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C$ 254+ 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 22/4. 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
29 Nov — 6 Dec1
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 30 October 2025.

Cheapest one-way flight

C$ 212

Cheapest airline

Winair

Most popular destination

Toronto Pearson Intl (YYZ)

Good round-trip deal

C$ 300 or less

Good one-way deal

C$ 359 or less
The cheapest one-way flight from Simpson Bay Princess Juliana is currently to Toronto Pearson Intl.
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On average, Winair currently has the cheapest one-way flight from Simpson Bay Princess Juliana (avg. price of C$ 403).
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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$ 418).
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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 30 October 2025.

Thu 4/124:20 p.m.SXM - YUL
1 stop9h 23mWestJet
Thu 11/126:45 a.m.YUL - SXM
1 stop7h 36mWestJet
Deal found 28/10C$ 459
Thu 27/114:20 p.m.SXM - YUL
1 stop9h 23mWestJet
Thu 4/126:45 a.m.YUL - SXM
1 stop7h 36mWestJet
Deal found 30/10C$ 464
Thu 27/113:40 p.m.SXM - YUL
Nonstop5h 00mMultiple Airlines
Thu 4/126:45 a.m.YUL - SXM
1 stop7h 36mMultiple Airlines
Deal found 30/10C$ 485
Thu 27/114:20 p.m.SXM - YYZ
Nonstop5h 23mMultiple Airlines
Sat 6/126:30 a.m.YYZ - SXM
Nonstop4h 45mMultiple Airlines
Deal found 27/10C$ 510
Thu 4/123:40 p.m.SXM - YUL
Nonstop5h 00mMultiple Airlines
Thu 11/126:45 a.m.YUL - SXM
1 stop7h 36mMultiple Airlines
Deal found 28/10C$ 518
Thu 27/114:20 p.m.SXM - YUL
1 stop9h 23mMultiple Airlines
Sat 6/127:00 a.m.YUL - SXM
1 stop8h 00mMultiple Airlines
Deal found 28/10C$ 545
Thu 27/111:05 p.m.SXM - YYZ
1 stop8h 47mAir Transat
Sat 6/126:30 a.m.YYZ - SXM
Nonstop4h 45mAir Transat
Deal found 27/10C$ 547
Mon 26/13:50 p.m.SXM - YUL
1 stop8h 09mAmerican Airlines
Sat 31/12:25 p.m.YUL - SXM
2 stops21h 33mAmerican Airlines
Deal found 28/10C$ 580
Sat 20/125:04 p.m.SXM - YYZ
2 stops19h 41mAmerican Airlines
Sat 3/16:15 p.m.YYZ - SXM
2 stops18h 44mAmerican Airlines
Deal found 30/10C$ 582
Thu 27/113:40 p.m.SXM - YUL
Nonstop5h 00mAir Canada
Sat 6/126:00 a.m.YUL - SXM
1 stop9h 00mAir Canada
Deal found 28/10C$ 584
Mon 26/15:33 p.m.SXM - YUL
2 stops22h 35mAmerican Airlines
Fri 30/12:25 p.m.YUL - SXM
2 stops21h 33mAmerican Airlines
Deal found 28/10C$ 586
Fri 26/124:55 p.m.SXM - YYZ
1 stop7h 51mUnited Airlines
Sun 18/17:40 p.m.YYZ - SXM
2 stops17h 10mUnited Airlines
Deal found 29/10C$ 588

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

Fly to

Pearson Intl

Route

Depart

Return

Price

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 27/11

4:20 p.m.-12:43 a.m.

1 stop9h 23m

Montreal Pierre Elliott Trudeau Intl

Thu 4/12

6:45 a.m.-3:21 p.m.

1 stop7h 36m

C$ 464

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 27/11

3:40 p.m.-7:40 p.m.

Nonstop5h 00m

Montreal Pierre Elliott Trudeau Intl

Thu 4/12

6:45 a.m.-3:21 p.m.

1 stop7h 36m

C$ 485

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 27/11

4:20 p.m.-12:43 a.m.

1 stop9h 23m

Montreal Pierre Elliott Trudeau Intl

Sat 6/12

7:00 a.m.-4:00 p.m.

1 stop8h 00m

C$ 545

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 27/11

1:05 p.m.-8:52 p.m.

1 stop8h 47m

Toronto Pearson Intl

Sat 6/12

6:30 a.m.-12:15 p.m.

Nonstop4h 45m

C$ 547

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Sat 20/12

5:33 p.m.-11:09 a.m.

2 stops18h 36m

Toronto Pearson Intl

Sat 3/1

6:15 p.m.-1:59 p.m.

2 stops18h 44m

C$ 582

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Fri 26/12

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

1 stop7h 51m

Toronto Pearson Intl

Sun 18/1

7:30 a.m.-3:51 p.m.

1 stop7h 21m

C$ 588

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Fri 26/12

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

1 stop7h 51m

Toronto Pearson Intl

Sat 17/1

7:40 p.m.-3:51 p.m.

2 stops19h 11m

C$ 634

Simpson BayDetroit

SXM - DTW

SXMDTW

Simpson Bay Princess Juliana

Thu 11/12

3:25 p.m.-10:57 p.m.

1 stop8h 32m

Detroit Metropolitan Wayne County

Mon 15/12

6:00 a.m.-4:43 p.m.

1 stop9h 43m

C$ 640

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 5/2

2:52 p.m.-8:32 a.m.

1 stop18h 40m

Montreal Pierre Elliott Trudeau Intl

Mon 16/2

10:15 a.m.-12:15 p.m.

1 stop25h 00m

C$ 679

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 5/2

5:33 p.m.-12:24 p.m.

2 stops19h 51m

Montreal Pierre Elliott Trudeau Intl

Mon 16/2

7:00 a.m.-4:33 p.m.

1 stop8h 33m

C$ 693

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/10

Showing 1-10 of 52 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 Pearson Intl. Price data was last updated on 24 October 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 1 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, December is the cheapest month in which you can book a flight from Simpson Bay (average of C$ 196). Flying from Simpson Bay in January will prove the most costly (average of C$ 698). 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$ 441
Winair
Winair
From C$ 340
American Airlines
American Airlines
From C$ 1,676

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 (350 flights per day), Saba Island (34 flights per day) and The Valley (28 flights per day).

Toronto
Toronto
From C$ 212
Panama City Tocumen Intl
Panama City Tocumen Intl
From C$ 406
Montreal
Montreal
From C$ 359
Miami
Miami
From C$ 935

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$ 212. Explore other affordable destinations below.

Toronto
Toronto
From C$ 212
Montreal
Montreal
From C$ 359
Panama City Tocumen Intl
Panama City Tocumen Intl
From C$ 406
Miami
Miami
From C$ 935

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
3,152 reviews
Check prices

Overall

7.2

Entertainment

6.1

Boarding

7.4

Food

6.2

Crew

7.9

Comfort

7.1

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
3,152 reviews
WestJet
7.2
Good
3,152 reviews
Check prices

Overall

7.2

Entertainment

6.1

Boarding

7.4

Food

6.2

Crew

7.9

Comfort

7.1

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 30 October 2025.

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

    This month, the top selected destinations from Simpson Bay are Miami, Willemstad, Roseau. 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$ 212 to Toronto Pearson Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 578 to fly from Simpson Bay.

  • What are the cheapest airlines flying from Simpson Bay to anywhere?

    According to our data, users have found Winair, WestJet, and American Airlines to have the cheapest round-trip prices from Simpson Bay. Some of the destinations and prices are as follows: Winair flights from Simpson Bay to Gustavia St Barthelemy (C$ 340). WestJet flights from Simpson Bay to Toronto (C$ 441). American Airlines flights from Simpson Bay to Bozeman Gallatin Field (C$ 1,676).

  • What is the cheapest first class flight from Simpson Bay?

    If you’re looking to fly first-class from Simpson Bay to anywhere, put Toronto on your list as prices start at C$ 2,166 for this destination.

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

    At the present moment the cheapest month to fly from Simpson Bay is currently December; 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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