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Cheap flights from Calgary to Simpson Bay from C$ 343

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 2/7. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Calgary to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
2:35 p.m. - 3:21 p.m.
YYC
-
SXM
21h 46m
2 stops
WestJet Logo
4:20 p.m. - 7:45 a.m.
SXM
-
YYC
18h 25m
2 stops
C$ 758WestJet
Mon, 23 Nov - Mon, 7 Dec
WestJet Logo
2:35 p.m. - 3:21 p.m.
YYC
-
SXM
21h 46m
2 stops
WestJet Logo
4:20 p.m. - 7:45 a.m.
SXM
-
YYC
18h 25m
2 stops
C$ 760WestJet
Mon, 23 Nov - Mon, 7 Dec
WestJet Logo
2:35 p.m. - 3:21 p.m.
YYC
-
SXM
21h 46m
2 stops
WestJet Logo
4:20 p.m. - 7:45 a.m.
SXM
-
YYC
18h 25m
2 stops
C$ 762WestJet
Mon, 23 Nov - Mon, 7 Dec
WestJet Logo
8:45 a.m. - 3:21 p.m.
YYC
-
SXM
27h 36m
2 stops
WestJet Logo
4:20 p.m. - 1:45 a.m.
SXM
-
YYC
12h 25m
1 stop
C$ 764WestJet
Mon, 23 Nov - Mon, 7 Dec
WestJet Logo
8:45 a.m. - 3:21 p.m.
YYC
-
SXM
27h 36m
2 stops
WestJet Logo
4:20 p.m. - 1:45 a.m.
SXM
-
YYC
12h 25m
1 stop
C$ 765WestJet
Mon, 23 Nov - Mon, 7 Dec
WestJet Logo
8:45 a.m. - 3:21 p.m.
YYC
-
SXM
27h 36m
2 stops
WestJet Logo
4:20 p.m. - 1:45 a.m.
SXM
-
YYC
12h 25m
1 stop
C$ 768WestJet
Mon, 23 Nov - Mon, 7 Dec
WestJet Logo
9:00 a.m. - 3:21 p.m.
YYC
-
SXM
27h 21m
1 stop
WestJet Logo
4:20 p.m. - 1:45 a.m.
SXM
-
YYC
12h 25m
1 stop
C$ 770WestJet
Mon, 23 Nov - Mon, 7 Dec
WestJet Logo
6:35 p.m. - 3:21 p.m.
YYC
-
SXM
17h 46m
1 stop
WestJet Logo
4:20 p.m. - 1:30 p.m.
SXM
-
YYC
24h 10m
1 stop
C$ 771WestJet
Mon, 23 Nov - Mon, 7 Dec
WestJet Logo
6:35 p.m. - 3:21 p.m.
YYC
-
SXM
17h 46m
1 stop
WestJet Logo
4:20 p.m. - 1:30 p.m.
SXM
-
YYC
24h 10m
1 stop
C$ 774WestJet
Mon, 23 Nov - Mon, 7 Dec
WestJet Logo
9:45 p.m. - 3:21 p.m.
YYC
-
SXM
14h 36m
2 stops
WestJet Logo
4:20 p.m. - 5:20 p.m.
SXM
-
YYC
28h 00m
2 stops
C$ 782WestJet
Mon, 23 Nov - Mon, 7 Dec

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WestJet flights from Calgary to Simpson Bay

Our best WestJet deals on Calgary to Simpson Bay flight tickets
WestJet
21 Jun
YYC12:25 p.m.Calgary
23h 55m
2 stops
SXM2:20 p.m.Simpson Bay Princess Juliana
6 Jul
SXM3:20 p.m.Simpson Bay Princess Juliana
26h 50m
2 stops
YYC4:10 p.m.Calgary
C$ 658
WestJet
21 Jun
YYC6:00 a.m.Calgary
30h 20m
1 stop
SXM2:20 p.m.Simpson Bay Princess Juliana
6 Jul
SXM3:20 p.m.Simpson Bay Princess Juliana
33h 00m
1 stop
YYC10:20 p.m.Calgary
C$ 671
WestJet
23 Nov
YYC2:35 p.m.Calgary
21h 46m
2 stops
SXM3:21 p.m.Simpson Bay Princess Juliana
7 Dec
SXM4:20 p.m.Simpson Bay Princess Juliana
18h 25m
2 stops
YYC7:45 a.m.Calgary
C$ 758

Air Canada flights from Calgary to Simpson Bay

Our best Air Canada deals on Calgary to Simpson Bay flight tickets
Air Canada
30 Nov
YYC4:30 p.m.Calgary
18h 40m
2 stops
SXM2:10 p.m.Simpson Bay Princess Juliana
4 Dec
SXM3:35 p.m.Simpson Bay Princess Juliana
26h 40m
2 stops
YYC3:15 p.m.Calgary
C$ 858
Air Canada
11 Dec
YYC12:45 a.m.Calgary
10h 25m
1 stop
SXM2:10 p.m.Simpson Bay Princess Juliana
19 Dec
SXM3:10 p.m.Simpson Bay Princess Juliana
32h 09m
2 stops
YYC8:19 p.m.Calgary
C$ 902
Air Canada
12 Dec
YYC12:35 p.m.Calgary
23h 00m
2 stops
SXM2:35 p.m.Simpson Bay Princess Juliana
19 Dec
SXM3:10 p.m.Simpson Bay Princess Juliana
32h 09m
2 stops
YYC8:19 p.m.Calgary
C$ 909

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 18 June 2026.
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

Cheapest round-trip

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/11

2:35 p.m.-3:21 p.m.

2 stops21h 46m

Simpson Bay Princess Juliana

Mon 7/12

4:20 p.m.-7:45 a.m.

2 stops18h 25m

C$ 758

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/11

2:35 p.m.-3:21 p.m.

2 stops21h 46m

Simpson Bay Princess Juliana

Mon 7/12

4:20 p.m.-7:45 a.m.

2 stops18h 25m

C$ 760

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/11

2:35 p.m.-3:21 p.m.

2 stops21h 46m

Simpson Bay Princess Juliana

Mon 7/12

4:20 p.m.-7:45 a.m.

2 stops18h 25m

C$ 762

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/11

8:45 a.m.-3:21 p.m.

2 stops27h 36m

Simpson Bay Princess Juliana

Mon 7/12

4:20 p.m.-1:45 a.m.

1 stop12h 25m

C$ 764

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/11

8:45 a.m.-3:21 p.m.

2 stops27h 36m

Simpson Bay Princess Juliana

Mon 7/12

4:20 p.m.-1:45 a.m.

1 stop12h 25m

C$ 765

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/11

8:45 a.m.-3:21 p.m.

2 stops27h 36m

Simpson Bay Princess Juliana

Mon 7/12

4:20 p.m.-1:45 a.m.

1 stop12h 25m

C$ 768
Quickest round-trip

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/11

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

1 stop27h 21m

Simpson Bay Princess Juliana

Mon 7/12

4:20 p.m.-1:45 a.m.

1 stop12h 25m

C$ 770

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/11

6:35 p.m.-3:21 p.m.

1 stop17h 46m

Simpson Bay Princess Juliana

Mon 7/12

4:20 p.m.-1:30 p.m.

1 stop24h 10m

C$ 771

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/11

6:35 p.m.-3:21 p.m.

1 stop17h 46m

Simpson Bay Princess Juliana

Mon 7/12

4:20 p.m.-1:30 p.m.

1 stop24h 10m

C$ 774

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 23/11

9:45 p.m.-3:21 p.m.

2 stops14h 36m

Simpson Bay Princess Juliana

Mon 7/12

4:20 p.m.-5:20 p.m.

2 stops28h 00m

C$ 782

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 typical price of a round-trip flight between Calgary and Simpson Bay?

What is the cheapest month to fly to Simpson Bay?

In general, October 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 October, then you should wait until September to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 707.

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

You could potentially save up to 65% 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

Fastest flight time

13h 45m

Direct flights

None
The fastest flight from Calgary to Simpson Bay takes 13h 45m
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 13h 45m.

  • 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$ 686Free CancellationRating
7.2
3,375 reviews
Search WestJet 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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WestJet