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C$ 212+ 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 24/12. 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 — YUL
15 Jan — 22 Jan1
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 16 December 2025.

Cheapest one-way flight

C$ 269

Cheapest airline

WestJet

Most popular destination

Toronto Pearson Intl (YYZ)

Good round-trip deal

C$ 236 or less

Good one-way deal

C$ 272 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$ 814).
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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$ 526).
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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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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 16 December 2025.

Wed 1/44:01 p.m.SXM - YYZ
1 stop18h 14mAmerican Airlines
Sun 12/46:00 a.m.YYZ - SXM
1 stop9h 15mAmerican Airlines
Deal found 14/12C$ 478
Mon 9/23:15 p.m.SXM - YYZ
1 stop9h 05mMultiple Airlines
Mon 23/28:30 p.m.YYZ - SXM
1 stop16h 40mMultiple Airlines
Deal found 15/12C$ 508
Sun 28/1212:24 p.m.SXM - YUL
1 stop12h 19mMultiple Airlines
Mon 5/19:30 p.m.YUL - SXM
2 stops17h 30mMultiple Airlines
Deal found 15/12C$ 534
Sat 10/12:40 p.m.SXM - YYZ
2 stops29h 17mUnited Airlines
Sat 17/17:40 p.m.YYZ - SXM
1 stop17h 10mUnited Airlines
Deal found 14/12C$ 537
Mon 12/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Mon 19/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Deal found 15/12C$ 545
Thu 16/43:20 p.m.SXM - YYZ
Nonstop5h 22mWestJet
Tue 21/49:30 a.m.YYZ - SXM
Nonstop4h 47mWestJet
Deal found 14/12C$ 559
Sat 10/15:00 p.m.SXM - YUL
2 stops22h 00mUnited Airlines
Sat 17/13:00 p.m.YUL - SXM
2 stops21h 50mUnited Airlines
Deal found 15/12C$ 568
Sun 8/23:15 p.m.SXM - YYZ
2 stops24h 05mMultiple Airlines
Sun 15/28:30 p.m.YYZ - SXM
1 stop16h 40mMultiple Airlines
Deal found 15/12C$ 570
Mon 12/15:00 p.m.SXM - YUL
1 stop15h 42mAir Canada
Mon 19/19:30 p.m.YUL - SXM
2 stops17h 30mAir Canada
Deal found 15/12C$ 571
Mon 16/34:00 p.m.SXM - YUL
1 stop8h 32mMultiple Airlines
Mon 23/310:15 a.m.YUL - SXM
1 stop25h 00mMultiple Airlines
Deal found 15/12C$ 574
Mon 12/15:00 p.m.SXM - YUL
1 stop20h 22mAir Canada
Wed 21/16:00 a.m.YUL - SXM
1 stop9h 00mAir Canada
Deal found 15/12C$ 578
Wed 15/43:55 p.m.SXM - YYZ
2 stops18h 00mAmerican Airlines
Tue 21/46:00 a.m.YYZ - SXM
1 stop9h 15mAmerican Airlines
Deal found 14/12C$ 578

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 16 December 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pierre Elliott Trudeau Intl

Route

Depart

Return

Price

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 1/4

4:01 p.m.-10:15 a.m.

1 stop18h 14m

Toronto Pearson Intl

Sun 12/4

6:00 a.m.-3:15 p.m.

1 stop9h 15m

C$ 478

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Mon 9/2

3:15 p.m.-11:20 p.m.

1 stop9h 05m

Toronto Pearson Intl

Mon 23/2

8:30 p.m.-2:10 p.m.

1 stop16h 40m

C$ 508

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sat 10/1

2:40 p.m.-6:57 p.m.

2 stops29h 17m

Toronto Pearson Intl

Sat 17/1

7:40 p.m.-1:50 p.m.

1 stop17h 10m

C$ 537

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sun 28/12

12:24 p.m.-11:43 p.m.

1 stop12h 19m

Montreal Pierre Elliott Trudeau Intl

Mon 5/1

10:30 p.m.-4:00 p.m.

1 stop16h 30m

C$ 542

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Mon 12/1

4:20 p.m.-8:43 p.m.

Nonstop5h 23m

Toronto Pearson Intl

Mon 19/1

9:30 a.m.-3:21 p.m.

Nonstop4h 51m

C$ 545

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sat 10/1

5:00 p.m.-2:00 p.m.

2 stops22h 00m

Montreal Pierre Elliott Trudeau Intl

Sat 17/1

3:00 p.m.-1:50 p.m.

2 stops21h 50m

C$ 550

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Mon 12/1

5:00 p.m.-7:42 a.m.

1 stop15h 42m

Montreal Pierre Elliott Trudeau Intl

Mon 19/1

9:30 p.m.-4:00 p.m.

2 stops17h 30m

C$ 571

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Mon 16/3

4:00 p.m.-12:32 a.m.

1 stop8h 32m

Montreal Pierre Elliott Trudeau Intl

Mon 23/3

10:15 a.m.-11:15 a.m.

1 stop25h 00m

C$ 574

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Mon 12/1

5:00 p.m.-12:22 p.m.

1 stop20h 22m

Montreal Pierre Elliott Trudeau Intl

Wed 21/1

6:00 a.m.-4:00 p.m.

1 stop9h 00m

C$ 578

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 15/4

3:55 p.m.-9:55 a.m.

2 stops18h 00m

Toronto Pearson Intl

Tue 21/4

6:00 a.m.-3:15 p.m.

1 stop9h 15m

C$ 578

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/12

Showing 1-10 of 51 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.

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 Pierre Elliott Trudeau Intl. Price data was last updated on 12 December 2025.

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 70 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, October is the cheapest month in which you can book a flight from Simpson Bay (average of C$ 362). Flying from Simpson Bay in June will prove the most costly (average of C$ 753). 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: Montreal.

WestJet
WestJet
From C$ 434
Winair
Winair
From C$ 386

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 (505 flights per day), New York (64 flights per day) and Saba Island (54 flights per day).

Toronto
Toronto
From C$ 236
Montreal
Montreal
From C$ 280
Miami
Miami
From C$ 317
Basseterre Robert Bradshaw Intl
Basseterre Robert Bradshaw Intl
From C$ 246

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

The cheapest city to fly to from Simpson Bay is Toronto, with prices starting at C$ 236. Explore other affordable destinations below.

Toronto
Toronto
From C$ 236
Basseterre Robert Bradshaw Intl
Basseterre Robert Bradshaw Intl
From C$ 246
Willemstad Hato Int.
Willemstad Hato Int.
From C$ 279
Montreal
Montreal
From C$ 280

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
3,202 reviews
Check prices

Food

6.2

Entertainment

6.1

Boarding

7.4

Overall

7.2

Comfort

7.1

Crew

7.9

Reviews

1 / 20
6.0
Good

Anne,Dec 2025

HUX - YYC

Travel on airplanes sucks now. My legs are cramped because i cant stretch them out, if i drop anything theres not enough room to bend and reach to pick it up, the trays if down crowd my middle, the pocket on the seat in front is so small i cant even put my water bottle in it, because the seats are so close, the recline function is pretty irrelevant, but the staff are great and doing their best.
WestJet
7.2
Good
3,202 reviews
WestJet
7.2
Good
3,202 reviews
Check prices

Food

6.2

Entertainment

6.1

Boarding

7.4

Overall

7.2

Comfort

7.1

Crew

7.9

Reviews

1 / 20
6.0
Good

Anne,Dec 2025

HUX - YYC

Travel on airplanes sucks now. My legs are cramped because i cant stretch them out, if i drop anything theres not enough room to bend and reach to pick it up, the trays if down crowd my middle, the pocket on the seat in front is so small i cant even put my water bottle in it, because the seats are so close, the recline function is pretty irrelevant, but the staff are great and doing their best.

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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 16 December 2025.

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

    This month, the top selected destinations from Simpson Bay are Miami, New York John F Kennedy Intl Airport, Santo Domingo. 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$ 236 to Toronto Pearson Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 417 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 October; with June 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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