YYC - SXM

C$ 347 Find Cheap Flights from Calgary to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Calgary to Simpson Bay departing on 4/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Calgary to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Calgary to Simpson Bay, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
C$ 675
United Airlines
Sat 18/4Sat 25/4
YYC - SXM • 2 stops
Cheapest one-way flights
C$ 347
United Airlines
Mon 4/5
YYC - SXM • 2 stops
Top airlines
United Airlines
Cheapest • from C$ 675 (round-trip)
WestJet
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Direct flights
Not available
There are currently no direct flights between Calgary and Simpson Bay. You’ll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Montreal (YUL)
Cheapest • Avg C$ 669 (round-trip)
Toronto (YYZ)
Shortest trip • 16h 15m (one-way)
Insights
Insights
Insights
Insights
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Calgary to Simpson Bay (YYC-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Calgary to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Calgary to Simpson Bay

Sat, 18 Apr - Sat, 25 Apr
United Airlines Logo
1:27 p.m. - 12:33 p.m.
YYC
-
SXM
21h 06m
2 stops
United Airlines Logo
3:50 p.m. - 11:32 a.m.
SXM
-
YYC
21h 42m
2 stops
C$ 675United Airlines
Fri, 5 Jun - Sat, 13 Jun
Air Canada Logo
12:55 a.m. - 1:55 p.m.
YYC
-
SXM
11h 00m
1 stop
Air Canada Logo
3:05 p.m. - 10:13 a.m.
SXM
-
YYC
21h 08m
1 stop
C$ 689Air Canada
Sat, 18 Apr - Sat, 25 Apr
United Airlines Logo
1:27 p.m. - 12:33 p.m.
YYC
-
SXM
21h 06m
2 stops
United Airlines Logo
3:50 p.m. - 9:48 p.m.
SXM
-
YYC
31h 58m
3 stops
C$ 714United Airlines
Mon, 1 Jun - Fri, 5 Jun
United Airlines Logo
8:00 a.m. - 12:33 p.m.
YYC
-
SXM
26h 33m
2 stops
United Airlines Logo
1:35 p.m. - 11:15 p.m.
SXM
-
YYC
35h 40m
2 stops
C$ 716United Airlines
Wed, 24 Jun - Sun, 28 Jun
WestJet Logo
11:50 p.m. - 1:50 p.m.
YYC
-
SXM
12h 00m
1 stop
WestJet Logo
2:40 p.m. - 10:10 a.m.
SXM
-
YYC
21h 30m
2 stops
C$ 722WestJet
Sat, 6 Jun - Sat, 13 Jun
Air Canada Logo
7:45 p.m. - 2:43 p.m.
YYC
-
SXM
16h 58m
2 stops
Air Canada Logo
3:05 p.m. - 11:47 a.m.
SXM
-
YYC
22h 42m
2 stops
C$ 730Air Canada
Mon, 1 Jun - Fri, 5 Jun
United Airlines Logo
8:00 a.m. - 12:33 p.m.
YYC
-
SXM
26h 33m
2 stops
United Airlines Logo
3:50 p.m. - 9:48 p.m.
SXM
-
YYC
31h 58m
2 stops
C$ 737United Airlines
Wed, 6 May - Thu, 14 May
WestJet Logo
1:00 a.m. - 1:50 p.m.
YYC
-
SXM
10h 50m
1 stop
WestJet Logo
2:40 p.m. - 7:30 a.m.
SXM
-
YYC
18h 50m
2 stops
C$ 738WestJet
Wed, 24 Jun - Sun, 28 Jun
WestJet Logo
2:25 p.m. - 1:50 p.m.
YYC
-
SXM
21h 25m
2 stops
WestJet Logo
2:40 p.m. - 7:10 a.m.
SXM
-
YYC
18h 30m
2 stops
C$ 740WestJet
Wed, 6 May - Thu, 14 May
WestJet Logo
1:00 a.m. - 1:50 p.m.
YYC
-
SXM
10h 50m
1 stop
WestJet Logo
2:40 p.m. - 12:44 a.m.
SXM
-
YYC
12h 04m
1 stop
C$ 748WestJet
Booking Insights

KAYAK's insights & trends for Calgary to Simpson Bay flights

Get data-powered insights and trends into flights from Calgary to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Calgary to Simpson Bay?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Calgary to Simpson Bay were found on United Airlines (C$ 675) and Air Canada (C$ 689).

Which airlines fly direct between Calgary and Simpson Bay?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Calgary to Simpson Bay.

There is just one airline that flies from Calgary to Simpson Bay direct and that is WestJet. The best round-trip deal found from WestJet for the route is C$ 456.

Find deals

Good to know

Low seasonSeptember
Cheapest flightC$ 347
Best time to beat the crowds (33% less expensive on average)
Most popular time to fly (35% more expensive on average)
Flight from Calgary to Simpson Bay

When to book flights from Calgary to Simpson Bay

Are your dates flexible? Find out the best times to travel from Calgary to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Calgary to Simpson Bay

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

    In the last 3 days, the lowest price for a flight from Calgary to Simpson Bay was C$ 347 for a one-way ticket and C$ 675 for a round-trip.

  • Which airports will I be using when flying from Calgary to Simpson Bay?

    Calgary airport is called Calgary and the only airport in Simpson Bay is Simpson Bay Princess Juliana.

  • Which aircraft models fly most regularly from Calgary to Simpson Bay?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Calgary to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Calgary to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Calgary to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Calgary is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Calgary to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Calgary with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Calgary to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Calgary up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Calgary to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Calgary to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Calgary to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
WestJetOverall score based on 3300 reviews
7.9Crew
6.2Food
6.1Entertainment
7.0Comfort
7.4Boarding
Airline reviews

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

6.0 GoodWendy, Mar 2026
YYC - YYZ
Read more WestJet reviews

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

Flight was delayed for 5hours. Food vouchers just aren’t good enough

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

No kiosk to help pre boarding unlike other airlines, still lost the luggage despite its own crew/TSA or security tagging it, poor handling of lost luggage and possibly compensation is likely poor too.

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

The flight was full and good as could be expected. We arrived early which is always a good thing.

Not sure what happened, but for some reason we had to sit on the plane for an extra 10 minutes once we arrived in Abbotsford. Obviously, it was an engine issue.

It was disappointing to see the huge number of people who were allowed to board who were claiming to either be disabled or needed extra time to board who practically ran to the gate as soon as boarding opened. One of the female flight attendants in the premium economy section refused to let a lady with an infant use the toilet next to row 9 to change her baby even though the path back to the rear toilets was blocked by staff and trolleys and said she would have to carry the baby to the toilet during the descent phase when turbulence was present. The passenger refused and the baby had to wait until landing. It would have been no problem to allow this infringement of weathers petty rules. The flight was also very cold due to a cold draft throughout the flight from the bulkhead ceiling which was not controllable.

Food good . No entertainment. Need to use wifi to access your own apps. Eg Amazon Prime, YouTube. They don't tell you unless you ask.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

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

Information on your arrival and departure airports

Calgary (YYC)
Simpson Bay (SXM)