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Cheap flights from Calgary to Simpson Bay from C$ 397

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 22/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SXM
11 Jan — 18 Jan1
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 12 December 2025.

Fri 26/1210:35 a.m.YYC - SXM
1 stop24h 40mMultiple Airlines
Fri 2/13:20 p.m.SXM - YYC
2 stops47h 41mMultiple Airlines
Deal found 10/12C$ 1,494
Fri 26/1210:35 a.m.YYC - SXM
1 stop24h 40mMultiple Airlines
Thu 1/14:20 p.m.SXM - YYC
1 stop22h 22mMultiple Airlines
Deal found 10/12C$ 1,553
Fri 26/129:45 p.m.YYC - SXM
2 stops38h 36mWestJet
Thu 1/14:20 p.m.SXM - YYC
2 stops24h 40mWestJet
Deal found 10/12C$ 1,820

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 12 December 2025.

Round-trip from

C$ 684

One-way from

C$ 397

Popular in

February

Cheapest in

September

Average price

C$ 883
WestJet
  • WestJet
  • 12/1-15/1
  • 2 total stops
  • 42h 07m total
  • Calgary to Simpson Bay
Search Deals
22/12
  • 22/12
  • 1 total stop
  • 26h 15m total
  • Calgary to Simpson Bay
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 163 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 45 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 12 December 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

Mon 12/1

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

2 stops14h 36m

Simpson Bay Princess Juliana

Thu 15/1

4:20 p.m.-8:16 p.m.

2 stops30h 56m

C$ 684

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 22/3

11:40 p.m.-2:17 p.m.

2 stops36h 37m

Simpson Bay Princess Juliana

Sun 29/3

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

1 stop19h 42m

C$ 753

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Fri 13/2

12:37 p.m.-1:50 p.m.

2 stops46h 13m

Simpson Bay Princess Juliana

Wed 18/2

2:52 p.m.-9:53 p.m.

2 stops34h 01m

C$ 855

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Fri 13/2

10:35 a.m.-2:10 p.m.

1 stop24h 35m

Simpson Bay Princess Juliana

Wed 18/2

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

2 stops28h 47m

C$ 923

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 22/12

7:00 a.m.-12:15 p.m.

1 stop26h 15m

C$ 397

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Mon 22/12

4:45 p.m.-4:00 p.m.

2 stops20h 15m

C$ 455

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Wed 31/12

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

1 stop11h 16m

C$ 472

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sat 20/12

6:30 a.m.-12:36 p.m.

2 stops27h 06m

C$ 545

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 21/12

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

1 stop13h 20m

C$ 594

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 21/12

5:35 a.m.-2:15 p.m.

3 stops29h 40m

C$ 724

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 11 results
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.

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 12 December 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 12 December 2025.
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
3,195 reviews
Check prices

Entertainment

6.1

Crew

7.9

Boarding

7.4

Overall

7.2

Food

6.2

Comfort

7.1

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
3,195 reviews
WestJet
7.2
Good
3,195 reviews
Check prices

Entertainment

6.1

Crew

7.9

Boarding

7.4

Overall

7.2

Food

6.2

Comfort

7.1

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$ 684, WestJet can have you in Simpson Bay from Calgary in 14h 36m. 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$ 484), offers the cheapest pricing from Calgary to Simpson Bay. This flight start at 45% 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 12 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 494AverageC$ 846FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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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?

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