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Cheap flights from Calgary to Simpson Bay from C$ 595

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 26/7. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — SXM
4 May — 11 May1
1 adult

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 29 April 2025.

Round-trip from

C$ 595

Popular in

March

Cheapest in

July

Average price

C$ 725
WestJet
  • WestJet
  • 26/7-7/8
  • 2 total stops
  • 39h 25m total
  • Calgary to Simpson Bay
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 172 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 39 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
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Find flight deals from Calgary to Simpson Bay

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 29 April 2025.

Sat 26/71:00 a.m.YYC - SXM
1 stop10h 15mWestJet
Thu 7/82:10 p.m.SXM - YYC
1 stop29h 10mWestJet
Deal found 28/4C$ 595
Sat 26/71:00 a.m.YYC - SXM
1 stop10h 15mMultiple Airlines
Fri 8/82:56 p.m.SXM - YYC
2 stops32h 24mMultiple Airlines
Deal found 28/4C$ 791
Sun 27/76:29 a.m.YYC - SXM
2 stops30h 36mAmerican Airlines
Fri 8/82:22 p.m.SXM - YYC
2 stops33h 36mAmerican Airlines
Deal found 28/4C$ 856
Sun 27/77:15 a.m.YYC - SXM
1 stop27h 14mLufthansa
Fri 8/81:35 p.m.SXM - YYC
2 stops30h 46mLufthansa
Deal found 28/4C$ 1,088
Sat 26/71:05 a.m.YYC - SXM
2 stops33h 24mAir Canada
Fri 8/81:35 p.m.SXM - YYC
2 stops21h 55mAir Canada
Deal found 28/4C$ 2,076

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 29 April 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

Sat 26/7

1:00 a.m.-1:15 p.m.

1 stop10h 15m

Simpson Bay Princess Juliana

Thu 7/8

2:10 p.m.-5:20 p.m.

1 stop29h 10m

C$ 595

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sat 26/7

1:00 a.m.-1:15 p.m.

1 stop10h 15m

Simpson Bay Princess Juliana

Fri 8/8

2:56 p.m.-9:20 p.m.

2 stops32h 24m

C$ 791

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 27/7

6:29 a.m.-3:05 p.m.

2 stops30h 36m

Simpson Bay Princess Juliana

Fri 8/8

2:22 p.m.-9:58 p.m.

2 stops33h 36m

C$ 856

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sun 27/7

7:15 a.m.-12:29 p.m.

1 stop27h 14m

Simpson Bay Princess Juliana

Fri 8/8

1:35 p.m.-6:21 p.m.

2 stops30h 46m

C$ 1,088

CalgarySimpson Bay

YYC - SXM

YYCSXM

Calgary

Sat 26/7

1:05 a.m.-12:29 p.m.

2 stops33h 24m

Simpson Bay Princess Juliana

Fri 8/8

1:35 p.m.-9:30 a.m.

2 stops21h 55m

C$ 2,076

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

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 month to book a flight from Calgary to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Calgary to Simpson Bay (average of C$ 324). Flying from Calgary to Simpson Bay in February is currently the most expensive (average of C$ 600). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 29 April 2025.

It’s optimal to fly from Calgary to Simpson Bay in the morning. By choosing this option you can save up to 25% on the cost of your flight, compared to a flight in the afternoon.

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 29 April 2025.
American Airlines
7.2
Good
10,000 reviews
Check prices

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Food

6.5

Crew

8.0

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2023

LHR - JFK

Good flight. Only thing is that the seatbelt sign was on all the time, though some people got up anyway and it seemed fine to the crew, and other times an announcement was made to not get up and to fasten seat belt. Just a little confusing to know if I could get up…but all was well.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews
Check prices

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Food

6.5

Crew

8.0

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2023

LHR - JFK

Good flight. Only thing is that the seatbelt sign was on all the time, though some people got up anyway and it seemed fine to the crew, and other times an announcement was made to not get up and to fasten seat belt. Just a little confusing to know if I could get up…but all was well.
WestJet
7.2
Good
2,823 reviews
American Airlines
7.2
Good
10,000 reviews
Check prices

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Food

6.5

Crew

8.0

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2023

LHR - JFK

Good flight. Only thing is that the seatbelt sign was on all the time, though some people got up anyway and it seemed fine to the crew, and other times an announcement was made to not get up and to fasten seat belt. Just a little confusing to know if I could get up…but all was well.
Air Canada
7.0
Good
9,240 reviews
American Airlines
7.2
Good
10,000 reviews
Check prices

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Food

6.5

Crew

8.0

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2023

LHR - JFK

Good flight. Only thing is that the seatbelt sign was on all the time, though some people got up anyway and it seemed fine to the crew, and other times an announcement was made to not get up and to fasten seat belt. Just a little confusing to know if I could get up…but all was well.
Lufthansa
6.7
Okay
7,042 reviews
American Airlines
7.2
Good
10,000 reviews
Check prices

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Food

6.5

Crew

8.0

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2023

LHR - JFK

Good flight. Only thing is that the seatbelt sign was on all the time, though some people got up anyway and it seemed fine to the crew, and other times an announcement was made to not get up and to fasten seat belt. Just a little confusing to know if I could get up…but all was well.

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.

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

    According to our current data, WestJet (C$ 595), American Airlines (C$ 856), and Lufthansa (C$ 1,088) offers the cheapest pricing from Calgary to Simpson Bay. These flights start at 32% 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.

  • What is the cheapest month to book a flight from Calgary to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Calgary to Simpson Bay (average of C$ 324). Flying from Calgary to Simpson Bay in February is currently the most expensive (average of C$ 600). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 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 29 April 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 497AverageC$ 941FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 770AverageC$ 1,273FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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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.

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