Perennial Winners
| Seasons | Start | End |
|---|
| 2027 | Vegas | |
| 2026 | Maple Leafs | Vegas |
| 2025 | Blue Jackets | Maple Leafs |
| 2024 | Kings | Blue Jackets |
| 2023 | Stars | Kings |
| 2022 | Avalanche | Stars |
| 2021 | Kings | Avalanche |
| 2020 | Lightning | Kings |
| 2019 | Oilers | Lightning |
| 2018 | Jets | Oilers |
| 2017 | Senators | Jets |
| 2016 | Senators | Senators |
| 2015 | Jets | Senators |
| 2014 | Oilers | Jets |
| 2013 | Flames | Oilers |
| 2012 | Canucks | Flames |
| 2011 | Red Wings | Canucks |
| 2010 | Panthers | Red Wings |
| 2009 | Red Wings | Panthers |
| 2008 | Predators | Red Wings |
| 2007 | Sabres | Predators |
| 2006 | Blue Jackets | Sabres |
| 2005 | LOCKOUT | LOCKOUT |
| 2004 | Flyers | Blue Jackets |
| 2003 | Avalanche | Flyers |
| 2002 | Stars | Avalanche |
| 2001 | Avalanche | Stars |
| 2000 | Hurricanes | Avalanche |
| 1999 | Avalanche | Hurricanes |
| 1998 | Panthers | Avalanche |
| 1997 | Flyers | Panthers |
| 1996 | Blackhawks | Flyers |
| 1995 | Maple Leafs | Blackhawks |
| 1994 | Blackhawks | Maple Leafs |
| 1993 | Bruins | Blackhawks |
| 1992 | Sabres | Bruins |
| 1991 | Devils | Sabres |
| 1990 | Sabres | Devils |
| 1989 | Kings | Sabres |
| 1988 | Canadiens | Kings |
| 1987 | Flyers | Canadiens |
| 1986 | Jets | Flyers |
| 1985 | Capitals | Jets |
| 1984 | Capitals | Capitals |
| 1983 | Canucks | Capitals |
| 1982 | Canadiens | Canucks |
| 1981 | Canadiens | Canadiens |
| 1980 | Islanders | Canadiens |
| 1979 | North Stars | Islanders |
| 1978 | Kings | North Stars |
| 1977 | Barons* | Kings |
| 1976 | Flyers | Golden Seals |
| 1975 | Flames | Flyers |
| 1974 | Maple Leafs | Flames |
| 1973 | Blackhawks | Maple Leafs |
| 1972 | Bruins | Blackhawks |
| 1971 | Rangers | Bruins |
| 1970 | Rangers | Rangers |
| 1969 | Penguins | Rangers |
| 1968 | Canadiens | Penguins |
| 1967 | Canadiens | Canadiens |
| 1966 | Maple Leafs | Canadiens |
| 1965 | Maple Leafs | Maple Leafs |
| 1964 | Red Wings | Maple Leafs |
| 1963 | Canadiens | Red Wings |
| 1962 | Bruins | Canadiens |
| 1961 | Rangers | Bruins |
| 1960 | Blackhawks | Rangers |
| 1959 | Bruins | Blackhawks |
| 1958 | Rangers | Bruins |
| 1957 | Blackhawks | Rangers |
| 1956 | Red Wings | Blackhawks |
| 1955 | Bruins | Red Wings |
| 1954 | Maple Leafs | Bruins |
| 1953 | Red Wings | Maple Leafs |
| 1952 | Red Wings | Red Wings |
| 1951 | Blackhawks | Red Wings |
| 1950 | Red Wings | Blackhawks |
| 1949 | Bruins | Red Wings |
| 1948 | Canadiens | Bruins |
| 1947 | Rangers | Canadiens |
| 1946 | Blackhawks | Rangers |
| 1945 | Blackhawks | Blackhawks |
| 1944 | Bruins | Blackhawks |
| 1943 | Red Wings | Bruins |
| 1942 | Rangers | Red Wings |
| 1941 | Bruins | Rangers |
| 1940 | Bruins | Bruins |
| 1939 | Canadiens | Bruins |
| 1938 | Maroons | Canadiens |
| 1937 | Rangers | Maroons |
| 1936 | Blackhawks | Rangers |
| 1935 | Bruins | Blackhawks |
| 1934 | Bruins | Bruins |
| 1933 | Canadiens | Bruins |
| 1932 | Maple Leafs | Canadiens |
| 1931 | Blackhawks | Maple Leafs |
| 1930 | Senators | Blackhawks |
| 1929 | Pirates | Senators |
| 1928 | Senators | Pirates |