Jim Pappin would win two Stanley Cups (1964 & 1967) with the Toronto Maple Leafs and he really broke out in the 1967 playoffs where he led all skaters in Goals (7) and Points (15) and netted the winning goal in Game 6.  A trade to the Chicago Blackhawks would gain Pappin more playing time and he would go on to represent them in three All-Star Games.  He would have 70 Points in his first season in Chicago and in 1972/73 he would have a career high 92 Points, which landed him tenth overall.  Pappin scored 573 Points over his 767 Game career in the National Hockey League.

Prior to his arrival to the Windy City, Jim Pappin helped the Toronto Maple Leafs win the 1967 Stanley Cup where he was leading scorer in the playoffs, but it was in Chicago where he put up his best individual numbers.