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Cheap flights from Calgary to Simpson Bay from C$ 262

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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SXM
27 Nov — 4 Dec1
1 adult
1 adult, Economy, 0 bags

Find 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 28 October 2025.

Thu 11/129:45 p.m.YYC - SXM
2 stops14h 36mWestJet
Thu 18/124:20 p.m.SXM - YYC
1 stop11h 24mWestJet
Deal found 26/10C$ 629
Wed 10/1212:15 a.m.YYC - SXM
1 stop12h 06mMultiple Airlines
Thu 18/123:40 p.m.SXM - YYC
1 stop11h 04mMultiple Airlines
Deal found 26/10C$ 846
Mon 22/126:15 p.m.YYC - SXM
1 stop18h 45mAir Canada
Mon 19/15:00 p.m.SXM - YYC
2 stops21h 13mAir Canada
Deal found 26/10C$ 850
Mon 22/124:50 p.m.YYC - SXM
2 stops20h 10mMultiple Airlines
Mon 19/110:45 a.m.SXM - YYC
3 stops16h 59mMultiple Airlines
Deal found 26/10C$ 1,132
Sun 21/1212:15 a.m.YYC - SXM
1 stop12h 06mWestJet
Mon 19/14:20 p.m.SXM - YYC
1 stop11h 24mWestJet
Deal found 26/10C$ 1,173
Thu 11/1212:15 a.m.YYC - SXM
1 stop12h 06mMultiple Airlines
Sat 27/125:00 p.m.SXM - YYC
2 stops34h 44mMultiple Airlines
Deal found 26/10C$ 2,676

Cheap 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 28 October 2025.

Round-trip from

C$ 629

One-way from

C$ 262

Popular in

February

Cheapest in

September
WestJet
  • WestJet
  • 11/12-18/12
  • 3 total stops
  • 26h 00m total
  • Calgary to Simpson Bay
Search Deals
WestJet
  • WestJet
  • 9/12
  • 1 total stop
  • 27h 21m total
  • Calgary to Simpson Bay
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 210 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 50 potential savings vs. average RT price).
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 28 October 2025.
Use the filters below to find and compare flights from Calgary to Simpson Bay that are best for you.

Fly from

Calgary

Fly to

Simpson Bay

Route

Depart

Return

Price

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Thu 11/12

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

2 stops14h 36m

Simpson Bay Princess Juliana

Thu 18/12

4:20 p.m.-12:44 a.m.

1 stop11h 24m

C$ 629

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 29/3

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

1 stop12h 02m

Simpson Bay Princess Juliana

Fri 3/4

3:20 p.m.-11:51 p.m.

2 stops34h 31m

C$ 747

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Tue 9/12

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

1 stop27h 21m

C$ 262

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Wed 10/12

12:45 a.m.-3:21 p.m.

2 stops35h 36m

C$ 284

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Thu 11/12

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

2 stops26h 20m

C$ 348

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Thu 11/12

11:40 p.m.-4:00 p.m.

1 stop13h 20m

C$ 358

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 8/12

12:30 a.m.-11:28 a.m.

3 stops31h 58m

C$ 369

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/10

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.

Cheapflights Insights

Everything you need to know about your flight from Calgary to Simpson Bay

What is the cheapest time of day to fly from YYC to SXM?

Find hourly flight availability from Calgary to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 28 October 2025.

It’s optimal to fly from Calgary to Simpson Bay at noon. By choosing this option you can save up to 68% on the cost of your flight, compared to a flight in the evening.

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 28 October 2025.
Read reviews from past customers who have flown WestJet and Air Canada 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
3,148 reviews
Check prices

Food

6.2

Entertainment

6.1

Boarding

7.4

Comfort

7.1

Crew

7.9

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

YYC - NRT

I like direct flight from Calgary to Japan. But it’s my fault, I did not decide my seat till last minute. I was in the middle seat in the middle lane, I hesitated asking to go to bathroom.
WestJet
7.2
Good
3,148 reviews
WestJet
7.2
Good
3,148 reviews
Check prices

Food

6.2

Entertainment

6.1

Boarding

7.4

Comfort

7.1

Crew

7.9

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

YYC - NRT

I like direct flight from Calgary to Japan. But it’s my fault, I did not decide my seat till last minute. I was in the middle seat in the middle lane, I hesitated asking to go to bathroom.
Air Canada
7.1
Good
10,370 reviews
WestJet
7.2
Good
3,148 reviews
Check prices

Food

6.2

Entertainment

6.1

Boarding

7.4

Comfort

7.1

Crew

7.9

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

YYC - NRT

I like direct flight from Calgary to Japan. But it’s my fault, I did not decide my seat till last minute. I was in the middle seat in the middle lane, I hesitated asking to go to bathroom.

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$ 629, WestJet can have you in Simpson Bay from Calgary in 14h 36m. The distance from Calgary to Simpson Bay is about 5765 km.

  • What are the cheapest airlines flying from Calgary to Simpson Bay round-trip?

    According to our current data, WestJet (C$ 501), and Air Canada (C$ 778) offers the cheapest pricing from Calgary to Simpson Bay. These flights start at 43% 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 2 airlines flying from Calgary to Simpson Bay

Discover the top 2 airlines 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 28 October 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 501AverageC$ 882FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 778AverageC$ 1,284FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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