4:40 p.m.-11:59 a.m.

1 stop19h 19m

C$ 448

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 5/6

9:00 a.m.-11:23 a.m.

1 stop26h 23m

Simpson Bay Princess Juliana

Thu 12/6

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

Nonstop5h 03m

C$ 464

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Mon 2/6

10:20 a.m.-12:29 p.m.

2 stops26h 09m

Simpson Bay Princess Juliana

Fri 13/6

1:35 p.m.-2:50 p.m.

2 stops25h 15m

C$ 583

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 2/6

8:00 p.m.-12:29 p.m.

1 stop16h 29m

Simpson Bay Princess Juliana

Fri 13/6

1:35 p.m.-5:58 p.m.

2 stops28h 23m

C$ 591

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 6/6

5:15 p.m.-12:29 p.m.

2 stops19h 14m

Simpson Bay Princess Juliana

Sun 15/6

3:55 p.m.-7:37 p.m.

2 stops27h 42m

C$ 641

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

Sat 4/10

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

1 stop8h 38m

C$ 699

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 5/6

9:00 a.m.-11:23 a.m.

1 stop26h 23m

Simpson Bay Princess Juliana

Sun 8/6

12:21 p.m.-1:13 a.m.

1 stop12h 52m

C$ 748

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Fri 6/6

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

2 stops26h 00m

Simpson Bay Princess Juliana

Sun 15/6

9:14 a.m.-4:45 p.m.

3 stops31h 31m

C$ 837

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 8/5

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

Nonstop4h 45m

C$ 177

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/4

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 11 April 2025.

Booking 60 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$ 602). 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 15 April 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 8% 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 15 April 2025.
Read reviews from past customers who have flown Caribbean Airlines, Delta and Copa Airlines 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
150 reviews
Check prices

Boarding

8.2

Entertainment

6.8

Comfort

7.9

Overall

8.2

Crew

8.5

Food

6.8

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
150 reviews
Caribbean Airlines
8.2
Very good
150 reviews
Check prices

Boarding

8.2

Entertainment

6.8

Comfort

7.9

Overall

8.2

Crew

8.5

Food

6.8

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
7,918 reviews
Caribbean Airlines
8.2
Very good
150 reviews
Check prices

Boarding

8.2

Entertainment

6.8

Comfort

7.9

Overall

8.2

Crew

8.5

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Copa Airlines
7.6
Good
1,408 reviews
Caribbean Airlines
8.2
Very good
150 reviews
Check prices

Boarding

8.2

Entertainment

6.8

Comfort

7.9

Overall

8.2

Crew

8.5

Food

6.8

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
8,658 reviews
Caribbean Airlines
8.2
Very good
150 reviews
Check prices

Boarding

8.2

Entertainment

6.8

Comfort

7.9

Overall

8.2

Crew

8.5

Food

6.8

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
American Airlines
7.2
Good
10,000 reviews
Caribbean Airlines
8.2
Very good
150 reviews
Check prices

Boarding

8.2

Entertainment

6.8

Comfort

7.9

Overall

8.2

Crew

8.5

Food

6.8

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 American Airlines. Our recent data shows that you can find tickets from as low as C$ 448 on this airline. Additional options worth looking into are WestJet and Air Canada, starting at C$ 459 and C$ 583 round-trip. American Airlines is 32% 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$ 177), American Airlines (C$ 193), and United Airlines (C$ 231).

  • 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 Air Transat (78%), WestJet (67%) and Air Canada (66%).

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

    Looking at all options, your cheapest flight can be booked for C$ 152. While the most popular route (Toronto Pearson Intl - Simpson Bay Princess Juliana) can be booked for C$ 412 on average our data indicates C$ 707 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$ 602). 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 15 April 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 15 April 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 259AverageC$ 545FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 342AverageC$ 619FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 380AverageC$ 641FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 396AverageC$ 720FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 420AverageC$ 617FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air TransatCheapestC$ 488AverageC$ 756FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
WestJet EncoreCheapestC$ 772AverageC$ 1,257FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore flights
Caribbean AirlinesCheapestC$ 817AverageC$ 1,008FlexibilityNo 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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