Find flights
Airlines

C$ 244+ Cheap flights from Simpson Bay

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/5. 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
25 Apr — 2 May1
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 26 March 2026. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Thu 16/4

2:42 p.m.-12:45 a.m.

1 stop10h 03m

Montreal Pierre Elliott Trudeau Intl

Thu 23/4

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

Nonstop4h 35m

C$ 544

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 14/5

1:35 p.m.-9:19 a.m.

1 stop19h 44m

Toronto Pearson Intl

Sat 23/5

7:43 p.m.-12:33 p.m.

1 stop16h 50m

C$ 547

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sat 18/4

1:29 p.m.-5:30 p.m.

1 stop28h 01m

Montreal Pierre Elliott Trudeau Intl

Mon 27/4

6:35 p.m.-12:33 p.m.

2 stops17h 58m

C$ 625
Quickest round-trip

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Fri 10/4

3:20 p.m.-8:42 p.m.

Nonstop5h 22m

Toronto Pearson Intl

Tue 14/4

9:30 a.m.-2:17 p.m.

Nonstop4h 47m

C$ 635

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 9/4

2:35 p.m.-11:20 p.m.

1 stop8h 45m

Toronto Pearson Intl

Thu 23/4

9:30 a.m.-2:17 p.m.

Nonstop4h 47m

C$ 639

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Wed 10/6

4:43 p.m.-12:34 p.m.

2 stops19h 51m

Toronto Pearson Intl

Wed 24/6

6:00 a.m.-3:42 p.m.

2 stops9h 42m

C$ 681

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sun 10/5

4:35 p.m.-11:44 a.m.

2 stops19h 09m

Montreal Pierre Elliott Trudeau Intl

Thu 14/5

2:32 p.m.-1:20 p.m.

2 stops22h 48m

C$ 704

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 9/4

12:41 p.m.-11:16 p.m.

1 stop10h 35m

Toronto Pearson Intl

Thu 23/4

5:59 p.m.-11:37 a.m.

1 stop17h 38m

C$ 711

Simpson BayToronto

SXM - YYZ

SXMYYZ

Simpson Bay Princess Juliana

Thu 9/4

2:35 p.m.-2:20 p.m.

2 stops23h 45m

Toronto Pearson Intl

Fri 24/4

9:30 a.m.-2:17 p.m.

Nonstop4h 47m

C$ 719

Simpson BayMontreal

SXM - YUL

SXMYUL

Simpson Bay Princess Juliana

Sat 2/5

3:50 p.m.-1:09 p.m.

2 stops21h 19m

Montreal Pierre Elliott Trudeau Intl

Sun 24/5

6:35 p.m.-2:43 p.m.

2 stops20h 08m

C$ 735

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/3

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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 13 March 2026.

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$ 364). Flying from Simpson Bay in January will prove the most costly (average of C$ 939). 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$ 531

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 (407 flights per day), Oranjestad (45 flights per day) and Saba Island (43 flights per day).

Toronto
Toronto
From C$ 229
Montreal
Montreal
From C$ 282
Fort Lauderdale
Fort Lauderdale
From C$ 204
Miami
Miami
From C$ 303

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

The cheapest city to fly to from Simpson Bay is Fort Lauderdale, with prices starting at C$ 204. Explore other affordable destinations below.

Fort Lauderdale
Fort Lauderdale
From C$ 204
Toronto
Toronto
From C$ 229
Montreal
Montreal
From C$ 282
Miami
Miami
From C$ 303

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
3,303 reviews
Check prices

Boarding

7.4

Food

6.2

Comfort

7.0

Overall

7.2

Entertainment

6.1

Crew

7.9

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
3,303 reviews
WestJet
7.2
Good
3,303 reviews
Check prices

Boarding

7.4

Food

6.2

Comfort

7.0

Overall

7.2

Entertainment

6.1

Crew

7.9

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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 Gustavia

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 26 March 2026.

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

    This month, the top selected destinations from Simpson Bay are Gustavia, Miami, 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$ 204 to Fort Lauderdale (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 427 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 October; 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.

See more FAQs

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.