Prince of Wales Trophy Winners
| Year |
Winner(s) |
| 2008 |
Pittsburgh Penguins |
| 2007 |
Ottawa Senators |
| 2006 |
Carolina Hurricanes |
| 2004 |
Tampa Bay Lightning |
| 2003 |
New Jersey Devils |
| 2002 |
Carolina Hurricanes |
| 2001 |
New Jersey Devils |
| 2000 |
New Jersey Devils |
| 1999 |
Buffalo Sabres |
| 1998 |
Washington Capitals |
| 1997 |
Philadelphia Flyers |
| 1996 |
Florida Panthers |
| 1995 |
New Jersey Devils |
| 1994 |
New York Rangers |
| 1993 |
Montreal Canadiens |
| 1992 |
Pittsburgh Penguins |
| 1991 |
Pittsburgh Penguins |
| 1990 |
Boston Bruins |
| 1989 |
Montreal Canadiens |
| 1988 |
Boston Bruins |
| 1987 |
Philadelphia Flyers |
| 1986 |
Montreal Canadiens |
| 1985 |
Philadelphia Flyers |
| 1984 |
New York Islanders |
| 1983 |
New York Islanders |
| 1982 |
New York Islanders |
| 1981 |
Montreal Canadiens |
| 1980 |
Buffalo Sabres |
| 1979 |
Montreal Canadiens |
| 1978 |
Montreal Canadiens |
| 1977 |
Montreal Canadiens |
| 1976 |
Montreal Canadiens |
| 1975 |
Buffalo Sabres |
| 1974 |
Boston Bruins |
| 1973 |
Montreal Canadiens |
| 1972 |
Boston Bruins |
| 1971 |
Boston Bruins |
| 1970 |
Chicago Black Hawks |
| 1969 |
Montreal Canadiens |
| 1968 |
Montreal Canadiens |
| 1967 |
Chicago Black Hawks |
| 1966 |
Montreal Canadiens |
| 1965 |
Detroit Red Wings |
| 1964 |
Montreal Canadiens |
| 1963 |
Toronto Maple Leafs |
| 1962 |
Montreal Canadiens |
| 1961 |
Montreal Canadiens |
| 1960 |
Montreal Canadiens |
| 1959 |
Montreal Canadiens |
| 1958 |
Montreal Canadiens |
| 1957 |
Detroit Red Wings |
| 1956 |
Montreal Canadiens |
| 1955 |
Detroit Red Wings |
| 1954 |
Detroit Red Wings |
| 1953 |
Detroit Red Wings |
| 1952 |
Detroit Red Wings |
| 1951 |
Detroit Red Wings |
| 1950 |
Detroit Red Wings |
| 1949 |
Detroit Red Wings |
| 1948 |
Toronto Maple Leafs |
| 1947 |
Montreal Canadiens |
| 1946 |
Montreal Canadiens |
| 1945 |
Montreal Canadiens |
| 1944 |
Montreal Canadiens |
| 1943 |
Detroit Red Wings |
| 1942 |
New York Rangers |
| 1941 |
Boston Bruins |
| 1940 |
Boston Bruins |
| 1939 |
Boston Bruins |
| 1938 |
Boston Bruins |
| 1937 |
Detroit Red Wings |
| 1936 |
Detroit Red Wings |
| 1935 |
Boston Bruins |
| 1934 |
Detroit Red Wings |
| 1933 |
Boston Bruins |
| 1932 |
New York Rangers |
| 1931 |
Boston Bruins |
| 1930 |
Boston Bruins |
| 1929 |
Boston Bruins |
| 1928 |
Boston Bruins |
| 1927 |
Ottawa Senators |
| 1926 |
Montreal Maroons |
| 1925 |
Montreal Canadiens |
| 1924 |
Montreal Canadiens |
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