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Cheap flights from Calgary to Simpson Bay from C$ 324

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 20/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SXM
9 Apr — 16 Apr1
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
Explore the most affordable flight options available from Calgary to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 March 2026.

Mon 16/31:10 p.m.
YYC
-
SXM
2 stops23h 50m
Air Canada
Wed 1/44:00 p.m.
SXM
-
YYC
1 stop18h 28m
Air Canada
Deal found 8/3C$ 712
Sat 11/412:15 a.m.
YYC
-
SXM
1 stop12h 02m
WestJet
Thu 16/43:20 p.m.
SXM
-
YYC
1 stop19h 42m
WestJet
Deal found 6/3C$ 847
Thu 3/129:50 a.m.
YYC
-
SXM
2 stops26h 31m
WestJet
Thu 17/124:20 p.m.
SXM
-
YYC
2 stops18h 15m
WestJet
Deal found 8/3C$ 882
Fri 20/311:25 a.m.
YYC
-
SXM
2 stops48h 52m
WestJet
Tue 31/33:20 p.m.
SXM
-
YYC
2 stops41h 43m
WestJet
Deal found 7/3C$ 920
Fri 14/811:55 p.m.
YYC
-
SXM
1 stop12h 10m
Air Canada
Sat 22/83:20 p.m.
SXM
-
YYC
1 stop11h 51m
Air Canada
Deal found 6/3C$ 923
Mon 16/312:40 p.m.
YYC
-
SXM
3 stops20h 05m
Multiple Airlines
Wed 1/44:00 p.m.
SXM
-
YYC
2 stops17h 12m
Multiple Airlines
Deal found 8/3C$ 1,029

Find flight deals from Calgary to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Calgary (YYC) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 10 March 2026.

Round-trip from

C$ 847

One-way from

C$ 324

Popular in

December

Cheapest in

September

Average price

C$ 1,091
WestJet
  • WestJet
  • 12/4-16/4
  • 4 total stops
  • 59h 33m total
  • Calgary to Simpson Bay
Search Deals
WestJet
  • WestJet
  • 20/4
  • 2 total stops
  • 17h 37m total
  • Calgary to Simpson Bay
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 66 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights 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, Cheapflights users made 629,999 searches. Data last updated 10 March 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
Quickest round-trip

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sat 11/4

12:15 a.m.-2:17 p.m.

1 stop12h 02m

Simpson Bay Princess Juliana

Thu 16/4

3:20 p.m.-9:02 a.m.

1 stop19h 42m

C$ 847

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Fri 14/8

8:30 p.m.-2:05 p.m.

2 stops15h 35m

Simpson Bay Princess Juliana

Sat 22/8

3:20 p.m.-9:31 a.m.

1 stop20h 11m

C$ 923
Cheapest one-way

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 20/4

6:40 p.m.-2:17 p.m.

2 stops17h 37m

C$ 324

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Thu 23/4

6:40 p.m.-2:17 p.m.

2 stops17h 37m

C$ 326
Quickest one-way

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 17/5

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

1 stop10h 50m

C$ 332

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Wed 15/4

10:35 a.m.-1:37 p.m.

1 stop25h 02m

C$ 335

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 17/5

6:00 a.m.-12:33 p.m.

2 stops28h 33m

C$ 338

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 18/5

6:45 a.m.-11:37 a.m.

2 stops26h 52m

C$ 368

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 17/5

12:55 a.m.-12:33 p.m.

2 stops33h 38m

C$ 394

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 13/4

1:05 a.m.-2:17 p.m.

1 stop11h 12m

C$ 415

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/3

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated 10 March 2026.
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
3,288 reviews
Check prices

Comfort

7.0

Overall

7.2

Entertainment

6.1

Food

6.2

Crew

7.9

Boarding

7.4

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
3,288 reviews
WestJet
7.2
Good
3,288 reviews
Check prices

Comfort

7.0

Overall

7.2

Entertainment

6.1

Food

6.2

Crew

7.9

Boarding

7.4

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

Find useful and relevant information for your journey from Calgary to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For as low as C$ 847, WestJet can have you in Simpson Bay from Calgary in 12h 02m. 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$ 510), offers the cheapest pricing from Calgary to Simpson Bay. This flight start at 39% 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

Browse thousands of different options on Cheapflights for your next trip

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Complete your trip

Complete your trip to Simpson Bay by adding a car rental and/or hotel reservation to your travel itinerary.
Simpson Bay Princess Juliana Airport car rentals

Top airline flying from Calgary to Simpson Bay

Discover the top airline that operate flights from Calgary to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 10 March 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 510AverageC$ 868FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Calgary to Simpson Bay?

Cheapflights makes it easy to find Calgary to Simpson Bay flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Calgary to Simpson Bay?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Calgary to Simpson Bay for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Calgary to Simpson Bay with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Calgary to Simpson Bay flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Calgary to Simpson Bay become cheaper?

Of course! You can now track prices for flights from Calgary to Simpson Bay and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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