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- The Maple Leafs–Red Wings rivalry is a National Hockey League (NHL) rivalry between the Toronto Maple Leafs and the Detroit Red Wings. The rivalry is largely bolstered because of the proximity between the two teams, with Toronto and Detroit approximately 370 kilometres (230 mi) apart, connected by Ontario Highway 401, and a number of shared fans in between the two cities (particularly in markets such as Windsor, Ontario). The teams both compete in the Atlantic Division and with current NHL scheduling, they meet four times per season. Both teams are Original Six teams, with their first game played in Detroit's inaugural season in 1927. From 1929 to 1993, the two teams met each other in 16 playoff series and seven Stanley Cup Finals for a combined 23 times in the postseason, the two teams have played each other in more postseason series than any other two teams in NHL history except the Bruins and Canadiens, who have played a total of 34 postseason series. Toronto has won 12 series. (en)
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- *1929 Quarterfinals: Maple Leafs, 2–0
*1934 Semifinals: Red Wings, 3–2
*1936 Stanley Cup Finals: Red Wings, 3–1
*1939 Semifinals: Maple Leafs, 2–1
*1940 Semifinals: Maple Leafs, 2–0
*1942 Stanley Cup Finals: Maple Leafs, 4–3
*1943 Semifinals: Red Wings, 4–2
*1945 Stanley Cup Finals: Maple Leafs, 4–3
*1947 Semifinals: Maple Leafs, 4–1
*1948 Stanley Cup Finals: Maple Leafs, 4–0
*1949 Stanley Cup Finals: Maple Leafs, 4–0
*1950 Semifinals: Red Wings, 4–3
*1952 Semifinals: Red Wings, 4–0
*1954 Semifinals: Red Wings, 4–1
*1955 Semifinals: Red Wings, 4–0
*1956 Semifinals: Red Wings, 4–1
*1960 Semifinals: Maple Leafs, 4–2
*1961 Semifinals: Red Wings, 4–1
*1963 Stanley Cup Finals: Maple Leafs, 4–1
*1964 Stanley Cup Finals: Maple Leafs, 4–3
*1987 Division Finals: Red Wings, 4–3
*1988 Division Semifinals: Red Wings, 4–2
*1993 Division Semifinals: Maple Leafs, 4–3 (en)
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