As of November 7, 2026, Jobsy lists 2 pilot jobs in Winnipeg, MB. The most active employers are Chartright Air Inc., Air Canada and STARS. Skills often requested: prioritization, communication skills, customer service and collaboration.
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Candidates need a valid Commercial Rotary Wing Licence, at least 500 helicopter hours including 300 as pilot-in-command, and night/IFR experience. Helicopter Instrument and Night ratings, a valid Category 1 medical, and eligibility to work in Canada are also required.
Candidates need a Commercial Rotary Wing Licence, at least 500 helicopter hours including 300 as pilot-in-command, and a valid Category 1 medical. They also need night/IFR, multi-engine and instrument experience, and the ability to work day and night shifts and travel.
Airbus H145
Common questions
Who is hiring pilots?
Chartright Air Inc. (3), Air Canada (2), STARS (2), SkyCare Air Ambulance (1) and Forest Protection Limited (1).
What skills do pilot jobs ask for?
Postings most often mention prioritization, communication skills, customer service, collaboration, heavy lifting, civil aviation regulations, sales and brainstorm ideas.