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C$ 232+ 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 1/12. 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 — YYZ
20 Dec — 27 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 20 November 2025.

Cheapest one-way flight

C$ 214

Cheapest airline

WestJet

Most popular destination

Toronto Pearson Intl (YYZ)

Good round-trip deal

C$ 302 or less

Good one-way deal

C$ 361 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$ 827).
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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$ 421).
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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 20 November 2025.

Thu 25/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Wed 31/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Deal found 20/11C$ 378
Thu 25/123:40 p.m.SXM - YYZ
2 stops15h 51mMultiple Airlines
Wed 31/129:30 a.m.YYZ - SXM
Nonstop4h 51mMultiple Airlines
Deal found 20/11C$ 381
Thu 22/13:09 p.m.SXM - DTW
1 stop8h 35mSpirit Airlines
Sun 25/16:00 a.m.DTW - SXM
1 stop7h 14mSpirit Airlines
Deal found 18/11C$ 426
Thu 4/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Sun 7/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Deal found 20/11C$ 487
Thu 18/123:40 p.m.SXM - YOW
1 stop7h 40mAir Canada
Tue 6/16:00 a.m.YOW - SXM
1 stop9h 00mAir Canada
Deal found 20/11C$ 522
Tue 16/125:00 p.m.SXM - YOW
1 stop9h 38mAir Canada
Tue 6/16:00 a.m.YOW - SXM
1 stop9h 00mAir Canada
Deal found 20/11C$ 530
Thu 25/123:40 p.m.SXM - YYZ
2 stops16h 51mAir Canada
Wed 31/129:10 p.m.YYZ - SXM
1 stop17h 41mAir Canada
Deal found 20/11C$ 540
Thu 18/123:40 p.m.SXM - YOW
1 stop19h 00mAir Canada
Wed 7/17:55 p.m.YOW - SXM
1 stop17h 45mAir Canada
Deal found 19/11C$ 559
Thu 25/123:40 p.m.SXM - YUL
Nonstop5h 00mAir Canada
Thu 1/19:00 a.m.YUL - SXM
Nonstop4h 40mAir Canada
Deal found 20/11C$ 561
Thu 18/123:40 p.m.SXM - YOW
1 stop7h 40mAir Canada
Mon 5/17:15 a.m.YOW - SXM
1 stop7h 45mAir Canada
Deal found 20/11C$ 564
Thu 4/124:20 p.m.SXM - YUL
1 stop9h 23mWestJet
Sun 7/126:45 a.m.YUL - SXM
1 stop7h 36mWestJet
Deal found 18/11C$ 566
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 20/11C$ 568

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 20 November 2025. 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

Thu 25/12

3:40 p.m.-6:31 a.m.

2 stops15h 51m

Toronto Pearson Intl

Wed 31/12

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

Nonstop4h 51m

C$ 381

Simpson BayDetroit

SXM - DTW

SXMDTW

Simpson Bay Princess Juliana

Thu 22/1

3:09 p.m.-10:44 p.m.

1 stop8h 35m

Detroit Metropolitan Wayne County

Sun 25/1

6:00 a.m.-2:14 p.m.

1 stop7h 14m

C$ 426

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

8:05 p.m.-3:51 p.m.

1 stop18h 46m

C$ 487

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 4/12

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

Nonstop5h 23m

Toronto Pearson Intl

Sun 7/12

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

Nonstop4h 51m

C$ 487

Simpson BayOttawa

SXM - YOW

SXMYOW

Simpson Bay Princess Juliana

Tue 16/12

5:00 p.m.-1:38 a.m.

1 stop9h 38m

Ottawa

Tue 6/1

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

1 stop9h 00m

C$ 530

Simpson BayOttawa

SXM - YOW

SXMYOW

Simpson Bay Princess Juliana

Wed 17/12

4:20 p.m.-12:42 a.m.

1 stop9h 22m

Ottawa

Tue 6/1

5:40 a.m.-3:21 p.m.

1 stop8h 41m

C$ 530

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

9:10 p.m.-3:51 p.m.

1 stop17h 41m

C$ 540

Simpson BayOttawa

SXM - YOW

SXMYOW

Simpson Bay Princess Juliana

Thu 18/12

3:40 p.m.-9:40 a.m.

1 stop19h 00m

Ottawa

Wed 7/1

7:55 p.m.-2:40 p.m.

1 stop17h 45m

C$ 559

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 4/12

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

1 stop9h 23m

Montreal Pierre Elliott Trudeau Intl

Sun 7/12

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

1 stop7h 36m

C$ 566

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 25/12

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

1 stop9h 23m

Montreal Pierre Elliott Trudeau Intl

Thu 1/1

9:00 a.m.-2:40 p.m.

Nonstop4h 40m

C$ 568

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/11

Showing 1-10 of 60 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, December is the cheapest month in which you can book a flight from Simpson Bay (average of C$ 197). Flying from Simpson Bay in January will prove the most costly (average of C$ 703). 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$ 444
Winair
Winair
From C$ 347
American Airlines
American Airlines
From C$ 1,689

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 (435 flights per day), Saba Island (46 flights per day) and The Valley (28 flights per day).

Toronto
Toronto
From C$ 214
Panama City Tocumen Intl
Panama City Tocumen Intl
From C$ 409
Montreal
Montreal
From C$ 361
Miami
Miami
From C$ 942

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$ 214. Explore other affordable destinations below.

Toronto
Toronto
From C$ 214
Montreal
Montreal
From C$ 361
Panama City Tocumen Intl
Panama City Tocumen Intl
From C$ 409
Miami
Miami
From C$ 942

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
3,169 reviews
Check prices

Overall

7.2

Entertainment

6.1

Boarding

7.4

Crew

7.9

Food

6.2

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
3,169 reviews
WestJet
7.2
Good
3,169 reviews
Check prices

Overall

7.2

Entertainment

6.1

Boarding

7.4

Crew

7.9

Food

6.2

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 20 November 2025.

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

    This month, the top selected destinations from Simpson Bay are Miami, Gustavia, 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$ 214 to Toronto Pearson Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 583 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$ 347). WestJet flights from Simpson Bay to Toronto (C$ 444). American Airlines flights from Simpson Bay to Bozeman Gallatin Field (C$ 1,689).

  • 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$ 2,182 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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