Cheap flights from Canada to Simpson Bay from C$ 175

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Canada to Simpson Bay departing on 28/10. 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

Recent round-trip flight deals from Canada to Simpson Bay

United Airlines Logo
7:30 p.m. - 12:50 p.m.YOW-SXM
17h 20m2 stops
United Airlines Logo
2:52 p.m. - 9:56 p.m.SXM-YOW
8h 04m1 stop
C$ 358United Airlines
Find Deal
Thu, 30 Oct - Wed, 5 Nov
United Airlines Logo
7:29 p.m. - 12:18 p.m.YOW-SXM
16h 49m2 stops
United Airlines Logo
4:00 p.m. - 11:54 p.m.SXM-YOW
7h 54m1 stop
C$ 391United Airlines
Find Deal
Sat, 25 Oct - Sat, 1 Nov
American Airlines Logo
12:55 p.m. - 4:10 p.m.YYZ-SXM
26h 15m1 stop
American Airlines Logo
5:20 p.m. - 11:44 a.m.SXM-YYZ
19h 24m2 stops
C$ 501American Airlines
Find Deal
Tue, 13 Jan - Tue, 27 Jan
American Airlines Logo
11:51 a.m. - 2:00 p.m.YYZ-SXM
25h 09m1 stop
American Airlines Logo
5:24 p.m. - 11:14 a.m.SXM-YYZ
18h 50m2 stops
C$ 502American Airlines
Find Deal
Sat, 15 Nov - Mon, 17 Nov
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$ 510WestJet
Find Deal
Sun, 23 Nov - Sun, 7 Dec
Air Transat Logo
6:30 a.m. - 11:15 a.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:25 p.m. - 5:50 p.m.SXM-YYZ
5h 25mdirect
C$ 516Air Transat
Find Deal
Sat, 1 Nov - Sat, 8 Nov
Air Canada Logo
9:10 p.m. - 1:18 p.m.YYZ-SXM
15h 08m1 stop
Air Canada Logo
3:40 p.m. - 7:39 a.m.SXM-YYZ
16h 59m1 stop
C$ 519Air Canada
Find Deal
Sat, 6 Dec - Sat, 13 Dec
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$ 521WestJet
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Air Transat Logo
6:30 a.m. - 11:15 a.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:25 p.m. - 5:50 p.m.SXM-YYZ
5h 25mdirect
C$ 523Air Transat
Find Deal
Sat, 1 Nov - Sat, 8 Nov
Air Canada Logo
10:15 a.m. - 4:00 p.m.YYZ-SXM
4h 45mdirect
Air Canada Logo
5:00 p.m. - 9:15 p.m.SXM-YYZ
5h 15mdirect
C$ 532Air Canada
Find Deal
Tue, 13 Jan - Tue, 27 Jan

United Airlines flights from Canada to Simpson Bay

Our best United Airlines deals on Canada to Simpson Bay flight tickets
United Airlines
30 Oct
YOW7:30 p.m.Ottawa
17h 20m
2 stops
SXM12:50 p.m.Simpson Bay Princess Juliana
5 Nov
SXM2:52 p.m.Simpson Bay Princess Juliana
8h 04m
1 stop
YOW9:56 p.m.Ottawa
United Airlines
25 Oct
YOW7:29 p.m.Ottawa
16h 49m
2 stops
SXM12:18 p.m.Simpson Bay Princess Juliana
1 Nov
SXM4:00 p.m.Simpson Bay Princess Juliana
7h 54m
1 stop
YOW11:54 p.m.Ottawa
United Airlines
25 Oct
YOW7:29 p.m.Ottawa
19h 28m
2 stops
SXM2:57 p.m.Simpson Bay Princess Juliana
1 Nov
SXM4:00 p.m.Simpson Bay Princess Juliana
26h 12m
2 stops
YOW6:12 p.m.Ottawa

American Airlines flights from Canada to Simpson Bay

Our best American Airlines deals on Canada to Simpson Bay flight tickets
American Airlines
13 Jan
YYZ12:55 p.m.Toronto Pearson Intl
26h 15m
1 stop
SXM4:10 p.m.Simpson Bay Princess Juliana
27 Jan
SXM5:20 p.m.Simpson Bay Princess Juliana
19h 24m
2 stops
YYZ11:44 a.m.Toronto Pearson Intl
American Airlines
15 Nov
YYZ11:51 a.m.Toronto Pearson Intl
25h 09m
1 stop
SXM2:00 p.m.Simpson Bay Princess Juliana
17 Nov
SXM5:24 p.m.Simpson Bay Princess Juliana
18h 50m
2 stops
YYZ11:14 a.m.Toronto Pearson Intl
American Airlines
3 Jan
YYZ5:19 p.m.Toronto Pearson Intl
19h 40m
2 stops
SXM1:59 p.m.Simpson Bay Princess Juliana
16 Jan
SXM5:20 p.m.Simpson Bay Princess Juliana
18h 45m
2 stops
YYZ11:05 a.m.Toronto Pearson Intl

momondo Fare Finder

 
Customize your flight search to find flights from Canada to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 17 September 2025.
Use the filters below to find and compare flights from Canada to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Thu 30/10

7:30 p.m.-12:50 p.m.

2 stops17h 20m

Simpson Bay Princess Juliana

Wed 5/11

2:52 p.m.-9:56 p.m.

1 stop8h 04m

C$ 358

OttawaSimpson Bay

YOW - SXM

YOWSXM

Ottawa

Sat 25/10

7:29 p.m.-12:18 p.m.

2 stops16h 49m

Simpson Bay Princess Juliana

Sat 1/11

4:00 p.m.-11:54 p.m.

1 stop7h 54m

C$ 391

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 13/1

12:55 p.m.-4:10 p.m.

1 stop26h 15m

Simpson Bay Princess Juliana

Tue 27/1

5:20 p.m.-11:44 a.m.

2 stops19h 24m

C$ 501

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 15/11

11:51 a.m.-2:00 p.m.

1 stop25h 09m

Simpson Bay Princess Juliana

Mon 17/11

5:24 p.m.-11:14 a.m.

2 stops18h 50m

C$ 502

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 23/11

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Sun 7/12

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

Nonstop5h 23m

C$ 510

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 1/11

6:30 a.m.-11:15 a.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Sat 8/11

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

Nonstop5h 25m

C$ 516

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 6/12

9:10 p.m.-1:18 p.m.

1 stop15h 08m

Simpson Bay Princess Juliana

Sat 13/12

3:40 p.m.-7:39 a.m.

1 stop16h 59m

C$ 519

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Fri 5/12

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

Nonstop4h 51m

Simpson Bay Princess Juliana

Sun 7/12

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

Nonstop5h 23m

C$ 521

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 1/11

6:30 a.m.-11:15 a.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Sat 8/11

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

Nonstop5h 25m

C$ 523

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 13/1

10:15 a.m.-4:00 p.m.

Nonstop4h 45m

Simpson Bay Princess Juliana

Tue 27/1

5:00 p.m.-9:15 p.m.

Nonstop5h 15m

C$ 532

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Canada to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Simpson Bay?

In general, September 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$ 523. If you don’t want to visit Simpson Bay in September, then you should wait until October to fly from Canada, when ticket prices are also cheap, with an average price of C$ 545.

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 Tuesday when prices can be found for as low as C$ 636. 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$ 735.

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$ 676 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$ 716.

What is the cheapest Canada to Simpson Bay Princess Juliana flight route?

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

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$ 677 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$ 614 on momondo.

What cabin class options are available on Canada to Simpson Bay Princess Juliana flights?

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

Can stopping save me money on Canada to Simpson Bay flights?

You could potentially save up to 22% on your flight if you consider stops on a Canada to Simpson Bay flight.

Cheap Canada to Simpson Bay flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Canada to Simpson Bay

Best price found

C$ 268

Fastest flight time

4h 35m

Direct flights

Every day

Airports in Simpson Bay

1 airport
The best one-way flight to Simpson Bay from Canada in the past 72 hours is C$ 268. The best round-trip flight deal from Canada to Simpson Bay found on momondo in the last 72 hours is C$ 570.
The fastest flight from Canada to Simpson Bay takes 4h 35m
Direct flights go from Canada to Simpson Bay every day.
There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)
  • When did momondo last update prices for flights from Canada to Simpson Bay Princess Juliana Airport?

    Prices for flights from Canada to Simpson Bay Princess Juliana Airport are updated daily.

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

  • How old do you have to be to fly from Canada 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 from Canada 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.

  • What is the most popular plane model from Canada to Simpson Bay?

Best airlines flying from Canada to Simpson Bay

Compare and see reviews for airlines that fly from Canada to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 231Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
DeltaPriceFrom C$ 338Free CancellationRating
7.9
7,957 reviews
Search Delta flights
American AirlinesPriceFrom C$ 415Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom C$ 417Free CancellationRating
7.2
3,093 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 474Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
Air TransatPriceFrom C$ 489Free CancellationRating
7.7
439 reviews
Search Air Transat flights
WestJet EncorePriceFrom C$ 607Free CancellationRating
8.6
6 reviews
Search WestJet Encore flights
Sunwing AirlinesPriceFrom C$ 608Free CancellationRating
6.7
36 reviews
Search Sunwing Airlines flights
Caribbean AirlinesPriceFrom C$ 808Free CancellationRating
8.1
178 reviews
Search Caribbean Airlines flights

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 from Canada to Simpson Bay?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Canada to Simpson Bay . Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Canada to Simpson Bay with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Canada to Simpson Bay?

momondo helps you find the best flight between Canada and Simpson Bay by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Canada to 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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1 adult
Fri 17/10
Fri 24/10

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