In 1955, the Winnipeg Blue Bombers won their third straight Grey Cup championship, beating the Toronto Argonauts 31-22; this win was the crowning achievement of a year which had seen the Bombers flirt with a perfect regular season record and defeat their divisional playoff opponents by an average margin of 35 points.

Ten players who took part in this game would later be voted into the Canadian Football Hall of Fame; six of those ten would be named to the CFL's Grey Cup 90th anniversary all-time greatest players lineup.

The game marked the peak of the Blue Bombers' reign as the CFL's best team in the mid-'50s. Just one year later, that reign would come to a heartbreaking end when the Montreal Alouettes beat the Bombers in the 1956 Grey Cup title game; by the early 1960s the once-proud franchise had sunk to the status of league doormat as many of its stars had either retired, gone over to rival teams, or moved south to continue their football careers in America. Winnipeg would not make another CFL playoff appearance until 1968.