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C$ 236+ Cheap flights from Simpson Bay

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 25/2. 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
13 Feb — 20 Feb1
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 14 January 2026.

Cheapest one-way flight

C$ 272

Cheapest airline

WestJet

Most popular destination

Toronto Pearson Intl (YYZ)

Good round-trip deal

C$ 298 or less

Good one-way deal

C$ 225 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$ 836).
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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$ 511).
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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 14 January 2026.

Thu 30/42:10 p.m.
SXM
-
YYZ
Nonstop5h 00m
WestJet
Mon 4/59:00 a.m.
YYZ
-
SXM
Nonstop4h 50m
WestJet
Deal found 11/1C$ 515
Sun 1/24:55 p.m.
SXM
-
YYZ
1 stop7h 51m
United Airlines
Wed 18/37:40 p.m.
YYZ
-
SXM
1 stop17h 10m
United Airlines
Deal found 12/1C$ 519
Mon 2/24:20 p.m.
SXM
-
YYZ
Nonstop5h 22m
WestJet
Mon 16/39:30 a.m.
YYZ
-
SXM
Nonstop4h 47m
WestJet
Deal found 12/1C$ 520
Thu 29/11:05 p.m.
SXM
-
YUL
Nonstop5h 00m
Multiple Airlines
Wed 4/36:45 a.m.
YUL
-
SXM
1 stop7h 32m
Multiple Airlines
Deal found 11/1C$ 525
Mon 2/24:20 p.m.
SXM
-
YYZ
Nonstop5h 22m
WestJet
Tue 24/29:30 a.m.
YYZ
-
SXM
Nonstop4h 47m
WestJet
Deal found 13/1C$ 530
Sat 31/15:00 p.m.
SXM
-
YYZ
2 stops19h 48m
United Airlines
Tue 17/36:40 p.m.
YYZ
-
SXM
2 stops18h 10m
United Airlines
Deal found 12/1C$ 532
Wed 28/14:20 p.m.
SXM
-
YYZ
Nonstop5h 23m
Multiple Airlines
Sat 31/112:30 a.m.
YYZ
-
SXM
1 stop13h 10m
Multiple Airlines
Deal found 12/1C$ 537
Sun 1/24:55 p.m.
SXM
-
YYZ
2 stops19h 53m
United Airlines
Tue 24/27:40 p.m.
YYZ
-
SXM
2 stops17h 10m
United Airlines
Deal found 13/1C$ 541
Wed 4/212:25 p.m.
SXM
-
YUL
1 stop12h 23m
Multiple Airlines
Wed 4/36:45 a.m.
YUL
-
SXM
1 stop7h 32m
Multiple Airlines
Deal found 11/1C$ 544
Wed 28/12:52 p.m.
SXM
-
YYZ
1 stop19h 44m
United Airlines
Sun 1/210:45 a.m.
YYZ
-
SXM
1 stop26h 05m
United Airlines
Deal found 12/1C$ 544
Mon 2/24:20 p.m.
SXM
-
YYZ
Nonstop5h 22m
Multiple Airlines
Mon 23/23:40 p.m.
YYZ
-
SXM
1 stop21h 35m
Multiple Airlines
Deal found 13/1C$ 548
Wed 4/25:00 p.m.
SXM
-
YYZ
Nonstop5h 15m
Multiple Airlines
Sun 22/29:30 a.m.
YYZ
-
SXM
Nonstop4h 47m
Multiple Airlines
Deal found 13/1C$ 551

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 14 January 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

Sun 1/2

4:55 p.m.-11:46 p.m.

1 stop7h 51m

Toronto Pearson Intl

Tue 17/3

7:30 a.m.-2:51 p.m.

1 stop7h 21m

C$ 519

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sun 1/2

4:55 p.m.-11:46 p.m.

1 stop7h 51m

Toronto Pearson Intl

Wed 18/3

7:40 p.m.-12:50 p.m.

1 stop17h 10m

C$ 519

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sat 31/1

5:00 p.m.-11:48 a.m.

2 stops19h 48m

Toronto Pearson Intl

Wed 18/3

7:40 p.m.-12:50 p.m.

1 stop17h 10m

C$ 526

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sun 1/2

4:55 p.m.-11:46 p.m.

1 stop7h 51m

Toronto Pearson Intl

Mon 16/3

9:00 p.m.-2:51 p.m.

2 stops17h 51m

C$ 526

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Mon 2/2

4:20 p.m.-8:42 p.m.

Nonstop5h 22m

Toronto Pearson Intl

Tue 24/2

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

Nonstop4h 47m

C$ 530

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sat 31/1

5:00 p.m.-11:48 a.m.

2 stops19h 48m

Toronto Pearson Intl

Mon 16/3

2:57 p.m.-12:50 p.m.

2 stops21h 53m

C$ 532

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sat 31/1

5:00 p.m.-11:48 a.m.

2 stops19h 48m

Toronto Pearson Intl

Tue 17/3

6:40 p.m.-12:50 p.m.

2 stops18h 10m

C$ 532

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 29/1

1:05 p.m.-5:05 p.m.

Nonstop5h 00m

Montreal Pierre Elliott Trudeau Intl

Mon 2/3

5:25 p.m.-2:15 p.m.

2 stops19h 50m

C$ 558

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 29/1

1:05 p.m.-5:05 p.m.

Nonstop5h 00m

Montreal Pierre Elliott Trudeau Intl

Tue 3/3

5:25 p.m.-2:15 p.m.

2 stops19h 50m

C$ 568

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Tue 3/2

4:20 p.m.-12:38 a.m.

1 stop9h 18m

Montreal Pierre Elliott Trudeau Intl

Tue 3/3

6:45 a.m.-3:17 p.m.

1 stop7h 32m

C$ 594

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/1

Showing 1-10 of 46 results
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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.

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$ 332). Flying from Simpson Bay in February will prove the most costly (average of C$ 647). 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$ 438
Winair
Winair
From C$ 389

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 (487 flights per day), New York (76 flights per day) and Saba Island (56 flights per day).

Toronto
Toronto
From C$ 272
Montreal
Montreal
From C$ 146
Miami
Miami
From C$ 256
Panama City Tocumen Intl
Panama City Tocumen Intl
From C$ 225

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$ 146. Explore other affordable destinations below.

Montreal
Montreal
From C$ 146
Panama City Tocumen Intl
Panama City Tocumen Intl
From C$ 225
Miami
Miami
From C$ 256
Toronto
Toronto
From C$ 272

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
3,240 reviews
Check prices

Entertainment

6.1

Boarding

7.4

Overall

7.2

Comfort

7.0

Food

6.2

Crew

7.9

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
3,240 reviews
WestJet
7.2
Good
3,240 reviews
Check prices

Entertainment

6.1

Boarding

7.4

Overall

7.2

Comfort

7.0

Food

6.2

Crew

7.9

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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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 14 January 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, St. John's, Saint John. 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$ 146 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$ 472 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 February 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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