Cheap flights from Toronto to Simpson Bay from C$ 220

In general, June is the cheapest month to fly from Toronto to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 491. If you don’t want to visit Simpson Bay in June, then you should wait until October to fly from Toronto, when ticket prices are also cheap, with an average price of C$ 505.

The cheapest day to depart on your flight to Simpson Bay is on a Monday when prices can be found for as low as C$ 543. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Toronto because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 692.

Fly from Toronto Pearson Intl to Simpson Bay Princess Juliana for the best Toronto - Simpson Bay Princess Juliana flight prices

You are more likely to see cheaper flights to Simpson Bay from Toronto when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around C$ 604 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Toronto for as low as C$ 482 on momondo.

There are 3 cabin classes available to choose from on Toronto to Simpson Bay flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 3% on your flight if you consider stops on a Toronto to Simpson Bay flight.

United Airlines is the most popular carrier operating from Toronto to Simpson Bay Princess Juliana

WestJet, Air Canada and Air Transat are the top three most popular airlines that fly to Simpson Bay from Toronto according to our data. WestJet is the first choice among our users, with 72% of people opting to fly with this airline when travelling to Simpson Bay. Keep in mind that there are 5 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

Historically, on average around 27% of flights between Toronto and Simpson Bay have experienced a delay on any given week. The average delay length over the past 12 months has been 118 minutes.

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights departing in the morning have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

According to our data, WestJet has had the least delays on this route over the last 12 months, with about 21% of their flights experiencing any sort of delay.

Montreal (YUL) was the most common stop: 29% of momondo users choosing one-stop flights on this route connected there.

Flights via Washington, D.C. (IAD) offer the lowest average round-trip price of C$ 378.

Flights connecting via Newark (EWR) have the shortest average one-way travel time: 7h 13m.

Charlotte (CLT) has the shortest average layover time for this route: 1h 29m.

As of October 2026, 1 flights take off from Toronto and land in Simpson Bay each day. The most common flight departure time for this route is 12:00p.m., with 100% of daily flights taking off in the afternoon.

As of October 2026, there are 7 flights per week flying from Toronto to Simpson Bay. The most common day of the week flights depart is Mon, with 29% of flights taking off on this day.