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C$ 203+ 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 25/12. 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
1 Jan — 8 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 2 December 2025.

Cheapest airline

WestJet

Good one-way deal

C$ 284 or less
On average, WestJet currently has the cheapest one-way flight from Simpson Bay Princess Juliana (avg. price of C$ 827).
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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 2 December 2025.

Thu 25/123:40 p.m.SXM - YYZ
2 stops16h 51mMultiple Airlines
Wed 31/129:30 a.m.YYZ - SXM
Nonstop4h 51mMultiple Airlines
Deal found 1/12C$ 368
Thu 25/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Wed 31/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Deal found 1/12C$ 382
Thu 29/13:15 p.m.SXM - DTW
1 stop9h 44mSpirit Airlines
Sun 1/25:30 a.m.DTW - SXM
1 stop7h 40mSpirit Airlines
Deal found 29/11C$ 403
Sun 1/34:55 p.m.SXM - YUL
2 stops22h 05mUnited Airlines
Tue 10/37:00 a.m.YUL - SXM
1 stop7h 51mUnited Airlines
Deal found 30/11C$ 457
Tue 7/412:25 p.m.SXM - YUL
1 stop12h 10mMultiple Airlines
Thu 16/48:00 p.m.YUL - SXM
1 stop18h 17mMultiple Airlines
Deal found 1/12C$ 474
Thu 15/14:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Mon 19/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Deal found 1/12C$ 484
Sun 1/34:55 p.m.SXM - YUL
2 stops22h 05mUnited Airlines
Sat 14/32:13 p.m.YUL - SXM
1 stop22h 37mUnited Airlines
Deal found 30/11C$ 489
Tue 7/412:25 p.m.SXM - YUL
1 stop12h 10mAir Transat
Thu 16/46:20 a.m.YUL - SXM
Nonstop4h 35mAir Transat
Deal found 1/12C$ 491
Tue 17/312:25 p.m.SXM - YUL
1 stop29h 00mAir Transat
Wed 25/36:20 a.m.YUL - SXM
Nonstop4h 35mAir Transat
Deal found 30/11C$ 495
Thu 25/124:55 p.m.SXM - YYZ
1 stop7h 51mUnited Airlines
Wed 31/127:40 p.m.YYZ - SXM
2 stops19h 11mUnited Airlines
Deal found 1/12C$ 495
Tue 7/412:25 p.m.SXM - YUL
1 stop12h 10mMultiple Airlines
Fri 17/46:45 a.m.YUL - SXM
1 stop7h 32mMultiple Airlines
Deal found 1/12C$ 503
Thu 25/124:20 p.m.SXM - YUL
1 stop9h 23mMultiple Airlines
Thu 1/19:00 a.m.YUL - SXM
Nonstop4h 40mMultiple Airlines
Deal found 1/12C$ 506

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 2 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 BayDetroit

SXM - DTW

SXMDTW

Simpson Bay Princess Juliana

Thu 29/1

3:15 p.m.-11:59 p.m.

1 stop9h 44m

Detroit Metropolitan Wayne County

Sun 1/2

5:30 a.m.-2:10 p.m.

1 stop7h 40m

C$ 403

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 25/12

3:40 p.m.-7:31 a.m.

2 stops16h 51m

Toronto Pearson Intl

Wed 31/12

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

Nonstop4h 51m

C$ 426

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sun 1/3

4:55 p.m.-2:00 p.m.

2 stops22h 05m

Montreal Pierre Elliott Trudeau Intl

Mon 9/3

7:00 a.m.-2:51 p.m.

1 stop7h 51m

C$ 457

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sun 1/3

4:55 p.m.-2:00 p.m.

2 stops22h 05m

Montreal Pierre Elliott Trudeau Intl

Tue 10/3

3:11 p.m.-12:50 p.m.

2 stops21h 39m

C$ 464

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sun 1/3

4:55 p.m.-2:00 p.m.

2 stops22h 05m

Montreal Pierre Elliott Trudeau Intl

Sat 14/3

4:45 p.m.-12:50 p.m.

2 stops20h 05m

C$ 464

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 15/1

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$ 484

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 25/12

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

1 stop7h 51m

Toronto Pearson Intl

Wed 31/12

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

2 stops19h 11m

C$ 495

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Tue 17/3

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

1 stop29h 00m

Montreal Pierre Elliott Trudeau Intl

Wed 25/3

6:45 a.m.-2:17 p.m.

1 stop7h 32m

C$ 509

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Mon 6/4

12:05 p.m.-5:05 p.m.

Nonstop5h 00m

Montreal Pierre Elliott Trudeau Intl

Mon 13/4

6:20 a.m.-10:55 a.m.

Nonstop4h 35m

C$ 515

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Tue 7/4

12:25 p.m.-12:35 a.m.

1 stop12h 10m

Montreal Pierre Elliott Trudeau Intl

Mon 13/4

6:20 a.m.-10:55 a.m.

Nonstop4h 35m

C$ 531

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/12

Showing 1-10 of 59 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 28 November 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$ 368). Flying from Simpson Bay in June will prove the most costly (average of C$ 765). 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$ 441
American Airlines
American Airlines
From C$ 1,678
Winair
Winair
From C$ 392

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 (445 flights per day), Saba Island (48 flights per day) and New York (35 flights per day).

Toronto
Toronto
From C$ 195
Miami
Miami
From C$ 936
Basseterre Robert Bradshaw Intl
Basseterre Robert Bradshaw Intl
From C$ 250
Montreal
Montreal
From C$ 299

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$ 195. Explore other affordable destinations below.

Toronto
Toronto
From C$ 195
Basseterre Robert Bradshaw Intl
Basseterre Robert Bradshaw Intl
From C$ 250
Willemstad Hato Int.
Willemstad Hato Int.
From C$ 284
Montreal
Montreal
From C$ 299

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
3,190 reviews
Check prices

Entertainment

6.1

Boarding

7.4

Crew

7.9

Comfort

7.1

Food

6.2

Overall

7.2

Reviews

1 / 20
4.0
Okay

Josh,Nov 2025

LAS - YEG

Very cramped seats, incredibly poor customer service when arriving at the airport.
WestJet
7.2
Good
3,190 reviews
WestJet
7.2
Good
3,190 reviews
Check prices

Entertainment

6.1

Boarding

7.4

Crew

7.9

Comfort

7.1

Food

6.2

Overall

7.2

Reviews

1 / 20
4.0
Okay

Josh,Nov 2025

LAS - YEG

Very cramped seats, incredibly poor customer service when arriving at the airport.

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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 2 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, New York. 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$ 195 to Toronto Pearson Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 529 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$ 392). WestJet flights from Simpson Bay to Toronto (C$ 441). American Airlines flights from Simpson Bay to Bozeman Gallatin Field (C$ 1,678).

  • 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$ 2,169 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 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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