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C$ 333+ 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 4/10. 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
13 Aug — 20 Aug1
1 adult
1 adult, Economy, 0 bags

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 14 July 2026. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 3/9

3:20 p.m.-8:25 p.m.

Nonstop5h 05m

Toronto Pearson Intl

Sat 12/9

12:20 p.m.-5:00 p.m.

Nonstop4h 40m

C$ 543

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 27/8

3:10 p.m.-12:25 a.m.

1 stop9h 15m

Montreal Pierre Elliott Trudeau Intl

Thu 3/9

6:45 a.m.-2:20 p.m.

1 stop7h 35m

C$ 649

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Tue 20/10

4:39 p.m.-12:34 p.m.

2 stops19h 55m

Toronto Pearson Intl

Tue 27/10

6:00 a.m.-3:39 p.m.

2 stops9h 39m

C$ 743

Simpson BayCalgary

SXM - YYC

SXMYYC

Simpson Bay Princess Juliana

Thu 27/8

3:10 p.m.-9:20 a.m.

1 stop20h 10m

Calgary

Fri 25/9

11:45 p.m.-2:20 p.m.

2 stops36h 35m

C$ 778

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sun 22/11

4:20 p.m.-12:33 a.m.

1 stop9h 13m

Montreal Pierre Elliott Trudeau Intl

Sun 29/11

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

1 stop7h 36m

C$ 787

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Mon 27/7

3:20 p.m.-12:25 a.m.

1 stop9h 05m

Montreal Pierre Elliott Trudeau Intl

Fri 31/7

8:00 p.m.-5:00 p.m.

2 stops21h 00m

C$ 788

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Mon 26/10

1:52 p.m.-9:43 a.m.

1 stop19h 51m

Toronto Pearson Intl

Mon 2/11

9:50 a.m.-3:45 p.m.

Nonstop4h 55m

C$ 825

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 13/8

4:39 p.m.-2:44 p.m.

2 stops22h 05m

Montreal Pierre Elliott Trudeau Intl

Sun 6/9

7:14 a.m.-3:39 p.m.

1 stop8h 25m

C$ 865

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Fri 11/9

2:23 p.m.-11:29 p.m.

1 stop9h 06m

Toronto Pearson Intl

Wed 30/9

7:15 p.m.-1:23 p.m.

2 stops18h 08m

C$ 901

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sat 5/12

2:40 p.m.-4:21 p.m.

2 stops26h 41m

Montreal Pierre Elliott Trudeau Intl

Sat 12/12

6:10 a.m.-1:18 p.m.

2 stops30h 08m

C$ 908

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/7

Showing 1-10 of 50 resultsSorted by cheapest first
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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, November is the cheapest month in which you can book a flight from Simpson Bay (average of C$ 531). Flying from Simpson Bay in February will prove the most costly (average of C$ 940). 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$ 336

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 (326 flights per day), New York (94 flights per day) and Saba Island (40 flights per day).

Toronto
Toronto
From C$ 360
Miami
Miami
From C$ 351
Fort Lauderdale
Fort Lauderdale
From C$ 518
Charlotte Douglas
Charlotte Douglas
From C$ 429

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

The cheapest city to fly to from Simpson Bay is Miami, with prices starting at C$ 351. Explore other affordable destinations below.

Miami
Miami
From C$ 351
Toronto
Toronto
From C$ 360
Charlotte Douglas
Charlotte Douglas
From C$ 429
Fort Lauderdale
Fort Lauderdale
From C$ 518

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
3,409 reviews
Check prices

Food

6.2

Overall

7.2

Crew

7.9

Entertainment

6.1

Boarding

7.4

Comfort

7.0

Reviews

1 / 20
10.0
Excellent

Janice,Mar 2026

TQO - YYZ

I had a very happy experience with fast boarding, an early flight and landing, and a quick baggage claim.
WestJet
7.2
Good
3,409 reviews
WestJet
7.2
Good
3,409 reviews
Check prices

Food

6.2

Overall

7.2

Crew

7.9

Entertainment

6.1

Boarding

7.4

Comfort

7.0

Reviews

1 / 20
10.0
Excellent

Janice,Mar 2026

TQO - YYZ

I had a very happy experience with fast boarding, an early flight and landing, and a quick baggage claim.

Browse thousands of different options on Cheapflights for your next trip

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Popular international destinations from Simpson Bay

The most popular international flight routes departing from Simpson Bay we’ve come across at this time.
Flights from Simpson Bay to Fort Lauderdale
Flights from Simpson Bay to Miami

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 14 July 2026.

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

    This month, the top selected destinations from Simpson Bay are Miami, Toronto, Paris. Throughout the year, Miami, Gustavia, New York John F Kennedy Intl Airport 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$ 351 to Miami (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 956 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 November; with February 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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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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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