The 1958 Winnipeg Blue Bombers was the 26th season of the franchise.
It was the first for the team under the newly formed Canadian Football League that joined its two unions (WIFU and IRFU) into a league.
Winnipeg finished in first place in the WIFU division with a 13–3 record.
In a rematch of the previous season's Grey Cup Final, the Blue Bombers defeated the Hamilton Tiger-Cats to win the 46th Grey Cup, and their first since 1941.