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Simpson Bay

$247+ Cheap flights from Pearson Intl (YYZ) to Simpson Bay (SXM)

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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SXM
may. 5 — may. 121
lun. 5/5
lun. 5/12
1 adult, Economy
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Cheapflights Tip: The best prices from Toronto Pearson Intl to Simpson Bay Princess Juliana are usually found in September or October, booked 56 days in advance, depart on a Friday or Sunday and return on a Saturday

Cheap 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 abril 30, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$356
(American Airlines)

One-way from

$247
(Delta)

Popular in

February

Cheapest in

September

Average price

$469

Good round-trip deal

$508 or less

Good one-way deal

$146 or less
Provider with most accurate pricing for Toronto Pearson Intl-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Toronto Pearson Intl-Simpson Bay Princess Juliana flights.
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From Toronto Pearson Intl to Simpson Bay Princess Juliana
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One-way flight from Toronto Pearson Intl to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 14% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 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 Pearson Intl to Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from Toronto Pearson Intl to Simpson Bay Princess Juliana.
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Find flight deals from Pearson Intl to Simpson Bay

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 abril 30, 2025.

This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/17:15 pmYYZ - SXM
2 stops17h 59mAmerican Airlines
mié. 5/72:05 pmSXM - YYZ
2 stops19h 48mAmerican Airlines
Deal found 4/29$336
This oojo deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 6/18:30 amYYZ - SXM
Nonstop4h 45mWestJet
dom. 6/82:10 pmSXM - YYZ
Nonstop5h 03mWestJet
Deal found 4/29$403
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/295:30 pmYYZ - SXM
2 stops21h 13mUnited Airlines
jue. 5/81:35 pmSXM - YYZ
1 stop19h 44mUnited Airlines
Deal found 4/28$423
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/199:00 amYYZ - SXM
1 stop26h 23mMultiple Airlines
dom. 6/222:10 pmSXM - YYZ
Nonstop5h 03mMultiple Airlines
Deal found 4/29$441
This Air Canada deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/2210:30 amYYZ - SXM
Nonstop4h 45mAir Canada
sáb. 11/295:15 pmSXM - YYZ
Nonstop5h 10mAir Canada
Deal found 4/29$484
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/156:00 amYYZ - SXM
1 stop7h 50mDelta
dom. 9/213:15 pmSXM - YYZ
1 stop8h 38mDelta
Deal found 4/29$503
This Caribbean Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Caribbean Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/153:50 pmYYZ - SXM
1 stop26h 00mCaribbean Airlines
mar. 9/2311:40 amSXM - YYZ
1 stop27h 50mCaribbean Airlines
Deal found 4/29$645
This FlightHub deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/276:30 amYYZ - SXM
Nonstop4h 45mAir Transat
sáb. 1/31:25 pmSXM - YYZ
Nonstop5h 25mAir Transat
Deal found 4/29$1,184

Cheapflights Fare Finder

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 2,558,603 searches. Data last updated abril 30, 2025.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Simpson Bay that are best for you.

Fly from

Pearson Intl

Fly to

Simpson Bay

Route

Depart

Return

Price

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

jue. 5/29

6:00 am-2:24 pm

1 stop8h 24m

Simpson Bay Princess Juliana

jue. 6/5

2:20 pm-6:44 pm

1 stop28h 24m

$356

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

dom. 6/1

8:30 am-1:15 pm

Nonstop4h 45m

Simpson Bay Princess Juliana

dom. 6/8

2:10 pm-7:13 pm

Nonstop5h 03m

$403

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

jue. 6/19

9:00 am-11:23 am

1 stop26h 23m

Simpson Bay Princess Juliana

dom. 6/22

2:10 pm-7:13 pm

Nonstop5h 03m

$441

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

sáb. 6/7

12:45 pm-12:29 pm

1 stop23h 44m

Simpson Bay Princess Juliana

sáb. 6/14

3:55 pm-2:19 pm

1 stop22h 24m

$503

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

lun. 7/7

6:15 am-1:56 pm

1 stop7h 41m

Simpson Bay Princess Juliana

dom. 7/13

3:21 pm-11:59 pm

1 stop8h 38m

$605

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

lun. 7/28

11:00 pm-10:45 am

2 stops11h 45m

Simpson Bay Princess Juliana

sáb. 8/2

6:10 pm-2:20 pm

1 stop20h 10m

$671

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

vie. 6/6

12:30 am-2:43 pm

2 stops14h 13m

Simpson Bay Princess Juliana

sáb. 6/14

1:35 pm-6:34 am

2 stops16h 59m

$1,210

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

vie. 5/2

6:15 am-2:05 pm

1 stop7h 50m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Compare providers for flights from Pearson Intl to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pearson Intl to Simpson Bay in April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Toronto Pearson Intl Airport-Simpson Bay flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Toronto Pearson Intl Airport-Simpson Bay flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Toronto Pearson Intl Airport-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Toronto Pearson Intl Airport-Simpson Bay flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Toronto Pearson Intl Airport-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.
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

How far ahead should I book a flight from Toronto Pearson Intl Airport to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Pearson Intl to Simpson Bay. Price data was last updated on April 25, 2025.

To ensure you get the cheapest price possible for a flight from Toronto Pearson Intl Airport to Simpson Bay, you should look to book at least 56 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of $459). Flying from Toronto Pearson Intl Airport to Simpson Bay in July is currently the most expensive (average of $675). 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 abril 30, 2025.

It’s typically best to fly out from Toronto Pearson Intl Airport to Simpson Bay at noon. Doing so could potentially save you 31% on the flight price compared to flying in the morning, which is usually more expensive.

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 abril 30, 2025.
Caribbean Airlines
8.2
Very good
151 reviews

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Crew

8.5

Overall

8.2

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
151 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Crew

8.5

Overall

8.2

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
7,936 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Crew

8.5

Overall

8.2

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
8,696 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Crew

8.5

Overall

8.2

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
151 reviews

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Crew

8.5

Overall

8.2

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
WestJet
7.2
Good
2,823 reviews
Caribbean Airlines
8.2
Very good
151 reviews

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Crew

8.5

Overall

8.2

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 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?

    Simpson Bay Princess Juliana (SXM), located 0.5 mi from the city center, is the airport you fly into when you book flights from Toronto Pearson Intl to Simpson Bay. 4 airlines have flights to Princess Juliana from Toronto Pearson Intl on a regular basis. Booking flights from Toronto Pearson Intl to Simpson Bay Princess Juliana should not be difficult; the airport handles an average of 0 inbound flights from Toronto Pearson Intl per day.

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

    According to our current data, American Airlines ($356), WestJet ($403), and United Airlines ($460) offers the cheapest pricing from Toronto Pearson Intl Airport to Simpson Bay. American Airlines is 22% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the most reliable airlines from Toronto Pearson Intl Airport to Simpson Bay?

    Consider Air Transat (78%), WestJet (75%) or Air Canada (67%) 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?

    On average you can expect to pay $444 for a flight from Toronto Pearson Intl Airport to Simpson Bay. The cheapest flight overall is $137 while the most popular route, (Toronto Pearson Intl - Simpson Bay Princess Juliana) is currently priced at $379.

  • 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, September is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Simpson Bay (average of $459). Flying from Toronto Pearson Intl Airport to Simpson Bay in July is currently the most expensive (average of $675). 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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Complete your trip

Complete your trip to Simpson Bay by adding a car rental and/or hotel reservation to your travel itinerary.
Simpson Bay Princess Juliana Airport car rentals

Top 4 airlines flying from Pearson Intl to Simpson Bay

Discover the top 4 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 2,558,603 searches. Data last updated abril 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$279Average$506FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$304Average$795FlexibilityNo cancel feeOn-time67%
Air TransatCheapest$357Average$538FlexibilityNo cancel feeOn-time50%
DeltaCheapest$392Average$609FlexibilityNo cancel feeOn-timeN/A

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