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Cheap flights from Calgary to Simpson Bay from C$ 278

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 12/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Calgary to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Transat Logo
7:10 a.m. - 11:55 a.m.YYC-SXM
25h 45m1 stop
Air Transat Logo
1:25 p.m. - 11:22 p.m.SXM-YYC
12h 57m1 stop
C$ 3,667Air Transat
Find Deal
Fri, 12 Dec - Sat, 27 Dec
Air Transat Logo
7:10 a.m. - 11:55 a.m.YYC-SXM
25h 45m1 stop
Air Transat Logo
1:25 p.m. - 3:32 p.m.SXM-YYC
29h 07m1 stop
C$ 3,670Air Transat
Find Deal
Fri, 12 Dec - Sat, 27 Dec
Delta Logo
2:35 p.m. - 2:50 p.m.YYC-SXM
21h 15m2 stops
Delta Logo
5:22 p.m. - 4:29 p.m.SXM-YYC
26h 07m2 stops
C$ 5,773Delta
Find Deal
Fri, 12 Dec - Sat, 27 Dec
Delta Logo
12:41 p.m. - 2:50 p.m.YYC-SXM
23h 09m2 stops
Delta Logo
5:22 p.m. - 11:44 a.m.SXM-YYC
21h 22m1 stop
C$ 5,778Delta
Find Deal
Fri, 12 Dec - Sat, 27 Dec

Air Transat flights from Calgary to Simpson Bay

Our best Air Transat deals on Calgary to Simpson Bay flight tickets
Air Transat
12 Dec
YYC7:10 a.m.Calgary
25h 45m
1 stop
SXM11:55 a.m.Simpson Bay Princess Juliana
27 Dec
SXM1:25 p.m.Simpson Bay Princess Juliana
12h 57m
1 stop
YYC11:22 p.m.Calgary
C$ 3,667
Find similar
Air Transat
12 Dec
YYC7:10 a.m.Calgary
25h 45m
1 stop
SXM11:55 a.m.Simpson Bay Princess Juliana
27 Dec
SXM1:25 p.m.Simpson Bay Princess Juliana
29h 07m
1 stop
YYC3:32 p.m.Calgary
C$ 3,670
Find similar

Delta flights from Calgary to Simpson Bay

Our best Delta deals on Calgary to Simpson Bay flight tickets
Delta
12 Dec
YYC2:35 p.m.Calgary
21h 15m
2 stops
SXM2:50 p.m.Simpson Bay Princess Juliana
27 Dec
SXM5:22 p.m.Simpson Bay Princess Juliana
26h 07m
2 stops
YYC4:29 p.m.Calgary
C$ 5,773
Find similar
Delta
12 Dec
YYC12:41 p.m.Calgary
23h 09m
2 stops
SXM2:50 p.m.Simpson Bay Princess Juliana
27 Dec
SXM5:22 p.m.Simpson Bay Princess Juliana
21h 22m
1 stop
YYC11:44 a.m.Calgary
C$ 5,778
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Calgary 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 30 October 2025.
Use the filters below to find and compare flights from Calgary to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Fri 12/12

7:10 a.m.-11:55 a.m.

1 stop25h 45m

Simpson Bay Princess Juliana

Sat 27/12

1:25 p.m.-11:22 p.m.

1 stop12h 57m

C$ 3,667

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Fri 12/12

7:10 a.m.-11:55 a.m.

1 stop25h 45m

Simpson Bay Princess Juliana

Sat 27/12

1:25 p.m.-3:32 p.m.

1 stop29h 07m

C$ 3,670

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Fri 12/12

2:35 p.m.-2:50 p.m.

2 stops21h 15m

Simpson Bay Princess Juliana

Sat 27/12

5:22 p.m.-4:29 p.m.

2 stops26h 07m

C$ 5,773

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Fri 12/12

12:41 p.m.-2:50 p.m.

2 stops23h 09m

Simpson Bay Princess Juliana

Sat 27/12

5:22 p.m.-11:44 a.m.

1 stop21h 22m

C$ 5,778

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Fri 12/12

12:37 p.m.-3:57 p.m.

1 stop24h 20m

C$ 278

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 14/12

2:13 p.m.-1:50 p.m.

2 stops20h 37m

C$ 279

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 14/12

9:00 a.m.-3:21 p.m.

1 stop27h 21m

C$ 296

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Fri 12/12

8:55 a.m.-2:15 p.m.

2 stops26h 20m

C$ 306

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sat 13/12

12:30 a.m.-2:15 p.m.

2 stops34h 45m

C$ 331

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Fri 12/12

8:55 a.m.-2:15 p.m.

3 stops26h 20m

C$ 344

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

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

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 Monday when prices can be found for as low as C$ 755. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday is the most expensive day to depart from Calgary because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 1,054.

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

Flying to Simpson Bay from Calgary in the morning is the least expensive time of day to depart. momondo users have found prices as low as C$ 750 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$ 991.

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

Direct flights

None
There are no direct flights from Calgary to Simpson Bay. There are no popular flight routes from Calgary to Simpson Bay.
Search flight deals

  • 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 21h 15m.

  • 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?

  • 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?

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
WestJetPriceFrom C$ 500Free CancellationRating
7.2
3,152 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 776Free CancellationRating
7.1
10,381 reviews
Search Air Canada 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 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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