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

American Airlines and Air Canada 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 October 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$ 375 Cheap Flights from Calgary to Simpson Bay in 2026/27

Find the cheapest flights from Calgary to Simpson Bay

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:10 a.m. - 3:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

29h 15m1 stop Toronto Pearson Intl

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

20h 45m1 stop Toronto Pearson Intl

C$ 713WestJet

Sun, 17 Jan - Mon, 25 Jan

12:05 a.m. - 3:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

13h 20m1 stop Toronto Pearson Intl

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

20h 45m1 stop Toronto Pearson Intl

C$ 740WestJet

Sun, 17 Jan - Wed, 3 Feb

8:10 a.m. - 3:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

29h 15m1 stop Toronto Pearson Intl

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

11h 35m1 stop Toronto Pearson Intl

C$ 759WestJet

Thu, 21 Jan - Fri, 12 Feb

12:05 a.m. - 3:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

13h 20m1 stop Toronto Pearson Intl

4:20 p.m. - 10:35 p.m.SXM Simpson Bay Princess Juliana-YYC Calgary

32h 15m1 stop Toronto Pearson Intl

C$ 759WestJet

Tue, 19 Jan - Wed, 24 Feb

7:00 a.m. - 1:50 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

28h 50m2 stops Denver Intl Washington, D.C. Dulles Intl

5:00 p.m. - 6:57 p.m.SXM Simpson Bay Princess Juliana-YYC Calgary

27h 57m2 stops Washington, D.C. Dulles Intl Denver Intl

C$ 772United Airlines

Sun, 20 Dec - Thu, 31 Dec

1:37 p.m. - 1:50 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

22h 13m2 stops Chicago O'Hare Intl Newark

2:52 p.m. - 12:35 p.m.SXM Simpson Bay Princess Juliana-YYC Calgary

47h 43m2 stops Newark Chicago O'Hare Intl

C$ 772United Airlines

Tue, 17 Nov - Wed, 2 Dec

7:00 a.m. - 1:50 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

28h 50m2 stops Denver Intl Washington, D.C. Dulles Intl

2:52 p.m. - 10:53 p.m.SXM Simpson Bay Princess Juliana-YYC Calgary

34h 01m2 stops Newark Denver Intl

C$ 772United Airlines

Sun, 20 Dec - Tue, 29 Dec

1:37 p.m. - 1:50 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

46h 13m2 stops Chicago O'Hare Intl Newark

2:52 p.m. - 12:35 p.m.SXM Simpson Bay Princess Juliana-YYC Calgary

47h 43m2 stops Newark Chicago O'Hare Intl

C$ 772United Airlines

Wed, 25 Nov - Wed, 2 Dec

2:25 p.m. - 3:25 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

23h 00m1 stop Toronto Pearson Intl

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

25h 45m1 stop Toronto Pearson Intl

C$ 779WestJet

Mon, 18 Jan - Wed, 3 Feb

3:06 p.m. - 1:50 p.m.YYC Calgary-SXM Simpson Bay Princess Juliana

44h 44m2 stops Denver Intl Washington, D.C. Dulles Intl

5:00 p.m. - 10:53 p.m.SXM Simpson Bay Princess Juliana-YYC Calgary

31h 53m2 stops Washington, D.C. Dulles Intl Denver Intl

C$ 782United Airlines

Thu, 21 Jan - Fri, 12 Feb

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WestJet flights from Calgary to Simpson Bay

Our best WestJet deals on Calgary to Simpson Bay flight tickets

WestJet

17 Jan

YYC8:10 a.m.Calgary

29h 15m

1 stop

SXM3:25 p.m.Simpson Bay Princess Juliana

25 Jan

SXM4:20 p.m.Simpson Bay Princess Juliana

20h 45m

1 stop

YYC11:05 a.m.Calgary

C$ 713

WestJet

17 Jan

YYC12:05 a.m.Calgary

13h 20m

1 stop

SXM3:25 p.m.Simpson Bay Princess Juliana

3 Feb

SXM4:20 p.m.Simpson Bay Princess Juliana

20h 45m

1 stop

YYC11:05 a.m.Calgary

C$ 740

WestJet

19 Jan

YYC12:05 a.m.Calgary

13h 20m

1 stop

SXM3:25 p.m.Simpson Bay Princess Juliana

24 Feb

SXM4:20 p.m.Simpson Bay Princess Juliana

32h 15m

1 stop

YYC10:35 p.m.Calgary

C$ 759

American Airlines flights from Calgary to Simpson Bay

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

American Airlines

20 Jan

YYC7:00 a.m.Calgary

27h 34m

2 stops

SXM12:34 p.m.Simpson Bay Princess Juliana

24 Feb

SXM3:23 p.m.Simpson Bay Princess Juliana

25h 21m

2 stops

YYC2:44 p.m.Calgary

C$ 807

American Airlines

18 Jan

YYC2:52 p.m.Calgary

22h 07m

2 stops

SXM2:59 p.m.Simpson Bay Princess Juliana

3 Feb

SXM4:02 p.m.Simpson Bay Princess Juliana

23h 44m

2 stops

YYC1:46 p.m.Calgary

C$ 884

American Airlines

18 Jan

YYC2:52 p.m.Calgary

22h 07m

2 stops

SXM2:59 p.m.Simpson Bay Princess Juliana

3 Feb

SXM4:02 p.m.Simpson Bay Princess Juliana

23h 44m

2 stops

YYC1:46 p.m.Calgary

C$ 885

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sun 17/1

8:10 a.m.-3:25 p.m.

1 stop29h 15m

Simpson Bay Princess Juliana

Mon 25/1

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

1 stop20h 45m

C$ 713

Quickest round-trip

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sun 17/1

12:05 a.m.-3:25 p.m.

1 stop13h 20m

Simpson Bay Princess Juliana

Wed 3/2

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

1 stop20h 45m

C$ 740

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Thu 21/1

8:10 a.m.-3:25 p.m.

1 stop29h 15m

Simpson Bay Princess Juliana

Fri 12/2

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

1 stop11h 35m

C$ 759

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Tue 19/1

12:05 a.m.-3:25 p.m.

1 stop13h 20m

Simpson Bay Princess Juliana

Wed 24/2

4:20 p.m.-10:35 p.m.

1 stop32h 15m

C$ 759

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sun 20/12

7:00 a.m.-1:50 p.m.

2 stops28h 50m

Simpson Bay Princess Juliana

Thu 31/12

5:00 p.m.-6:57 p.m.

2 stops27h 57m

C$ 772

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Tue 17/11

1:37 p.m.-1:50 p.m.

2 stops22h 13m

Simpson Bay Princess Juliana

Wed 2/12

2:52 p.m.-12:35 p.m.

2 stops47h 43m

C$ 772

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sun 20/12

7:00 a.m.-1:50 p.m.

2 stops28h 50m

Simpson Bay Princess Juliana

Tue 29/12

2:52 p.m.-10:53 p.m.

2 stops34h 01m

C$ 772

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Wed 25/11

1:37 p.m.-1:50 p.m.

2 stops46h 13m

Simpson Bay Princess Juliana

Wed 2/12

2:52 p.m.-12:35 p.m.

2 stops47h 43m

C$ 772

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Mon 18/1

2:25 p.m.-3:25 p.m.

1 stop23h 00m

Simpson Bay Princess Juliana

Wed 3/2

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

1 stop25h 45m

C$ 779

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Thu 21/1

3:06 p.m.-1:50 p.m.

2 stops44h 44m

Simpson Bay Princess Juliana

Fri 12/2

5:00 p.m.-10:53 p.m.

2 stops31h 53m

C$ 782

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 typical price of a round-trip flight between Calgary and Simpson Bay?

Prices are currently high for flights on this route.

Typical prices usually range from C$ 547 to C$ 676.
The lowest price recently found on this route was C$ 713.

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$ 572.

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

You could potentially save up to 30% 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$ 375
Fastest flight time	11h 40m
Direct flights	None

The best one-way flight to Simpson Bay from Calgary in the past 72 hours is C$ 375. The best round-trip flight deal from Calgary to Simpson Bay found on momondo in the last 72 hours is C$ 713.

The fastest flight from Calgary to Simpson Bay takes 11h 40m

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 11h 40m.
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 October 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$ 492	Free Cancellation	Rating 7.2 3,442 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$ 375

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 10/12. 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 typical price of a round-trip flight between Calgary and 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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