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Chicago Bears Mike Ditka (89). Mike Ditka played for 12 seasons with 3 different teams as was a 5-time Pro Bowler. Mike Ditka also was a head coach for 14 years, with 2 different teams and won the 1985 Super Bowl while with the Chicago Bears. Mike Ditka was inducted to the Pro Football Hall of Fame in 1988 as a player.(SportPics)