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C$ 235+ Cheap flights from Simpson Bay

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 1/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SXM — YYZ
23 Mar — 30 Mar1
1 adult
1 adult, Economy, 0 bags

What to know about flights from Simpson Bay

Discover essential information about flights departing from Simpson Bay, including flight schedules, destinations, airlines operating at the Simpson Bay airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 21 February 2026.

Cheapest one-way flight

C$ 264

Cheapest airline

WestJet

Most popular destination

Toronto Pearson Intl (YYZ)

Good round-trip deal

C$ 421 or less

Good one-way deal

C$ 274 or less
The cheapest one-way flight from Simpson Bay Princess Juliana is currently to Toronto Pearson Intl.
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On average, WestJet currently has the cheapest one-way flight from Simpson Bay Princess Juliana (avg. price of C$ 805).
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Toronto Pearson Intl (YYZ) is currently the most popular flight destination from Simpson Bay Princess Juliana (average round-trip price of C$ 622).
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Price to beat on a round-trip flight from Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from Simpson Bay Princess Juliana.
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Find flights from Simpson Bay

Enter your travel dates to find the best prices.

Cheapest flights from Simpson Bay
Explore the most affordable flight options available from Simpson Bay. Find the lowest fares based on data from user searches, with prices last updated on 21 February 2026.

Sat 14/312:25 p.m.
SXM
-
YYZ
Nonstop5h 25m
Multiple Airlines
Sat 21/312:30 a.m.
YYZ
-
SXM
2 stops13h 10m
Multiple Airlines
Deal found 17/2C$ 419
Thu 12/33:20 p.m.
SXM
-
YYZ
Nonstop5h 22m
WestJet
Thu 19/39:30 a.m.
YYZ
-
SXM
Nonstop4h 47m
WestJet
Deal found 18/2C$ 420
Thu 12/33:20 p.m.
SXM
-
YYZ
Nonstop5h 22m
Multiple Airlines
Fri 20/310:10 p.m.
YYZ
-
SXM
2 stops39h 30m
Multiple Airlines
Deal found 19/2C$ 428
Thu 12/33:20 p.m.
SXM
-
YYZ
Nonstop5h 22m
WestJet
Fri 20/39:30 a.m.
YYZ
-
SXM
Nonstop4h 47m
WestJet
Deal found 19/2C$ 441
Thu 12/31:52 p.m.
SXM
-
YYZ
1 stop19h 44m
United Airlines
Fri 20/37:40 p.m.
YYZ
-
SXM
1 stop17h 10m
United Airlines
Deal found 19/2C$ 445
Thu 12/32:40 p.m.
SXM
-
YYZ
1 stop9h 24m
Air Canada
Fri 20/34:10 p.m.
YYZ
-
SXM
2 stops45h 30m
Air Canada
Deal found 20/2C$ 448
Wed 18/312:05 p.m.
SXM
-
YUL
Nonstop5h 00m
Air Transat
Wed 1/46:20 a.m.
YUL
-
SXM
Nonstop4h 35m
Air Transat
Deal found 19/2C$ 506
Fri 13/33:55 p.m.
SXM
-
YUL
1 stop27h 53m
United Airlines
Tue 31/36:00 a.m.
YUL
-
SXM
1 stop8h 43m
United Airlines
Deal found 19/2C$ 508
Tue 17/312:25 p.m.
SXM
-
YUL
1 stop12h 07m
Air Transat
Wed 1/46:20 a.m.
YUL
-
SXM
Nonstop4h 35m
Air Transat
Deal found 19/2C$ 511
Sat 14/312:25 p.m.
SXM
-
YUL
1 stop8h 52m
Air Transat
Mon 30/36:20 a.m.
YUL
-
SXM
Nonstop4h 35m
Air Transat
Deal found 19/2C$ 512
Mon 16/33:55 p.m.
SXM
-
YUL
2 stops22h 05m
United Airlines
Mon 30/36:35 p.m.
YUL
-
SXM
1 stop17h 58m
United Airlines
Deal found 19/2C$ 520
Tue 17/312:25 p.m.
SXM
-
YUL
1 stop12h 07m
Air Transat
Mon 30/35:25 p.m.
YUL
-
SXM
1 stop17h 50m
Air Transat
Deal found 19/2C$ 523

Find flights from Simpson Bay within your budget

 
Find flights departing from Simpson Bay that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 21 February 2026. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pearson Intl

Route

Depart

Return

Price

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sat 14/3

12:25 p.m.-5:50 p.m.

Nonstop5h 25m

Toronto Pearson Intl

Sat 21/3

12:30 a.m.-1:40 p.m.

2 stops13h 10m

C$ 419

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 12/3

3:20 p.m.-8:42 p.m.

Nonstop5h 22m

Toronto Pearson Intl

Thu 19/3

9:30 a.m.-2:17 p.m.

Nonstop4h 47m

C$ 420

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 12/3

3:20 p.m.-8:42 p.m.

Nonstop5h 22m

Toronto Pearson Intl

Fri 20/3

10:10 p.m.-1:40 p.m.

2 stops39h 30m

C$ 428

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 12/3

3:20 p.m.-8:42 p.m.

Nonstop5h 22m

Toronto Pearson Intl

Fri 20/3

9:30 a.m.-2:17 p.m.

Nonstop4h 47m

C$ 441

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Fri 13/3

3:55 p.m.-7:48 p.m.

1 stop27h 53m

Montreal Pierre Elliott Trudeau Intl

Fri 3/4

9:15 a.m.-12:27 p.m.

1 stop27h 12m

C$ 508

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Fri 13/3

3:55 p.m.-7:48 p.m.

1 stop27h 53m

Montreal Pierre Elliott Trudeau Intl

Mon 30/3

9:15 a.m.-12:33 p.m.

1 stop27h 18m

C$ 508

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Fri 13/3

3:55 p.m.-7:48 p.m.

1 stop27h 53m

Montreal Pierre Elliott Trudeau Intl

Tue 31/3

6:00 a.m.-2:43 p.m.

1 stop8h 43m

C$ 508

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Fri 13/3

3:55 p.m.-7:48 p.m.

1 stop27h 53m

Montreal Pierre Elliott Trudeau Intl

Sun 29/3

6:35 p.m.-12:33 p.m.

1 stop17h 58m

C$ 508

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Mon 16/3

3:55 p.m.-2:00 p.m.

2 stops22h 05m

Montreal Pierre Elliott Trudeau Intl

Sun 29/3

6:35 p.m.-12:33 p.m.

1 stop17h 58m

C$ 520

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Mon 16/3

3:55 p.m.-2:00 p.m.

2 stops22h 05m

Montreal Pierre Elliott Trudeau Intl

Mon 30/3

6:35 p.m.-12:33 p.m.

1 stop17h 58m

C$ 520

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/2

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Best time to book a flight from Simpson Bay

Have a flexible travel schedule? Discover the best time to fly from Simpson Bay 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.

Travel insights for flights from Simpson Bay

Get recent, data-driven insights about flights from Simpson Bay including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Simpson Bay to Pearson Intl. Price data was last updated on 18 February 2026.

The price you pay for your flight from Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 33 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Simpson Bay?

Currently, June is the cheapest month in which you can book a flight from Simpson Bay (average of C$ 337). Flying from Simpson Bay in January will prove the most costly (average of C$ 620). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Simpson Bay?

For flights departing from Simpson Bay check dates and pricing for the following: WestJet. This airline departs to the following popular destinations: Toronto.

WestJet
WestJet
From C$ 525

What are popular destinations to fly to from Simpson Bay?

From Simpson Bay you can expect to find greater availability for the following destinations: Gustavia (479 flights per day), New York (60 flights per day) and Paris (59 flights per day).

Toronto
Toronto
From C$ 263
Miami
Miami
From C$ 376
Montreal
Montreal
From C$ 225
Washington, D.C.
Washington, D.C.
From C$ 274

What is the cheapest place to fly to from Simpson Bay?

The cheapest city to fly to from Simpson Bay is Montreal, with prices starting at C$ 225. Explore other affordable destinations below.

Montreal
Montreal
From C$ 225
Toronto
Toronto
From C$ 263
Washington, D.C.
Washington, D.C.
From C$ 274
Newcastle
Newcastle
From C$ 308

Airline reviews for flights from Simpson Bay

Get insights into the airlines that provide service from 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 airline for your flight from Simpson Bay. In the last 7 days, Cheapflights users made a total of 629,999 searches.
Read through reviews of airlines serving Simpson Bay, such as WestJet. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,270 reviews
Check prices

Entertainment

6.1

Comfort

7.0

Crew

7.9

Food

6.2

Overall

7.2

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Sugith,Jan 2025

CUN - YYZ

On time departure. Good service on board. Comfort Plus seating was comfortable.
WestJet
7.2
Good
3,270 reviews
WestJet
7.2
Good
3,270 reviews
Check prices

Entertainment

6.1

Comfort

7.0

Crew

7.9

Food

6.2

Overall

7.2

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Sugith,Jan 2025

CUN - YYZ

On time departure. Good service on board. Comfort Plus seating was comfortable.

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Popular international destinations from Simpson Bay

The most popular international flight routes departing from Simpson Bay we’ve come across at this time.
Flights from Simpson Bay to Gustavia

Related info for your journey

Access useful and relevant information related to your journey from Simpson Bay. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 21 February 2026.

  • What are the most popular destinations to fly to from Simpson Bay?

    This month, the top selected destinations from Simpson Bay are Gustavia, Miami, Willemstad. Throughout the year, Miami, Gustavia, New York are some of the top choices made by users flying from Simpson Bay.

  • What is the cheapest flight from Simpson Bay to anywhere?

    Users have flown out of Simpson Bay for as low as C$ 225 to Montreal Pierre Elliott Trudeau Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 495 to fly from Simpson Bay.

  • What is the cheapest month to fly from Simpson Bay?

    At the present moment the cheapest month to fly from Simpson Bay is currently June; with January being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • How does Cheapflights help users find flights from Simpson Bay?

    900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Simpson Bay today with Cheapflights!

  • Why should you use Cheapflights to find cheap flight tickets from Simpson Bay?

    Cheapflights simply makes it quick and affordable to book flights from Simpson Bay by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

  • Can Cheapflights find flights from Simpson Bay with no change fees?

    Need flexible booking options for your flight from Simpson Bay ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

  • Can Cheapflights notify me if prices for flights from Simpson Bay become cheaper?

    Yes! Start tracking prices for flights from Simpson Bay today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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How does Cheapflights help users find flights from Simpson Bay?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Simpson Bay today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Simpson Bay?

Cheapflights simply makes it quick and affordable to book flights from Simpson Bay by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Simpson Bay with no change fees?

Need flexible booking options for your flight from Simpson Bay ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Simpson Bay become cheaper?

Yes! Start tracking prices for flights from Simpson Bay today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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