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C$ 195+ 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 — YYZ
8 Jan — 15 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 9 December 2025.

Cheapest airline

WestJet

Good round-trip deal

C$ 237 or less

Good one-way deal

C$ 273 or less
On average, WestJet currently has the cheapest one-way flight from Simpson Bay Princess Juliana (avg. price of C$ 818).
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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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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 9 December 2025.

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 7/12C$ 371
Thu 25/123:40 p.m.SXM - YYZ
2 stops16h 51mMultiple Airlines
Thu 1/19:30 a.m.YYZ - SXM
Nonstop4h 51mMultiple Airlines
Deal found 9/12C$ 380
Thu 25/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Wed 31/129:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Deal found 7/12C$ 445
Thu 25/124:20 p.m.SXM - YYZ
Nonstop5h 23mWestJet
Thu 1/19:30 a.m.YYZ - SXM
Nonstop4h 51mWestJet
Deal found 9/12C$ 449
Thu 25/124:55 p.m.SXM - YYZ
1 stop7h 51mUnited Airlines
Wed 31/128:05 p.m.YYZ - SXM
1 stop18h 46mUnited Airlines
Deal found 7/12C$ 477
Wed 24/124:20 p.m.SXM - YYZ
Nonstop5h 23mMultiple Airlines
Sun 11/13:40 p.m.YYZ - SXM
1 stop21h 30mMultiple Airlines
Deal found 9/12C$ 488
Wed 24/124:20 p.m.SXM - YYZ
Nonstop5h 23mMultiple Airlines
Sun 18/13:40 p.m.YYZ - SXM
1 stop21h 30mMultiple Airlines
Deal found 8/12C$ 490
Thu 25/123:40 p.m.SXM - YUL
Nonstop5h 00mMultiple Airlines
Wed 31/126:20 a.m.YUL - SXM
Nonstop4h 35mMultiple Airlines
Deal found 7/12C$ 498
Wed 1/44:28 p.m.SXM - YYZ
1 stop19h 49mAmerican Airlines
Wed 8/46:00 a.m.YYZ - SXM
1 stop9h 15mAmerican Airlines
Deal found 8/12C$ 521
Thu 29/12:52 p.m.SXM - YUL
2 stops25h 24mUnited Airlines
Mon 2/22:13 p.m.YUL - SXM
2 stops22h 37mUnited Airlines
Deal found 8/12C$ 531
Mon 12/15:00 p.m.SXM - YUL
1 stop15h 42mMultiple Airlines
Wed 21/16:20 a.m.YUL - SXM
Nonstop4h 35mMultiple Airlines
Deal found 8/12C$ 538
Thu 22/14:20 p.m.SXM - YUL
1 stop9h 23mMultiple Airlines
Thu 29/110:30 p.m.YUL - SXM
1 stop16h 30mMultiple Airlines
Deal found 8/12C$ 542

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 9 December 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

Thu 1/1

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

Nonstop4h 51m

C$ 383

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$ 477

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 24/12

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

Nonstop5h 23m

Toronto Pearson Intl

Sun 18/1

3:40 p.m.-2:10 p.m.

1 stop21h 30m

C$ 488

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 24/12

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

Nonstop5h 23m

Toronto Pearson Intl

Sun 11/1

3:40 p.m.-2:10 p.m.

1 stop21h 30m

C$ 488

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

Wed 31/12

6:20 a.m.-11:55 a.m.

Nonstop4h 35m

C$ 512

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 1/4

4:28 p.m.-12:17 p.m.

1 stop19h 49m

Toronto Pearson Intl

Wed 8/4

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

1 stop9h 15m

C$ 521

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 24/12

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

Nonstop5h 23m

Toronto Pearson Intl

Sun 25/1

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

1 stop16h 40m

C$ 530

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 29/1

2:52 p.m.-3:16 p.m.

2 stops25h 24m

Montreal Pierre Elliott Trudeau Intl

Mon 2/2

2:13 p.m.-1:50 p.m.

2 stops22h 37m

C$ 531

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 22/1

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

1 stop9h 23m

Montreal Pierre Elliott Trudeau Intl

Thu 29/1

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

1 stop16h 30m

C$ 542

Simpson BayOttawa

SXM - YOW

SXMYOW

Simpson Bay Princess Juliana

Fri 27/3

4:00 p.m.-9:42 a.m.

2 stops17h 42m

Ottawa

Sun 5/4

5:40 a.m.-2:17 p.m.

1 stop8h 37m

C$ 556

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 53 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$ 194). Flying from Simpson Bay in January will prove the most costly (average of C$ 691). 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$ 436
Winair
Winair
From C$ 388

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 (472 flights per day), New York (82 flights per day) and Saba Island (50 flights per day).

Toronto
Toronto
From C$ 193
Basseterre Robert Bradshaw Intl
Basseterre Robert Bradshaw Intl
From C$ 247
Miami
Miami
From C$ 926
Willemstad Hato Int.
Willemstad Hato Int.
From C$ 281

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$ 193. Explore other affordable destinations below.

Toronto
Toronto
From C$ 193
Basseterre Robert Bradshaw Intl
Basseterre Robert Bradshaw Intl
From C$ 247
Willemstad Hato Int.
Willemstad Hato Int.
From C$ 281
Montreal
Montreal
From C$ 296

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
3,194 reviews
Check prices

Food

6.2

Entertainment

6.1

Boarding

7.4

Crew

7.9

Overall

7.2

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
3,194 reviews
WestJet
7.2
Good
3,194 reviews
Check prices

Food

6.2

Entertainment

6.1

Boarding

7.4

Crew

7.9

Overall

7.2

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 9 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$ 193 to Toronto Pearson Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 506 to fly from Simpson Bay.

  • 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$ 2,145 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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