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It doesn't quite fit the definition of privately owned company, but as an operator, I think Hydro One had some of the first commercial helicopters in Canada. A Bell 47 in 1949 was their first.  

Very close but not quite. Okanagan Air Services, which eventually became the CHC of today, was the first operator in Canada. Their first commercial flight was in 1947. VIH was founded in 1955 and Alf

Wasn't it Mr. Dobbin with the old Canadian banner buying Sealand and then buying Okanagan (or combining them?).  I was with Associated Helicopters at that time which was owned by Okanagan during the i

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14 hours ago, Three_Per said:

It doesn't quite fit the definition of privately owned company, but as an operator, I think Hydro One had some of the first commercial helicopters in Canada. A Bell 47 in 1949 was their first.  

 

 

It wasn't Hydro one back then.  Definitely don't count either as they don't get revenue from the helicopters.

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20 hours ago, Heliian said:

The answer you are looking for is VIH.  

Very close but not quite. Okanagan Air Services, which eventually became the CHC of today, was the first operator in Canada. Their first commercial flight was in 1947. VIH was founded in 1955 and Alf Stringer, who was one of the original three founders of Okanagan, eventually went on to run VIH for many years. The history of rotary aviation in Canada is well documented by Peter Corley-Smith (who used to work for VIH).

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