| Year | Winner | Loser | % Correct |
|---|---|---|---|
| 2008 | Detroit Red Wings | Pittsburgh Penguins | 100%
|
| 2025 | Florida Panthers | Edmonton Oilers | 100%
|
| 2024 | Florida Panthers | Edmonton Oilers | 100%
|
| 2011 | Boston Bruins | Vancouver Canucks | 99%
|
| 2022 | Colorado Avalanche | Tampa Bay Lightning | 97%
|
| 2002 | Detroit Red Wings | Carolina Hurricanes | 97%
|
| 1998 | Detroit Red Wings | Washington Capitals | 97%
|
| 1997 | Detroit Red Wings | Philadelphia Flyers | 97%
|
| 1955 | Detroit Red Wings | Montreal Canadiens | 97%
|
| 1954 | Detroit Red Wings | Montreal Canadiens | 97%
|
| 1952 | Detroit Red Wings | Montreal Canadiens | 97%
|
| 1950 | Detroit Red Wings | New York Rangers | 97%
|
| 1943 | Detroit Red Wings | Boston Bruins | 97%
|
| 1937 | Detroit Red Wings | New York Rangers | 97%
|
| 1936 | Detroit Red Wings | Toronto Maple Leafs | 97%
|
| 1993 | Montreal Canadiens | Los Angeles Kings | 97%
|
| 1986 | Montreal Canadiens | Calgary Flames | 97%
|
| 1979 | Montreal Canadiens | New York Rangers | 97%
|
| 1978 | Montreal Canadiens | Boston Bruins | 97%
|
| 1977 | Montreal Canadiens | Boston Bruins | 97%
|
| 1976 | Montreal Canadiens | Philadelphia Flyers | 97%
|
| 1973 | Montreal Canadiens | Chicago Blackhawks | 97%
|
| 1971 | Montreal Canadiens | Chicago Blackhawks | 97%
|
| 1969 | Montreal Canadiens | St. Louis Blues | 97%
|
| 1968 | Montreal Canadiens | St. Louis Blues | 97%
|
| 1966 | Montreal Canadiens | Detroit Red Wings | 97%
|
| 1965 | Montreal Canadiens | Chicago Blackhawks | 97%
|
| 1960 | Montreal Canadiens | Toronto Maple Leafs | 97%
|
| 1959 | Montreal Canadiens | Toronto Maple Leafs | 97%
|
| 1958 | Montreal Canadiens | Boston Bruins | 97%
|
| 1957 | Montreal Canadiens | Boston Bruins | 97%
|
| 1956 | Montreal Canadiens | Detroit Red Wings | 97%
|
| 1953 | Montreal Canadiens | Boston Bruins | 97%
|
| 1946 | Montreal Canadiens | Boston Bruins | 97%
|
| 1944 | Montreal Canadiens | Chicago Blackhawks | 97%
|
| 1931 | Montreal Canadiens | Chicago Blackhawks | 97%
|
| 1930 | Montreal Canadiens | Boston Bruins | 97%
|
| 2021 | Tampa Bay Lightning | Montreal Canadiens | 97%
|
| 2020 | Tampa Bay Lightning | Dallas Stars | 97%
|
| 2023 | Vegas Golden Knights | Florida Panthers | 97%
|
| 1972 | Boston Bruins | New York Rangers | 96%
|
| 1970 | Boston Bruins | St. Louis Blues | 96%
|
| 1941 | Boston Bruins | Detroit Red Wings | 96%
|
| 1939 | Boston Bruins | Toronto Maple Leafs | 96%
|
| 1929 | Boston Bruins | New York Rangers | 96%
|
| 2015 | Chicago Blackhawks | Tampa Bay Lightning | 96%
|
| 2013 | Chicago Blackhawks | Boston Bruins | 96%
|
| 2010 | Chicago Blackhawks | Philadelphia Flyers | 96%
|
| 2001 | Colorado Avalanche | New Jersey Devils | 96%
|
| 1994 | New York Rangers | Vancouver Canucks | 96%
|
| 1940 | New York Rangers | Toronto Maple Leafs | 96%
|
| 1933 | New York Rangers | Toronto Maple Leafs | 96%
|
| 1928 | New York Rangers | Montreal Maroons | 96%
|
| 2017 | Pittsburgh Penguins | Nashville Predators | 96%
|
| 2016 | Pittsburgh Penguins | San Jose Sharks | 96%
|
| 2009 | Pittsburgh Penguins | Detroit Red Wings | 96%
|
| 2019 | St. Louis Blues | Boston Bruins | 96%
|
| 2004 | Tampa Bay Lightning | Calgary Flames | 96%
|
| 1996 | Colorado Avalanche | Florida Panthers | 94%
|
| 1999 | Dallas Stars | Buffalo Sabres | 94%
|
| 1990 | Edmonton Oilers | Boston Bruins | 94%
|
| 1988 | Edmonton Oilers | Boston Bruins | 94%
|
| 1987 | Edmonton Oilers | Philadelphia Flyers | 94%
|
| 1985 | Edmonton Oilers | Philadelphia Flyers | 94%
|
| 1984 | Edmonton Oilers | New York Islanders | 94%
|
| 2003 | New Jersey Devils | Anaheim Ducks | 94%
|
| 2000 | New Jersey Devils | Dallas Stars | 94%
|
| 1992 | Pittsburgh Penguins | Chicago Blackhawks | 94%
|
| 1991 | Pittsburgh Penguins | Minnesota North Stars | 94%
|
| 1967 | Toronto Maple Leafs | Montreal Canadiens | 94%
|
| 1964 | Toronto Maple Leafs | Detroit Red Wings | 94%
|
| 1963 | Toronto Maple Leafs | Detroit Red Wings | 94%
|
| 1962 | Toronto Maple Leafs | Chicago Blackhawks | 94%
|
| 1951 | Toronto Maple Leafs | Montreal Canadiens | 94%
|
| 1949 | Toronto Maple Leafs | Detroit Red Wings | 94%
|
| 1948 | Toronto Maple Leafs | Detroit Red Wings | 94%
|
| 1947 | Toronto Maple Leafs | Montreal Canadiens | 94%
|
| 1945 | Toronto Maple Leafs | Detroit Red Wings | 94%
|
| 1942 | Toronto Maple Leafs | Detroit Red Wings | 94%
|
| 1932 | Toronto Maple Leafs | New York Rangers | 94%
|
| 2006 | Carolina Hurricanes | Edmonton Oilers | 93%
|
| 1961 | Chicago Blackhawks | Detroit Red Wings | 93%
|
| 1938 | Chicago Blackhawks | Toronto Maple Leafs | 93%
|
| 1934 | Chicago Blackhawks | Detroit Red Wings | 93%
|
| 2014 | Los Angeles Kings | New York Rangers | 93%
|
| 2012 | Los Angeles Kings | New Jersey Devils | 93%
|
| 1995 | New Jersey Devils | Detroit Red Wings | 93%
|
| 1983 | New York Islanders | Edmonton Oilers | 93%
|
| 1982 | New York Islanders | Vancouver Canucks | 93%
|
| 1981 | New York Islanders | Minnesota North Stars | 93%
|
| 1980 | New York Islanders | Philadelphia Flyers | 93%
|
| 2018 | Washington Capitals | Vegas Golden Knights | 93%
|
| 2007 | Anaheim Ducks | Ottawa Senators | 91%
|
| 1989 | Calgary Flames | Montreal Canadiens | 87%
|
| 1975 | Philadelphia Flyers | Buffalo Sabres | 87%
|
| 1974 | Philadelphia Flyers | Boston Bruins | 87%
|
| 1927 | Ottawa Senators | Boston Bruins | 78%
|
| 1935 | Montreal Maroons | Toronto Maple Leafs | 29%
|