What is the cheapest airline that flies from Calgary to Simpson Bay Princess Juliana?

WestJet and American Airlines are the most popular carriers operating from Calgary to Simpson Bay Princess Juliana

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

Prices for flights from Calgary Airport to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

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

As of September 2026, there is 1 operator available to choose from for flights from Calgary Airport to Simpson Bay Princess Juliana Airport.

How old do you have to be to fly from Calgary Airport 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 Calgary Airport 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 required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

C$ 248 Cheap Flights from Calgary to Simpson Bay in 2026/27

Find the cheapest flights from Calgary to Simpson Bay

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:25 p.m. - 2:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

22h 00m2 stops Edmonton Toronto Pearson Intl

1:30 p.m. - 10:55 a.m.SXM Simpson Bay Princess Juliana-YYC Calgary

23h 25m2 stops Toronto Pearson Intl Ottawa

C$ 498WestJet

Sat, 24 Oct - Sat, 31 Oct

7:10 p.m. - 2:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

17h 15m1 stop Toronto Pearson Intl

1:30 p.m. - 1:25 p.m.SXM Simpson Bay Princess Juliana-YYC Calgary

25h 55m2 stops Toronto Pearson Intl Winnipeg

C$ 502WestJet

Sat, 24 Oct - Sat, 31 Oct

4:50 p.m. - 2:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

19h 35m1 stop Toronto Pearson Intl

1:30 p.m. - 12:05 p.m.SXM Simpson Bay Princess Juliana-YYC Calgary

24h 35m1 stop Toronto Pearson Intl

C$ 510WestJet

Sat, 24 Oct - Sat, 31 Oct

10:05 p.m. - 3:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

14h 20m2 stops Edmonton Toronto Pearson Intl

4:20 p.m. - 9:55 a.m.SXM Simpson Bay Princess Juliana-YYC Calgary

20h 35m2 stops Toronto Pearson Intl Ottawa

C$ 517WestJet

Sun, 29 Nov - Sun, 6 Dec

10:00 p.m. - 3:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

14h 25m2 stops Winnipeg Toronto Pearson Intl

4:20 p.m. - 1:55 a.m.SXM Simpson Bay Princess Juliana-YYC Calgary

12h 35m1 stop Toronto Pearson Intl

C$ 517WestJet

Sun, 29 Nov - Sun, 6 Dec

7:00 p.m. - 3:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

17h 25m1 stop Toronto Pearson Intl

4:20 p.m. - 11:05 a.m.SXM Simpson Bay Princess Juliana-YYC Calgary

21h 45m1 stop Toronto Pearson Intl

C$ 529WestJet

Sun, 29 Nov - Sun, 6 Dec

7:15 p.m. - 3:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

17h 10m2 stops Edmonton Toronto Pearson Intl

4:20 p.m. - 6:20 p.m.SXM Simpson Bay Princess Juliana-YYC Calgary

29h 00m2 stops Toronto Pearson Intl Regina

C$ 536WestJet

Mon, 9 Nov - Fri, 13 Nov

11:10 a.m. - 3:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

25h 15m2 stops Winnipeg Toronto Pearson Intl

4:20 p.m. - 9:35 a.m.SXM Simpson Bay Princess Juliana-YYC Calgary

20h 15m1 stop Toronto Pearson Intl

C$ 538WestJet

Mon, 9 Nov - Fri, 13 Nov

7:00 a.m. - 2:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

29h 25m3 stops Ottawa Edmonton Toronto Pearson Intl

1:30 p.m. - 10:55 a.m.SXM Simpson Bay Princess Juliana-YYC Calgary

23h 25m2 stops Toronto Pearson Intl Ottawa

C$ 644Multiple Airlines

Sat, 24 Oct - Sat, 31 Oct

11:25 a.m. - 2:45 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

25h 20m3 stops Ottawa Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

2:40 p.m. - 10:55 a.m.SXM Simpson Bay Princess Juliana-YYC Calgary

22h 15m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Ottawa

C$ 653Multiple Airlines

Sat, 24 Oct - Sat, 31 Oct

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WestJet flights from Calgary to Simpson Bay

Our best WestJet deals on Calgary to Simpson Bay flight tickets

WestJet

24 Oct

YYC2:25 p.m.Calgary

22h 00m

2 stops

SXM2:25 p.m.Simpson Bay Princess Juliana

31 Oct

SXM1:30 p.m.Simpson Bay Princess Juliana

23h 25m

2 stops

YYC10:55 a.m.Calgary

C$ 498

WestJet

24 Oct

YYC7:10 p.m.Calgary

17h 15m

1 stop

SXM2:25 p.m.Simpson Bay Princess Juliana

31 Oct

SXM1:30 p.m.Simpson Bay Princess Juliana

25h 55m

2 stops

YYC1:25 p.m.Calgary

C$ 502

WestJet

24 Oct

YYC4:50 p.m.Calgary

19h 35m

1 stop

SXM2:25 p.m.Simpson Bay Princess Juliana

31 Oct

SXM1:30 p.m.Simpson Bay Princess Juliana

24h 35m

1 stop

YYC12:05 p.m.Calgary

C$ 510

American Airlines flights from Calgary to Simpson Bay

Our best American Airlines deals on Calgary to Simpson Bay flight tickets

American Airlines

18 Jan

YYC2:40 p.m.Calgary

18h 46m

2 stops

SXM12:26 p.m.Simpson Bay Princess Juliana

3 Feb

SXM5:33 p.m.Simpson Bay Princess Juliana

23h 27m

3 stops

YYC2:00 p.m.Calgary

C$ 2,938

American Airlines

18 Jan

YYC2:40 p.m.Calgary

18h 46m

2 stops

SXM12:26 p.m.Simpson Bay Princess Juliana

3 Feb

SXM5:33 p.m.Simpson Bay Princess Juliana

23h 27m

3 stops

YYC2:00 p.m.Calgary

C$ 2,940

American Airlines

18 Jan

YYC2:40 p.m.Calgary

18h 46m

2 stops

SXM12:26 p.m.Simpson Bay Princess Juliana

3 Feb

SXM5:33 p.m.Simpson Bay Princess Juliana

23h 27m

3 stops

YYC2:00 p.m.Calgary

C$ 2,950

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sat 24/10

2:25 p.m.-2:25 p.m.

2 stops22h 00m

Simpson Bay Princess Juliana

Sat 31/10

1:30 p.m.-10:55 a.m.

2 stops23h 25m

C$ 498

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sat 24/10

7:10 p.m.-2:25 p.m.

1 stop17h 15m

Simpson Bay Princess Juliana

Sat 31/10

1:30 p.m.-1:25 p.m.

2 stops25h 55m

C$ 502

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sat 24/10

4:50 p.m.-2:25 p.m.

1 stop19h 35m

Simpson Bay Princess Juliana

Sat 31/10

1:30 p.m.-12:05 p.m.

1 stop24h 35m

C$ 510

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sun 29/11

10:05 p.m.-3:25 p.m.

2 stops14h 20m

Simpson Bay Princess Juliana

Sun 6/12

4:20 p.m.-9:55 a.m.

2 stops20h 35m

C$ 517

Quickest round-trip

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sun 29/11

10:00 p.m.-3:25 p.m.

2 stops14h 25m

Simpson Bay Princess Juliana

Sun 6/12

4:20 p.m.-1:55 a.m.

1 stop12h 35m

C$ 517

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sun 29/11

7:00 p.m.-3:25 p.m.

1 stop17h 25m

Simpson Bay Princess Juliana

Sun 6/12

4:20 p.m.-11:05 a.m.

1 stop21h 45m

C$ 529

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Mon 9/11

7:15 p.m.-3:25 p.m.

2 stops17h 10m

Simpson Bay Princess Juliana

Fri 13/11

4:20 p.m.-6:20 p.m.

2 stops29h 00m

C$ 536

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Mon 9/11

11:10 a.m.-3:25 p.m.

2 stops25h 15m

Simpson Bay Princess Juliana

Fri 13/11

4:20 p.m.-9:35 a.m.

1 stop20h 15m

C$ 538

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sat 24/10

7:00 a.m.-2:25 p.m.

3 stops29h 25m

Simpson Bay Princess Juliana

Sat 31/10

1:30 p.m.-10:55 a.m.

2 stops23h 25m

C$ 644

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sat 24/10

11:25 a.m.-2:45 p.m.

3 stops25h 20m

Simpson Bay Princess Juliana

Sat 31/10

2:40 p.m.-10:55 a.m.

3 stops22h 15m

C$ 653

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Calgary 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

Prices

Airlines

What is the cheapest month to fly to Simpson Bay?

In general, May is the cheapest month to fly from Calgary to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 0. If you don’t want to visit Simpson Bay in May, then you should wait until November to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 570.

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

You could potentially save up to 40% on your flight if you consider stops on a Calgary to Simpson Bay flight.

When to book flights from Calgary to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Calgary to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Calgary to Simpson Bay (YYC to SXM) flight deals and tips

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

Best price found	C$ 248
Fastest flight time	19h 44m
Direct flights	None

The best one-way flight to Simpson Bay from Calgary in the past 72 hours is C$ 248. The best round-trip flight deal from Calgary to Simpson Bay found on momondo in the last 72 hours is C$ 498.

The fastest flight from Calgary to Simpson Bay takes 19h 44m

There are no direct flights from Calgary to Simpson Bay. There are no popular flight routes from Calgary to Simpson Bay.

Search flight deals

Frequently asked questions about flying from Calgary to Simpson Bay

How far is Calgary to Simpson Bay Princess Juliana by plane?
A flight from Calgary to Simpson Bay Princess Juliana will travel around 5764.2 km. By plane, this route typically takes 19h 44m.
When did momondo last update prices for flights from Calgary Airport to Simpson Bay Princess Juliana Airport?
Prices for flights from Calgary Airport to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Calgary Airport to Simpson Bay Princess Juliana Airport?
As of September 2026, there is 1 operator available to choose from for flights from Calgary Airport to Simpson Bay Princess Juliana Airport.
How old do you have to be to fly from Calgary Airport 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 Calgary Airport 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 required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Calgary to Simpson Bay?
Based on momondo bookings for flights between Calgary and Simpson Bay, the leading airline is WestJet, making up 100% of the total bookings.

Best airlines flying from Calgary to Simpson Bay

Compare and see reviews for airlines that fly from Calgary to Simpson Bay with momondo

Airline	Rating	Free Cancellation	Price
WestJet	PriceFrom C$ 490	Free Cancellation	Rating 7.2 3,446 reviews		Search WestJet flights

Philipsburg

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Simpson Bay from Calgary.

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

Yes. momondo allows you to filter the results for Calgary to Simpson Bay flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Simpson Bay from Calgary. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Simpson Bay from Calgary are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from Calgary to Simpson Bay from C$ 248

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Calgary to Simpson Bay departing on 3/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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WestJet flights from Calgary to Simpson Bay

Our best WestJet deals on Calgary to Simpson Bay flight tickets

American Airlines flights from Calgary to Simpson Bay

Our best American Airlines deals on Calgary to Simpson Bay flight tickets

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

What is the cheapest month to fly to Simpson Bay?

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

What is the cheapest airline that flies from Calgary to Simpson Bay Princess Juliana?

When to book flights from Calgary to Simpson Bay

Cheap Calgary to Simpson Bay (YYC to SXM) flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from Calgary to Simpson Bay

Best airlines flying from Calgary to Simpson Bay

Compare and see reviews for airlines that fly from Calgary to Simpson Bay with momondo

Travelling to a place near Simpson Bay?

Why use momondo?

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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