| Year | Winner | Loser | G | Conn Smythe | % Correct |
|---|---|---|---|---|---|
| 2024-25 | Florida Panthers | Edmonton Oilers | 6 | C Sam Bennett (FLA) | 98%
|
| 2023-24 | Florida Panthers | Edmonton Oilers | 7 | C Connor McDavid (EDM) | 98%
|
| 2010-11 | Boston Bruins | Vancouver Canucks | 7 | G Tim Thomas (BOS) | 97%
|
| 1971-72 | Boston Bruins | New York Rangers | 6 | D Bobby Orr (BOS) | 97%
|
| 1969-70 | Boston Bruins | St. Louis Blues | 4 | D Bobby Orr (BOS) | 97%
|
| 1940-41 | Boston Bruins | Detroit Red Wings | 4 | 97%
| |
| 1938-39 | Boston Bruins | Toronto Maple Leafs | 5 | 97%
| |
| 1928-29 | Boston Bruins | New York Rangers | 2 | 97%
| |
| 2014-15 | Chicago Blackhawks | Tampa Bay Lightning | 6 | D Duncan Keith (CHI) | 97%
|
| 2012-13 | Chicago Blackhawks | Boston Bruins | 6 | RW Patrick Kane (CHI) | 97%
|
| 2009-10 | Chicago Blackhawks | Philadelphia Flyers | 6 | C Jonathan Toews (CHI) | 97%
|
| 1960-61 | Chicago Black Hawks | Detroit Red Wings | 6 | 97%
| |
| 1937-38 | Chicago Black Hawks | Toronto Maple Leafs | 4 | 97%
| |
| 1933-34 | Chicago Black Hawks | Detroit Red Wings | 4 | 97%
| |
| 2020-21 | Tampa Bay Lightning | Montréal Canadiens | 5 | G Andrei Vasilevskiy (TBL) | 97%
|
| 2019-20 | Tampa Bay Lightning | Dallas Stars | 6 | D Victor Hedman (TBL) | 97%
|
| 2003-04 | Tampa Bay Lightning | Calgary Flames | 7 | C Brad Richards (TBL) | 97%
|
| 1998-99 | Dallas Stars | Buffalo Sabres | 6 | C Joe Nieuwendyk (DAL) | 96%
|
| 2007-08 | Detroit Red Wings | Pittsburgh Penguins | 6 | C Henrik Zetterberg (DET) | 96%
|
| 2001-02 | Detroit Red Wings | Carolina Hurricanes | 5 | D Nicklas Lidström (DET) | 96%
|
| 1997-98 | Detroit Red Wings | Washington Capitals | 4 | C Steve Yzerman (DET) | 96%
|
| 1996-97 | Detroit Red Wings | Philadelphia Flyers | 4 | G Mike Vernon (DET) | 96%
|
| 1954-55 | Detroit Red Wings | Montréal Canadiens | 7 | 96%
| |
| 1953-54 | Detroit Red Wings | Montréal Canadiens | 7 | 96%
| |
| 1951-52 | Detroit Red Wings | Montréal Canadiens | 4 | 96%
| |
| 1949-50 | Detroit Red Wings | New York Rangers | 7 | 96%
| |
| 1942-43 | Detroit Red Wings | Boston Bruins | 4 | 96%
| |
| 1936-37 | Detroit Red Wings | New York Rangers | 5 | 96%
| |
| 1935-36 | Detroit Red Wings | Toronto Maple Leafs | 4 | 96%
| |
| 1989-90 | Edmonton Oilers | Boston Bruins | 5 | G Bill Ranford (EDM) | 96%
|
| 1987-88 | Edmonton Oilers | Boston Bruins | 4 | C Wayne Gretzky (EDM) | 96%
|
| 1986-87 | Edmonton Oilers | Philadelphia Flyers | 7 | G Ron Hextall (PHI) | 96%
|
| 1984-85 | Edmonton Oilers | Philadelphia Flyers | 5 | C Wayne Gretzky (EDM) | 96%
|
| 1983-84 | Edmonton Oilers | New York Islanders | 5 | C Mark Messier (EDM) | 96%
|
| 1992-93 | Montréal Canadiens | Los Angeles Kings | 5 | G Patrick Roy (MTL) | 96%
|
| 1985-86 | Montréal Canadiens | Calgary Flames | 5 | G Patrick Roy (MTL) | 96%
|
| 1978-79 | Montréal Canadiens | New York Rangers | 5 | LW Bob Gainey (MTL) | 96%
|
| 1977-78 | Montréal Canadiens | Boston Bruins | 6 | D Larry Robinson (MTL) | 96%
|
| 1976-77 | Montréal Canadiens | Boston Bruins | 4 | RW Guy Lafleur (MTL) | 96%
|
| 1975-76 | Montréal Canadiens | Philadelphia Flyers | 4 | RW Reggie Leach (PHI) | 96%
|
| 1972-73 | Montréal Canadiens | Chicago Black Hawks | 6 | RW Yvan Cournoyer (MTL) | 96%
|
| 1970-71 | Montréal Canadiens | Chicago Black Hawks | 7 | G Ken Dryden (MTL) | 96%
|
| 1968-69 | Montréal Canadiens | St. Louis Blues | 4 | D Serge Savard (MTL) | 96%
|
| 1967-68 | Montréal Canadiens | St. Louis Blues | 4 | G Glenn Hall (STL) | 96%
|
| 1965-66 | Montréal Canadiens | Detroit Red Wings | 6 | G Roger Crozier (DET) | 96%
|
| 1964-65 | Montréal Canadiens | Chicago Black Hawks | 7 | C Jean Béliveau (MTL) | 96%
|
| 1959-60 | Montréal Canadiens | Toronto Maple Leafs | 4 | 96%
| |
| 1958-59 | Montréal Canadiens | Toronto Maple Leafs | 5 | 96%
| |
| 1957-58 | Montréal Canadiens | Boston Bruins | 6 | 96%
| |
| 1956-57 | Montréal Canadiens | Boston Bruins | 5 | 96%
| |
| 1955-56 | Montréal Canadiens | Detroit Red Wings | 5 | 96%
| |
| 1952-53 | Montréal Canadiens | Boston Bruins | 5 | 96%
| |
| 1945-46 | Montréal Canadiens | Boston Bruins | 5 | 96%
| |
| 1943-44 | Montréal Canadiens | Chicago Black Hawks | 4 | 96%
| |
| 1930-31 | Montréal Canadiens | Chicago Black Hawks | 5 | 96%
| |
| 1929-30 | Montréal Canadiens | Boston Bruins | 2 | 96%
| |
| 1923-24 | Montréal Canadiens | Calgary Tigers | 2 | 96%
| |
| 1915-16 | Montréal Canadiens | Portland Rosebuds | 5 | 96%
| |
| 1993-94 | New York Rangers | Vancouver Canucks | 7 | D Brian Leetch (NYR) | 96%
|
| 1939-40 | New York Rangers | Toronto Maple Leafs | 6 | 96%
| |
| 1932-33 | New York Rangers | Toronto Maple Leafs | 4 | 96%
| |
| 1927-26 | New York Rangers | Montréal Maroons | 5 | 96%
| |
| 2022-23 | Vegas Golden Knights | Florida Panthers | 5 | RW Jonathan Marchessault (VGK) | 96%
|
| 2013-14 | Los Angeles Kings | New York Rangers | 5 | RW Justin Williams (LAK) | 95%
|
| 2011-12 | Los Angeles Kings | New Jersey Devils | 6 | G Jonathan Quick (LAK) | 95%
|
| 2002-03 | New Jersey Devils | Mighty Ducks of Anaheim | 7 | G Jean-Sébastien Giguère (ANA) | 95%
|
| 1999-00 | New Jersey Devils | Dallas Stars | 6 | D Scott Stevens (NJD) | 95%
|
| 1994-95 | New Jersey Devils | Detroit Red Wings | 4 | RW Claude Lemieux (NJD) | 95%
|
| 2016-17 | Pittsburgh Penguins | Nashville Predators | 6 | C Sidney Crosby (PIT) | 94%
|
| 2015-16 | Pittsburgh Penguins | San José Sharks | 6 | C Sidney Crosby (PIT) | 94%
|
| 2008-09 | Pittsburgh Penguins | Detroit Red Wings | 7 | C Evgeni Malkin (PIT) | 94%
|
| 1991-92 | Pittsburgh Penguins | Chicago Blackhawks | 4 | C Mario Lemieux (PIT) | 94%
|
| 1990-91 | Pittsburgh Penguins | Minnesota North Stars | 6 | C Mario Lemieux (PIT) | 94%
|
| 1966-67 | Toronto Maple Leafs | Montréal Canadiens | 6 | C Dave Keon (TOR) | 94%
|
| 1963-64 | Toronto Maple Leafs | Detroit Red Wings | 7 | 94%
| |
| 1962-63 | Toronto Maple Leafs | Detroit Red Wings | 5 | 94%
| |
| 1961-62 | Toronto Maple Leafs | Chicago Black Hawks | 6 | 94%
| |
| 1950-51 | Toronto Maple Leafs | Montréal Canadiens | 5 | 94%
| |
| 1948-49 | Toronto Maple Leafs | Detroit Red Wings | 4 | 94%
| |
| 1947-48 | Toronto Maple Leafs | Detroit Red Wings | 4 | 94%
| |
| 1946-47 | Toronto Maple Leafs | Montréal Canadiens | 6 | 94%
| |
| 1944-45 | Toronto Maple Leafs | Detroit Red Wings | 7 | 94%
| |
| 1941-42 | Toronto Maple Leafs | Detroit Red Wings | 7 | 94%
| |
| 1931-32 | Toronto Maple Leafs | New York Rangers | 3 | 94%
| |
| 2021-22 | Colorado Avalanche | Tampa Bay Lightning | 6 | D Cale Makar (COL) | 92%
|
| 2000-01 | Colorado Avalanche | New Jersey Devils | 7 | G Patrick Roy (COL) | 92%
|
| 1995-96 | Colorado Avalanche | Florida Panthers | 4 | C Joe Sakic (COL) | 92%
|
| 2017-18 | Washington Capitals | Vegas Golden Knights | 5 | LW Alexander Ovechkin (WSH) | 92%
|
| 2006-07 | Anaheim Ducks | Ottawa Senators | 5 | D Scott Niedermayer (ANA) | 91%
|
| 1974-75 | Philadelphia Flyers | Buffalo Sabres | 6 | G Bernie Parent (PHI) | 91%
|
| 1973-74 | Philadelphia Flyers | Boston Bruins | 6 | G Bernie Parent (PHI) | 91%
|
| 2018-19 | St. Louis Blues | Boston Bruins | 7 | C Ryan O'Reilly (STL) | 91%
|
| 1982-83 | New York Islanders | Edmonton Oilers | 4 | G Billy Smith (NYI) | 89%
|
| 1981-82 | New York Islanders | Vancouver Canucks | 4 | RW Mike Bossy (NYI) | 89%
|
| 1980-81 | New York Islanders | Minnesota North Stars | 5 | C Butch Goring (NYI) | 89%
|
| 1979-80 | New York Islanders | Philadelphia Flyers | 6 | C Bryan Trottier (NYI) | 89%
|
| 1988-89 | Calgary Flames | Montréal Canadiens | 6 | D Al MacInnis (CGY) | 88%
|
| 2005-06 | Carolina Hurricanes | Edmonton Oilers | 7 | G Cam Ward (CAR) | 88%
|
| 1926-27 | Ottawa Senators | Boston Bruins | 2 | 82%
| |
| 1922-23 | Ottawa Senators | Edmonton Eskimos | 2 | 82%
| |
| 1920-21 | Ottawa Senators | Vancouver Millionaires | 5 | 82%
| |
| 1919-20 | Ottawa Senators | Seattle Metropolitans | 5 | 82%
| |
| 1934-35 | Montréal Maroons | Toronto Maple Leafs | 3 | 13%
| |
| 1925-26 | Montréal Maroons | Victoria Cougars | 4 | 13%
| |
| 1924-25 | Victoria Cougars | Montréal Canadiens | 4 | 13%
| |
| 1914-15 | Vancouver Millionaires | Ottawa Senators | 3 | 12%
| |
| 1916-17 | Seattle Metropolitans | Montréal Canadiens | 4 | 9%
| |
| 1921-22 | Toronto St. Patricks | Vancouver Millionaires | 5 | 5%
| |
| 1917-18 | Toronto Arenas | Vancouver Millionaires | 5 | 2%
|