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Cheap flights from Calgary to Simpson Bay from C$ 406

YYC — SXM
11 Oct — 18 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Simpson Bay

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to Simpson Bay

Wed 14/101:00 a.m. -
1 stop11h 10m
Thu 29/103:20 p.m. -
2 stops17h 45m
Deal found 9/9C$ 524
Fri 4/1212:05 a.m. -
1 stop9h 25m
Tue 15/124:20 p.m. -
2 stops19h 05m
Deal found 8/9C$ 533
Mon 26/107:45 p.m. -
2 stops16h 40m
Tue 3/114:20 p.m. -
2 stops18h 45m
Deal found 9/9C$ 535
Thu 15/103:20 p.m. -
2 stops18h 00m
Thu 29/103:20 p.m. -
2 stops18h 10m
Deal found 9/9C$ 774
Sat 31/1012:37 p.m. -
2 stops47h 13m
Wed 4/112:52 p.m. -
2 stops24h 43m
Deal found 6/9C$ 825

Find flight deals from Calgary to Simpson Bay

Round-trip from

C$ 524

One-way from

C$ 406

Popular in

March

Cheapest in

November

Average price

C$ 714
WestJet
  • WestJet
  • 14/10-29/10
  • 3 total stops
  • 28h 55m total
  • Calgary to Simpson Bay
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American Airlines
  • American Airlines
  • 6/10-31/12
  • 2 total stops
  • 28h 38m total
  • Calgary to Simpson Bay
Search Deals
Highest demand for flights based on searches. 19% potential increase in price (C$ 274 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease (C$ 69 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
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 Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Wed 14/10

1:00 a.m.-2:10 p.m.

1 stop11h 10m

Simpson Bay Princess Juliana

Thu 29/10

3:20 p.m.-10:05 a.m.

1 stop20h 45m

C$ 537

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Fri 4/12

12:05 a.m.-11:30 a.m.

1 stop9h 25m

Simpson Bay Princess Juliana

Tue 15/12

4:20 p.m.-2:55 a.m.

1 stop12h 35m

C$ 547

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sun 4/10

12:20 a.m.-5:00 p.m.

2 stops38h 40m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 555

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Mon 18/1

10:05 p.m.-2:25 p.m.

2 stops14h 20m

Simpson Bay Princess Juliana

Wed 3/2

4:20 p.m.-2:20 p.m.

2 stops24h 00m

C$ 598

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Tue 23/2

2:15 p.m.-2:25 p.m.

2 stops22h 10m

Simpson Bay Princess Juliana

Thu 25/2

4:20 p.m.-8:05 a.m.

2 stops17h 45m

C$ 627

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Thu 15/10

3:20 p.m.-11:20 a.m.

2 stops18h 00m

Simpson Bay Princess Juliana

Thu 29/10

3:20 p.m.-7:30 a.m.

2 stops18h 10m

C$ 774
Quickest round-trip

CalgarySimpson Bay

YYC Calgary - SXM Simpson Bay Princess Juliana

YYCSXM

Calgary

Sun 4/10

12:20 a.m.-1:53 p.m.

1 stop11h 33m

Simpson Bay Princess Juliana

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 981

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/9

Sorted by cheapest first

Best time to book a flight from Calgary to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Calgary with our price prediction graph.
Estimated round-trip price

Reviews of airlines servicing Simpson Bay

Read reviews from past customers who have flown WestJet from Calgary to Simpson Bay. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,445 reviews
Check prices

Comfort

7.1

Boarding

7.4

Crew

7.9

Food

6.2

Overall

7.2

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
WestJet
7.2
Good
3,445 reviews
WestJet
7.2
Good
3,445 reviews
Check prices

Comfort

7.1

Boarding

7.4

Crew

7.9

Food

6.2

Overall

7.2

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying

Related info for your journey

  • How long is the flight from Calgary to Simpson Bay?

    For as low as C$ 537, WestJet can have you in Simpson Bay from Calgary in 11h 10m. The distance from Calgary to Simpson Bay is about 5765 km.

  • What is the cheapest airline to fly from Calgary to Simpson Bay round-trip?

    According to our current data, WestJet (C$ 486), offers the cheapest pricing from Calgary to Simpson Bay. This flight start at 42% lower than the current average price 3 months from now.

  • Can I find deals for flights from Calgary to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Calgary to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Calgary to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Calgary to Simpson Bay.

  • Can I find deals for business class flights from Calgary to Simpson Bay?

    Yes. Cheapflights offers flight deals from Calgary to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Travelling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Complete your trip

Simpson Bay Princess Juliana Airport car rentals

Top airline flying from Calgary to Simpson Bay

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 486AverageC$ 755FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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