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Flights to Simpson Bay Princess Juliana

C$ 176 Cheap flights to Simpson Bay

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Simpson Bay departing on 21/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Canada to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
6:50 a.m. - 3:57 p.m.YYZ-SXM
8h 07m1 stop
United Airlines Logo
5:00 p.m. - 9:58 a.m.SXM-YYZ
17h 58m2 stops
C$ 479United Airlines
Find Deal
Sat, 29 Nov - Sat, 6 Dec
United Airlines Logo
6:40 p.m. - 1:50 p.m.YYZ-SXM
18h 10m2 stops
United Airlines Logo
2:52 p.m. - 9:58 a.m.SXM-YYZ
20h 06m2 stops
C$ 482United Airlines
Find Deal
Thu, 1 Jan - Thu, 26 Feb
American Airlines Logo
5:15 p.m. - 12:58 p.m.YYZ-SXM
18h 43m2 stops
American Airlines Logo
5:33 p.m. - 12:18 p.m.SXM-YYZ
19h 45m1 stop
C$ 483American Airlines
Find Deal
Wed, 4 Feb - Wed, 11 Feb
American Airlines Logo
4:30 p.m. - 1:45 p.m.YYZ-SXM
20h 15m1 stop
American Airlines Logo
3:50 p.m. - 10:59 p.m.SXM-YYZ
8h 09m1 stop
C$ 488American Airlines
Find Deal
Sat, 17 Jan - Sun, 25 Jan
WestJet Logo
9:30 a.m. - 2:17 p.m.YYZ-SXM
4h 47mdirect
WestJet Logo
3:20 p.m. - 8:42 p.m.SXM-YYZ
5h 22mdirect
C$ 500WestJet
Find Deal
Tue, 7 Apr - Fri, 17 Apr
WestJet Logo
9:30 a.m. - 3:21 p.m.YYZ-SXM
4h 51mdirect
WestJet Logo
4:20 p.m. - 8:43 p.m.SXM-YYZ
5h 23mdirect
C$ 513WestJet
Find Deal
Fri, 2 Jan - Thu, 15 Jan
Air Canada Logo
12:30 a.m. - 1:35 p.m.YYZ-SXM
13h 05m2 stops
Air Canada Logo
4:00 p.m. - 9:00 p.m.SXM-YYZ
5h 00mdirect
C$ 535Air Canada
Find Deal
Mon, 6 Apr - Sat, 18 Apr
Air Transat Logo
7:30 p.m. - 11:55 a.m.YYZ-SXM
15h 25m1 stop
Air Transat Logo
1:05 p.m. - 8:17 a.m.SXM-YYZ
20h 12m1 stop
C$ 541Air Transat
Find Deal
Tue, 13 Jan - Mon, 19 Jan
Air Transat Logo
3:30 p.m. - 11:55 a.m.YYZ-SXM
19h 25m1 stop
Air Transat Logo
1:25 p.m. - 5:50 p.m.SXM-YYZ
5h 25mdirect
C$ 548Air Transat
Find Deal
Tue, 3 Feb - Tue, 17 Feb
Air Canada Logo
10:30 p.m. - 1:35 p.m.YUL-SXM
38h 05m2 stops
Air Canada Logo
3:40 p.m. - 7:40 p.m.SXM-YUL
5h 00mdirect
C$ 550Air Canada
Find Deal
Thu, 13 Nov - Thu, 27 Nov

momondo Fare Finder

 
Locate flights to Simpson Bay Princess Juliana that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 96,600 searches and data was last updated on 30 October 2025.
Use the filters below to find and compare flights to Simpson Bay that are best for you.

Fly from

Route

Depart

Return

Price

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 29/11

6:50 a.m.-3:57 p.m.

1 stop8h 07m

Simpson Bay Princess Juliana

Sat 6/12

5:00 p.m.-9:58 a.m.

2 stops17h 58m

C$ 479

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 1/1

6:40 p.m.-1:50 p.m.

2 stops18h 10m

Simpson Bay Princess Juliana

Thu 26/2

2:52 p.m.-9:58 a.m.

2 stops20h 06m

C$ 482

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Wed 4/2

5:15 p.m.-12:58 p.m.

2 stops18h 43m

Simpson Bay Princess Juliana

Wed 11/2

5:33 p.m.-12:18 p.m.

1 stop19h 45m

C$ 483

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 17/1

4:30 p.m.-1:45 p.m.

1 stop20h 15m

Simpson Bay Princess Juliana

Sun 25/1

3:50 p.m.-10:59 p.m.

1 stop8h 09m

C$ 488

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 7/4

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

Nonstop4h 47m

Simpson Bay Princess Juliana

Fri 17/4

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

Nonstop5h 22m

C$ 500

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 2/1

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Thu 15/1

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

Nonstop5h 23m

C$ 513

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 6/4

12:30 a.m.-1:35 p.m.

2 stops13h 05m

Simpson Bay Princess Juliana

Sat 18/4

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

Nonstop5h 00m

C$ 535

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 13/1

7:30 p.m.-11:55 a.m.

1 stop15h 25m

Simpson Bay Princess Juliana

Mon 19/1

1:05 p.m.-8:17 a.m.

1 stop20h 12m

C$ 541

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 3/2

3:30 p.m.-11:55 a.m.

1 stop19h 25m

Simpson Bay Princess Juliana

Tue 17/2

1:25 p.m.-5:50 p.m.

Nonstop5h 25m

C$ 548

MontrealSimpson Bay

YUL - SXM

YULSXM

Montreal Pierre Elliott Trudeau Intl

Thu 13/11

10:30 p.m.-1:35 p.m.

2 stops38h 05m

Simpson Bay Princess Juliana

Thu 27/11

3:40 p.m.-7:40 p.m.

Nonstop5h 00m

C$ 550

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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Simpson Bay flights insights and trends

Explore insights for your Simpson Bay flight to craft the best travel plan

What is the cheapest month to fly to Simpson Bay?

In general, October is the cheapest month to fly from Canada to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 567. If you don’t want to visit Simpson Bay in October, then you should wait until June to fly from Canada, when ticket prices are also cheap, with an average price of C$ 581.

What is the absolute cheapest flight to Simpson Bay?

See prices from:

What is the cheapest day to depart on your flight to Simpson Bay?

The cheapest day to depart on your flight to Simpson Bay is on a Wednesday when prices can be found for as low as C$ 640. 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 Canada because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 742.

What is the cheapest time of day to depart on your flight to Simpson Bay?

Flying to Simpson Bay from Canada in the morning is the least expensive time of day to depart. momondo users have found prices as low as C$ 684 when looking at flights departing in the morning. In contrast, the most expensive time of day to depart to Simpson Bay is in the evening when prices are around C$ 726.

How far in advance should I book a flight to Simpson Bay?

You are more likely to see cheaper flights to Simpson Bay from Canada when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around C$ 687 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Canada for as low as C$ 620 on momondo.

Cheapest flights to Simpson Bay Princess Juliana

Find the cheapest flights to Simpson Bay Princess Juliana from your nearest city or airport
Find Flights from Toronto Pearson Intl Airport to Simpson Bay
CHEAPEST MONTH TO FLY TO SIMPSON BAY FROM TORONTO PEARSON INTL AIRPORTSeptember14% cheaperFlying from Toronto Pearson Intl Airport to Simpson Bay costs on average just C$ 595 in September
MOST EXPENSIVE MONTH TO FLY TO SIMPSON BAY FROM TORONTO PEARSON INTL AIRPORTAugust17% more expensiveIt costs about C$ 805 for flights to Simpson Bay from Toronto Pearson Intl Airport in August
MOST POPULAR MONTH TO FLY TO SIMPSON BAY FROM TORONTO PEARSON INTL AIRPORTDecember328% more users visitedMore momondo users searched in flights to Simpson Bay from Toronto Pearson Intl Airport in December than any other month

Cheap Simpson Bay flight deals and tips

Summary info about Simpson Bay flight prices, duration and airlines

Best One-Way Price

C$ 176

Best Round-Trip Price

C$ 479

Fastest flight time

4h 35m

Popular in

February
The best one-way flight price to Simpson Bay from Canada in the last 72 hours is C$ 176 (Toronto Pearson Intl to Simpson Bay Princess Juliana).
Search Deals
The best round-trip flight price to Simpson Bay from Canada in the last 72 hours is C$ 479 (Toronto Pearson Intl to Simpson Bay Princess Juliana).
Search Deals
The fastest flight to Simpson Bay from Canada takes 4h 35m (Toronto Pearson Intl to Simpson Bay Princess Juliana).
Search Deals
February has the highest demand for flights to Simpson Bay, with a 4% price increase on average.
Search Deals

Frequently asked questions about flying to Simpson Bay

How far in advance should I book a flight to Simpson Bay?

The best time to book a flight to Simpson Bay from Canada is 24 days out, which is when prices tend to be around C$ 682. However, in the past 72 hours, people saw flights from Canada for as low as C$ 385.

When did momondo last update prices for flights to Simpson Bay Princess Juliana Airport?

Prices for flights to Simpson Bay Princess Juliana Airport were last updated today.

How many operators does momondo search for flights to Simpson Bay Princess Juliana Airport?

As of October 2025, there are 10 operators available to choose from for flights to Simpson Bay Princess Juliana Airport.

How old do you have to be to fly to Simpson Bay Princess Juliana Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to Simpson Bay Princess Juliana Airport.

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

The travel and health documents you'll need for your trip to Simpson Bay Princess Juliana Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

Why use momondo?

Why should I use momondo to find a flight deal to Simpson Bay?

We help find the flight that best suits your needs; momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight for you.

Can I find flights to Simpson Bay with flexible booking policies on momondo?

momondo does allow users to show only those flights to Simpson Bay which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights to Simpson Bay?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Simpson Bay.

I’m not ready to book a flight to Simpson Bay right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Simpson Bay flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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