Kevin O'Leary (born 1954) is a Canadian entrepreneur.

Kevin O'Leary may also refer to: Kevin O'Leary (judge) (1920–2015), Australian jurist Kevin O'Leary (poker player) (born 1969), UK poker professional Kevin O'Leary, peace officer involved in the Tatiana the Tiger incident Michael Kevin O'Leary, CEO of Ryanair