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Cheap flights from Calgary to Simpson Bay from C$ 260

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 30/1. 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.
Multiple Airlines Logo
12:20 p.m. - 2:10 p.m.
YYC
-
SXM
46h 50m2 stops
Multiple Airlines Logo
3:15 p.m. - 7:48 p.m.
SXM
-
YYC
31h 33m1 stop
C$ 622Multiple Airlines
Wed, 21 Jan - Tue, 17 Feb
Multiple Airlines Logo
7:30 a.m. - 2:10 p.m.
YYC
-
SXM
27h 40m2 stops
Multiple Airlines Logo
3:15 p.m. - 7:48 p.m.
SXM
-
YYC
31h 33m1 stop
C$ 624Multiple Airlines
Thu, 15 Jan - Tue, 17 Feb
Multiple Airlines Logo
1:05 a.m. - 3:21 p.m.
YYC
-
SXM
11h 16m1 stop
Multiple Airlines Logo
3:15 p.m. - 5:02 p.m.
SXM
-
YYC
28h 47m2 stops
C$ 643Multiple Airlines
Mon, 19 Jan - Wed, 18 Feb
Multiple Airlines Logo
1:05 a.m. - 3:21 p.m.
YYC
-
SXM
11h 16m1 stop
Multiple Airlines Logo
3:15 p.m. - 5:15 p.m.
SXM
-
YYC
29h 00m2 stops
C$ 646Multiple Airlines
Mon, 19 Jan - Thu, 12 Feb
Multiple Airlines Logo
1:05 a.m. - 3:21 p.m.
YYC
-
SXM
11h 16m1 stop
Multiple Airlines Logo
3:15 p.m. - 7:09 p.m.
SXM
-
YYC
30h 54m2 stops
C$ 650Multiple Airlines
Mon, 19 Jan - Sat, 14 Feb
Multiple Airlines Logo
1:05 a.m. - 3:21 p.m.
YYC
-
SXM
11h 16m1 stop
Multiple Airlines Logo
3:15 p.m. - 9:45 p.m.
SXM
-
YYC
33h 30m2 stops
C$ 655Multiple Airlines
Sun, 18 Jan - Tue, 17 Feb
Multiple Airlines Logo
1:05 a.m. - 3:21 p.m.
YYC
-
SXM
11h 16m1 stop
Multiple Airlines Logo
3:15 p.m. - 5:15 p.m.
SXM
-
YYC
29h 00m2 stops
C$ 658Multiple Airlines
Sun, 18 Jan - Thu, 12 Feb
Multiple Airlines Logo
1:05 a.m. - 3:21 p.m.
YYC
-
SXM
11h 16m1 stop
Multiple Airlines Logo
3:15 p.m. - 7:09 p.m.
SXM
-
YYC
30h 54m2 stops
C$ 662Multiple Airlines
Sun, 18 Jan - Sat, 14 Feb
Multiple Airlines Logo
1:05 a.m. - 3:21 p.m.
YYC
-
SXM
11h 16m1 stop
Multiple Airlines Logo
3:15 p.m. - 5:59 p.m.
SXM
-
YYC
29h 44m2 stops
C$ 665Multiple Airlines
Mon, 19 Jan - Fri, 13 Feb
Multiple Airlines Logo
12:40 p.m. - 2:10 p.m.
YYC
-
SXM
22h 30m2 stops
Multiple Airlines Logo
3:15 p.m. - 7:48 p.m.
SXM
-
YYC
31h 33m1 stop
C$ 670Multiple Airlines
Sat, 17 Jan - Tue, 17 Feb

United Airlines flights from Calgary to Simpson Bay

Our best United Airlines deals on Calgary to Simpson Bay flight tickets
United Airlines
17 Jan
YYC6:15 a.m.Calgary
28h 35m
2 stops
SXM1:50 p.m.Simpson Bay Princess Juliana
14 Feb
SXM5:00 p.m.Simpson Bay Princess Juliana
45h 31m
2 stops
YYC11:31 a.m.Calgary
C$ 676
Find similar
United Airlines
15 Jan
YYC2:13 p.m.Calgary
44h 37m
2 stops
SXM1:50 p.m.Simpson Bay Princess Juliana
14 Feb
SXM5:00 p.m.Simpson Bay Princess Juliana
45h 31m
2 stops
YYC11:31 a.m.Calgary
C$ 681
Find similar
United Airlines
18 Jan
YYC6:15 a.m.Calgary
28h 35m
2 stops
SXM1:50 p.m.Simpson Bay Princess Juliana
14 Feb
SXM5:00 p.m.Simpson Bay Princess Juliana
45h 31m
2 stops
YYC11:31 a.m.Calgary
C$ 721
Find similar

Air Canada flights from Calgary to Simpson Bay

Our best Air Canada deals on Calgary to Simpson Bay flight tickets
Air Canada
18 Jan
YYC8:45 p.m.Calgary
40h 15m
2 stops
SXM4:00 p.m.Simpson Bay Princess Juliana
12 Feb
SXM2:52 p.m.Simpson Bay Princess Juliana
33h 07m
2 stops
YYC8:59 p.m.Calgary
C$ 720
Find similar
Air Canada
19 Jan
YYC4:45 p.m.Calgary
20h 15m
2 stops
SXM4:00 p.m.Simpson Bay Princess Juliana
17 Feb
SXM5:00 p.m.Simpson Bay Princess Juliana
30h 19m
2 stops
YYC8:19 p.m.Calgary
C$ 737
Find similar
Air Canada
17 Jan
YYC8:45 p.m.Calgary
40h 15m
2 stops
SXM4:00 p.m.Simpson Bay Princess Juliana
18 Feb
SXM5:00 p.m.Simpson Bay Princess Juliana
25h 45m
2 stops
YYC3:45 p.m.Calgary
C$ 765
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 16 December 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

Wed 21/1

12:20 p.m.-2:10 p.m.

2 stops46h 50m

Simpson Bay Princess Juliana

Tue 17/2

3:15 p.m.-7:48 p.m.

1 stop31h 33m

C$ 622

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Thu 15/1

7:30 a.m.-2:10 p.m.

2 stops27h 40m

Simpson Bay Princess Juliana

Tue 17/2

3:15 p.m.-7:48 p.m.

1 stop31h 33m

C$ 624

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 19/1

1:05 a.m.-3:21 p.m.

1 stop11h 16m

Simpson Bay Princess Juliana

Wed 18/2

3:15 p.m.-5:02 p.m.

2 stops28h 47m

C$ 643

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 19/1

1:05 a.m.-3:21 p.m.

1 stop11h 16m

Simpson Bay Princess Juliana

Thu 12/2

3:15 p.m.-5:15 p.m.

2 stops29h 00m

C$ 646

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 19/1

1:05 a.m.-3:21 p.m.

1 stop11h 16m

Simpson Bay Princess Juliana

Sat 14/2

3:15 p.m.-7:09 p.m.

2 stops30h 54m

C$ 650

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 18/1

1:05 a.m.-3:21 p.m.

1 stop11h 16m

Simpson Bay Princess Juliana

Tue 17/2

3:15 p.m.-9:45 p.m.

2 stops33h 30m

C$ 655

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 18/1

1:05 a.m.-3:21 p.m.

1 stop11h 16m

Simpson Bay Princess Juliana

Thu 12/2

3:15 p.m.-5:15 p.m.

2 stops29h 00m

C$ 658

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 18/1

1:05 a.m.-3:21 p.m.

1 stop11h 16m

Simpson Bay Princess Juliana

Sat 14/2

3:15 p.m.-7:09 p.m.

2 stops30h 54m

C$ 662

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 19/1

1:05 a.m.-3:21 p.m.

1 stop11h 16m

Simpson Bay Princess Juliana

Fri 13/2

3:15 p.m.-5:59 p.m.

2 stops29h 44m

C$ 665

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sat 17/1

12:40 p.m.-2:10 p.m.

2 stops22h 30m

Simpson Bay Princess Juliana

Tue 17/2

3:15 p.m.-7:48 p.m.

1 stop31h 33m

C$ 670

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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$ 744. 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$ 1,039.

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$ 739 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$ 977.

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

11h 16m

Direct flights

None
The fastest flight from Calgary to Simpson Bay takes 11h 16m
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 11h 16m.

  • 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$ 493Free CancellationRating
7.2
3,202 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