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Flights to Simpson Bay Princess Juliana

C$ 205 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 25/3. 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
7:40 p.m. - 1:50 p.m.
YYZ
-
SXM
17h 10m
1 stop
United Airlines Logo
2:40 p.m. - 9:21 p.m.
SXM
-
YYZ
31h 41m
1 stop
C$ 441United Airlines
Sat, 24 Jan - Sat, 31 Jan
United Airlines Logo
7:30 p.m. - 1:50 p.m.
YOW
-
SXM
17h 20m
2 stops
United Airlines Logo
3:55 p.m. - 10:26 a.m.
SXM
-
YOW
18h 31m
2 stops
C$ 446United Airlines
Sun, 1 Mar - Tue, 10 Mar
United Airlines Logo
7:40 p.m. - 1:50 p.m.
YYZ
-
SXM
17h 10m
1 stop
United Airlines Logo
2:40 p.m. - 11:59 p.m.
SXM
-
YYZ
10h 19m
1 stop
C$ 448United Airlines
Sat, 31 Jan - Sat, 7 Feb
American Airlines Logo
6:00 a.m. - 2:16 p.m.
YYZ
-
SXM
7h 16m
1 stop
American Airlines Logo
5:28 p.m. - 9:49 a.m.
SXM
-
YYZ
17h 21m
2 stops
C$ 464American Airlines
Tue, 3 Mar - Fri, 6 Mar
Air Canada Logo
10:30 a.m. - 2:40 p.m.
YTZ
-
SXM
27h 10m
1 stop
Air Canada Logo
3:40 p.m. - 11:42 a.m.
SXM
-
YTZ
21h 02m
2 stops
C$ 476Air Canada
Sat, 24 Jan - Tue, 27 Jan
WestJet Logo
5:40 a.m. - 3:17 p.m.
YOW
-
SXM
8h 37m
1 stop
WestJet Logo
3:20 p.m. - 12:39 a.m.
SXM
-
YOW
9h 19m
1 stop
C$ 480WestJet
Mon, 2 Mar - Tue, 10 Mar
WestJet Logo
6:45 a.m. - 2:17 p.m.
YUL
-
SXM
7h 32m
1 stop
WestJet Logo
3:20 p.m. - 12:38 a.m.
SXM
-
YUL
9h 18m
1 stop
C$ 482WestJet
Tue, 7 Apr - Fri, 17 Apr
American Airlines Logo
7:00 a.m. - 1:42 p.m.
YUL
-
SXM
29h 42m
1 stop
American Airlines Logo
2:42 p.m. - 12:24 p.m.
SXM
-
YUL
22h 42m
1 stop
C$ 494American Airlines
Thu, 5 Feb - Mon, 9 Feb
Air Canada Logo
8:30 p.m. - 2:40 p.m.
YTZ
-
SXM
17h 10m
1 stop
Air Canada Logo
3:40 p.m. - 8:10 a.m.
SXM
-
YTZ
17h 30m
1 stop
C$ 501Air Canada
Sat, 24 Jan - Thu, 29 Jan
Air Transat Logo
9:30 p.m. - 10:55 a.m.
YTZ
-
SXM
13h 25m
1 stop
Air Transat Logo
12:05 p.m. - 9:50 p.m.
SXM
-
YTZ
9h 45m
1 stop
C$ 516Air Transat
Tue, 24 Mar - Wed, 1 Apr

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 14 January 2026.
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 24/1

7:40 p.m.-1:50 p.m.

1 stop17h 10m

Simpson Bay Princess Juliana

Sat 31/1

2:40 p.m.-9:21 p.m.

1 stop31h 41m

C$ 441

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Sun 1/3

7:30 p.m.-1:50 p.m.

2 stops17h 20m

Simpson Bay Princess Juliana

Tue 10/3

3:55 p.m.-10:26 a.m.

2 stops18h 31m

C$ 446

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 31/1

7:40 p.m.-1:50 p.m.

1 stop17h 10m

Simpson Bay Princess Juliana

Sat 7/2

2:40 p.m.-11:59 p.m.

1 stop10h 19m

C$ 448

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 3/3

6:00 a.m.-2:16 p.m.

1 stop7h 16m

Simpson Bay Princess Juliana

Fri 6/3

5:28 p.m.-9:49 a.m.

2 stops17h 21m

C$ 464

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Sat 24/1

10:30 a.m.-2:40 p.m.

1 stop27h 10m

Simpson Bay Princess Juliana

Tue 27/1

3:40 p.m.-11:42 a.m.

2 stops21h 02m

C$ 476

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Mon 2/3

5:40 a.m.-3:17 p.m.

1 stop8h 37m

Simpson Bay Princess Juliana

Tue 10/3

3:20 p.m.-12:39 a.m.

1 stop9h 19m

C$ 480

MontrealSimpson Bay

YUL - SXM

YULSXM

Montreal Pierre Elliott Trudeau Intl

Tue 7/4

6:45 a.m.-2:17 p.m.

1 stop7h 32m

Simpson Bay Princess Juliana

Fri 17/4

3:20 p.m.-12:38 a.m.

1 stop9h 18m

C$ 482

MontrealSimpson Bay

YUL - SXM

YULSXM

Montreal Pierre Elliott Trudeau Intl

Thu 5/2

7:00 a.m.-1:42 p.m.

1 stop29h 42m

Simpson Bay Princess Juliana

Mon 9/2

2:42 p.m.-12:24 p.m.

1 stop22h 42m

C$ 494

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Sat 24/1

8:30 p.m.-2:40 p.m.

1 stop17h 10m

Simpson Bay Princess Juliana

Thu 29/1

3:40 p.m.-8:10 a.m.

1 stop17h 30m

C$ 501

TorontoSimpson Bay

YTZ - SXM

YTZSXM

Toronto Island

Tue 24/3

9:30 p.m.-10:55 a.m.

1 stop13h 25m

Simpson Bay Princess Juliana

Wed 1/4

12:05 p.m.-9:50 p.m.

1 stop9h 45m

C$ 516

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, June 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$ 573. If you don’t want to visit Simpson Bay in June, then you should wait until October to fly from Canada, when ticket prices are also cheap, with an average price of C$ 580.

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$ 596. 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$ 748.

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$ 668 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$ 554 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 AIRPORTApril12% cheaperFlying from Toronto Pearson Intl Airport to Simpson Bay costs on average just C$ 589 in April
MOST EXPENSIVE MONTH TO FLY TO SIMPSON BAY FROM TORONTO PEARSON INTL AIRPORTAugust19% more expensiveIt costs about C$ 795 for flights to Simpson Bay from Toronto Pearson Intl Airport in August
MOST POPULAR MONTH TO FLY TO SIMPSON BAY FROM TORONTO PEARSON INTL AIRPORTDecember235% 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$ 205

Best Round-Trip Price

C$ 441

Fastest flight time

15h 45m

Popular in

February
The best one-way flight price to Simpson Bay from Canada in the last 72 hours is C$ 205 (Toronto Island to Simpson Bay Princess Juliana).
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The best round-trip flight price to Simpson Bay from Canada in the last 72 hours is C$ 441 (Toronto Pearson Intl to Simpson Bay Princess Juliana).
Search Deals
The fastest flight to Simpson Bay from Canada takes 15h 45m (Toronto Island to Simpson Bay Princess Juliana).
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February has the highest demand for flights to Simpson Bay, with a 0% price increase on average.
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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$ 668. However, in the past 72 hours, people saw flights from Canada for as low as C$ 354.

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 January 2026, 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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