Phil Housley has played the most  NHL games without ever winning the Stanley Cup. Between the 1982 and 2003  seasons he played 1,495 regular season games and 85 playoff games as a defenseman with the Buffalo Sabres, Winnipeg Jets, St. Louis Blues, Calgary Flames, New Jersey Devils, Washington Capitals, Chicago Blackhawks and Toronto Maple Leafs without ever getting the chance to get his name engraved on Lord Stanley’s Cup.

The closest Housley came to being a Stanley Cup winner was with the Washington Capitals in 1998 when they made it to the Stanley Cup Finals against the Detroit Red Wings, but lost in 4 games. Housley can boast one of the greatest NHL careers of all-time, playing in 21 seasons, and being inducted into the Hockey hall of Fame in 2004. He scored more points than any other American born NHL player besides Mike Modano and appeared in 7 All Star Games, but never got his well deserved place on the list of Stanley Cup Winners.

21 Seasons. No Stanley Cup.

Phil Housley Stats

Born: March 9, 1964. South St. Paul, Minnestoa

The oldest person to ever win a Stanley Cup as a player was Chris Chelios. He was 46 years and 5 months old when he won it as a member of the Detroit Red Wings in June of 2008. Complete list of Stanley Cup Winners.

Born on January 25, 1962 in Chicago, Chelios began his NHL career with the Montreal Canadiens in 1983. He also played for the Chicago Blackhawks, Detroit Red Wings, and a few games for the Atlanta Thrashers before retiring after the 2009-10 season. Chelios played 1,651 regular season NHL games plus 268 playoff games and scored a total of  216 goals, 876 assists, and racked up 3,314 penalty minutes.

The oldest player to ever score a goal in the Stanley Cup Finals was Mark Recchi of the Boston Bruins on June 6, 2011 against the Vancouver Canucks. Recchi was 43 years, 126 days old at the time of scoring that goal.

The oldest goalie to ever win a Stanley Cup was Dominik Hasek with the Detroit Red Wings in 2008. Although he was mainly the backup goalie to Chris Osgood, Hasek was 43 years and 5 months old when he became a Stanley Cup Champion.

The oldest coach to win a Stanley Cup is Scotty Bowman with the Detroit Red Wings in 2002. It was the 9th Cup for Bowman as a coach and he was 68 years old at the time.

This list pays homage to all the players who have done what everyone who has ever laced up the skates has dreamed of doing someday: score the goal that clinches the Stanley Cup for their team. What young hockey player hasn’t played out the scenario hundreds of times on the pond or local rink?

Of course the ultimate scenario would be burying the puck in overtime of game 7 in the Stanley Cup Finals, but any goal that proves to be the eventual Stanley Cup winner gets your name on this list. Below are everyone who has ever scored a Stanley Cup winning goal, including the year, team they won The Cup for, in which game of the finals and the period they scored in. To see all the Stanley Cup winning teams by year, check out our complete list at Stanley Cup Winners.

Games are listed as the game that the Cup was won in/best of series format. Example: 6/7 means the Cup was won in game 6 of a best of 7 series. *2GT refers to 2 game total point format.

Stanley Cup Winning Goals

Here is the Stanley Cup Winners list that means more than any of the other categories. The goal for every NHL team at the beginning of the season is to be Stanley Cup Champions, and these are all the teams that have accomplished that. To date there have been 30 separate teams that have won the Cup, and six of those have been from the city of Montreal, including the Canadiens and their predecessors.

Stanley Cup Champions

This complete list of Stanley Cup winning teams is divided into two categories. The first group are all the Stanley Cup Champions from the NHL, or professional era beginning in 1915 when the trophy was primarily awarded to pro teams. These teams were from varying professional leagues that gradually disappeared, leaving the Cup officially in the hand of the NHL beginning in 1927.  The second group are all the Cup winners from 1893 through 1914 when the Cup was awarded to amateur teams.

Stanley Cup Champions: NHL Era

In order of the most Cups won, these are all the teams to be Stanley Cup Champions from 1915 to present.

24 Stanley Cups: Montreal Canadiens: 1916, 1924, 1930, 1931, 1944, 1946, 1953, 1956, 1957, 1958, 1959, 1960, 1965, 1966, 1968, 1969, 1971, 1973, 1976, 1977, 1978, 1979, 1986, 1993 (plus one in pre-NHL era)

13 Stanley Cups: Toronto Maple Leafs: 1918 (Toronto Arenas), 1922 (Toronto St. Pats), 1932, 1942, 1945, 1947, 1948, 1949, 1951, 1962, 1962, 1964, 1967

11 Stanley Cups: Detroit Red Wings: 1936, 1937, 1943, 1950, 1952, 1954, 1955, 1997, 1998, 2002, 2008

6 Stanley Cups

Boston Bruins: 1929, 1939, 1941, 1970, 1972, 2011

5 Stanley Cups

Edmonton Oilers: 1984, 1985, 1987, 1988, 1990

4 Stanley Cups

Chicago Blackhawks: 1934, 1938, 1961, 2010

New York Rangers: 1928, 1933, 1940, 1994

New York Islanders: 1980, 1981, 1982, 1983

Ottawa Senators: 1920, 1921, 1923, 1927 ( plus 6 in the amateur era)

3 Stanley Cups

Pittsburgh Penguins: 1991, 1992, 2009

New Jersey Devils: 1995, 2000, 2003

2 Stanley Cups

Colorado Avalanche: 1996, 2001

Philadelphia Flyers: 1974, 1975

Montreal Maroons: 1926, 1935

1 Stanley Cup

Anaheim Ducks: 2007

Carolina Hurricanes: 2006

Tampa Bay Lightning: 2004

Dallas Stars: 1999

Calgary Flames: 1989

Victoria Cougars: 1925

Seattle Metropolitans: 1917

Vancouver Millionaires: 1915

Stanley Cup Champions: Amateur Era

This category includes all Stanley Cup Champions from 1893 through 1914. The awarding of the Cup evolved a lot during this period, as it went from an amateur trophy, to being claimed by teams from various professional leagues, until finally being the property of the NHL as it is today. These are all the teams that won the Cup during this era. Some years have multiple winners.

6 Stanley Cups: Ottawa Senators

1903, 1904, 1905, 1906, 1909, 1911 (plus 4 Cups during the NHL era)

4 Stanley Cups

Montreal Wanderers: 1906, 1907, 1908, 1910

Montreal Amateur Athletic Association: 1893, 1894, 1902, 1903

Montreal Victorias: 1895, 1896, 1897, 1898

3 Stanley Cups

Winnipeg Victorias: 1896, 1901, 1902

2 Stanley Cups

Quebec Bulldogs: 1912, 1913

Montreal Shamrocks: 1899, 1900

1 Stanley Cup

Toronto Blueshirts: 1914

Kenora Thistles: 1907

These are all the teams in history that have won the Cup during both the amateur and professional/NHL eras. In early years the Cup was sometimes played for twice in a year, explaining the duplicate winners in some years. Tune in next spring to see who the next Stanley Cup Champion will be.

See also our list of the most Cup Winners By Players.

The Conn Smythe Trophy is awarded each year, right before the Stanley Cup is presented, to the player selected as the Most Valuable Player of the playoffs. The Conn Smythe trophy was first presented at the conclusion of the 1965 playoffs after it was donated to the NHL in 1964 by Maple Leaf Gardens Limited in honor of Conn Smythe who was a former coach, manager, president and owner/governor of the Toronto Maple Leafs. The building replicated on the trophy is Maple Leaf Gardens, and you can read more about Conn Smythe following the list of winners. Also see our complete list of Stanley Cup Winners.

Conn Smythe Winners are selected by the Professional Hockey Writers’ Association during the last game of the playoffs. Votes are cast at the end of the second period in any game the Stanley Cup can be won. If the series is extended, the votes are thrown away and started over during the next game.

The winner is the player thought to be the most valuable to his team in the course of the playoffs. The players chosen is always from one of the two teams in the Stanley Cup finals, most often from the winning team but occasionally also from the runner-up. It is presented by the NHL commissioner, and each winner gets his name and team engraved on a maple leaf on the trophy.

Conn Smythe Winners

The following is a list of every player who has won the Conn Smythe Trophy, from 1965 through present. An asterix beside the name indicates that player was on the team that lost in the finals. All others were from the Stanley Cup winning team. The list includes year, name of winner, position and their team.

 Conn Smythe: Who Was He?

Without Conn Smythe there would be no Conn Smythe winners, so here is a little background information on the man.

His official name is Constantine Falkland Cary Smythe and he was born on February 1, 1895 in Toronto. He was the major owner of the Toronto Maple Leafs from 1927 to 1961 and is responsible for the building of Maple Leaf Gardens. The Leafs won the Stanley Cup 11 times during his ownership. After his tenure as owner, the Conn Smythe trophy was donated to the NHL in honor of him. The previous Smythe Division that was used before the current division names was also named after him.

Smythe also did a lot outside the hockey world. He fought in both World Wars, he owned a successful sand and gravel business, he owned race horses and two of his horses won the Queen’s Plate, and he founded the Conn Smythe Foundation which raised lots of money for the Ontario Society for Crippled Children and the Variety Club. He led a fascinating life and you can read much more about it here: Conn Smythe. He passed away on November 18, 1980.

There are a lot of great awards that a hockey player can win, but the ultimate goal of any player that ever puts on skates is to lift the Stanley Cup over their heads and have their name engraved on it forever. You’d be hard pressed to find any player who wouldn’t trade any other achievement for that. These are the guys who have won the Cup more than anyone else, which makes this hockey’s most impressive list.

Players With The Most Stanley Cups

Henri Richard: 11 Stanley Cups

The title of most Stanley Cups won by a player belongs to “The Pocket Rocket”. He won a total of 11 between 1956 and 1973, all with the Montreal Canadiens. This ties him with Bill Russell (Boston Celtics) for the most championships by a player in any North American professional sports league. He won the Cup in 1956-60, 1965, 1966, 1968, 1969, 1971 and 1973.

Jean Beliveau: 10 Stanley Cups

Beliveau won 10 Stanley Cups as a player between 1956 and 1971 with the Montreal Canadiens. He was also a member of the Habs front office for 7 other championships, meaning that he has his name engraved on the Cup a total of 17 times, more than anyone else in history. He won the Cup as a player in 1956-60, 1965, 1966, 1968, 1969 and 1971.

Yvan Cournoyer: 10 Stanley Cups

Cournoyer won 10 Stanley Cup championships as a player with the Montreal Canadiens between 1965 and 1979. He retired due to a back injury after 15 games in the 1978-79 season and was inducted into the Hockey Hall of Fame in 1982. Yvan hoisted the Cup in 1965, 1966, 1968, 1969, 1971, 1973 and 1976-79.

Claude Provost: 9 Stanley Cups

How can a guy who has won 9 Stanley Cups not be a member of the Hall of Fame? Sounds ridiculous but that is the case for Provost. He won 9 Cups as a player with the Montreal Canadiens from 1956 through 1969. He retired after the 1970 season. He was a Stanley Cup Champion in 1956-60, 1965, 1966, 1968 and 1969.

Red Kelly: 8 Stanley Cups

Kelly has more Stanley Cup rings among anyone who never played for the Habs in Montreal. He played from 1947 through 1967 winning a total of 8 Cups, 4 with the Detroit Red Wings (1950, 1952, 1954, 1955) and another 4 with the Toronto Maple Leafs (1962, 1963, 1964, 1967). He was inducted in to the Hall of Fame in 1969.

Jacques Lemaire: 8 Stanley Cups

Lemaire won 8 championships with the Montreal Canadiens in 1968, 1969, 1971, 1973 and 1976-79. He retired after the 1979 season and was inducted into the Hall of Fame in 1984. He has also won two Cups as an assistant general manager with the Habs, and one as the head coach of the New Jersey Devils in 1995.

Maurice “Rocket” Richard: 8 Stanley Cups

The Rocket almost matched his younger brother Henri by winning 8 Cups. All of his also came with the Montreal Canadiens between 1944 and 1960. You would need to make a movie about this guy’s career to begin to do it justice. In fact that has been done. Richard won the Stanley Cup in 1944, 1946, 1953 and 1956-60.

Jean-Guy Talbot: 7 Stanley Cups

Talbot played in the NHL from 1955 to 1971, splitting his time between Montreal, Minnesota, Detroit, St. Louis and Buffalo. He won all 7 of his Cups during his time with the Canadiens and coached both the Blues and Rangers after his playing career. He is one of only 9 players to win 7 or more Stanley Cups, those coming in 1956-60, 1965 and 1966.

Serge Savard: 7 Stanley Cups

Savard won all 7 of his Cups with the Montreal Canadiens before playing the last two seasons of his career with the Winnipeg Jets. He won a Conn Smythe trophy and was the general manager of the Habs from 1983-95, during which the team won two championships. He won Cups as a player in 1968, 1969, 1973 and 1976-79.

Players With 6 Stanley Cups

• Jack Marshall:  Winnipeg Victorias 1901, Montreal AAA 1902-03, Montreal Wanderers 1907, 1910, Toronto Blueshirts 1914
  
• Bernie Geoffrion:  Montreal 1953, 1956-60
  
• Doug Harvey:  Montreal 1953, 1956-60
  
• Tom Johnson:  Montreal 1953, 1956-60
  
• Dickie Moore:  Montreal 1953, 1956-60
  
• Jacques Plante:  Montreal 1953, 1956-60
• Larry Hillman: Detroit 1955, Toronto 1962-64, 1967, Montreal 1969
• Charlie Hodge: Montreal 1956, 1958-60, 1965-66
• Ralph Backstrom:  Montreal 1959, 1969, 1965, 1966, 1968, 1969
  
• Dick Duff:  Toronto 1962-63, Montreal 1965-66, 1968-69
  
• Frank Mahovlich:  Toronto 1962-64, Montreal 1971, 1973
• Jacques Laperriere: Montreal 1965-66, 1968-69, 1971, 1973
• Ken Dryden:  Montreal 1971, 1973, 1976-79
  
• Guy Lapointe:  Montreal 1971, 1973, 1976-79
  
• Larry Robinson:  Montreal 1973, 1976-79, 1986
  
• Bryan Trottier:  New York Islanders 1980-83, Pittsburgh 1992-93
  
• Glenn Anderson:  Edmonton 1984-85, 1987-88, 1990, New York Rangers 1994
  
• Kevin Lowe:  Edmonton 1984-85, 1987-88, 1990, New York Rangers 1994
  
• Mark Messier:  Edmonton 1984-85, 1987-88, 1990, New York Rangers 1994

Players With 5 Stanley Cups

• Cecil Blachford: Montreal AAA 1903, Montreal Wanderers 1906-08, 1910
• Pierre Bouchard: Montreal 1971, 1973, 1976-78
• Turk Broda: Toronto 1942, 1947-49, 1951
• Cy Denneny: Ottawa 1920-21, 1923, 1927, Boston 1929
• Graham Drinkwater: Montreal Victorias 1895-99
• John Ferguson: Montreal 1965-66, 1967-68, 1971
• Grant Fuhr: Edmonton 1854-85, 1987-88, 1990
• Bob Gainey: Montreal 1976-79, 1986
• Billy Gilmour: Ottawa 1903-06, 1909
• Bob Goldham: Toronto 1942, 1947, Detroit 1952, 1954-55
• Mike Grant: Montreal Victorias 1895-99
• Randy Gregg: Edmonton 1984-85, 1987-88, 1990
• Terry Harper: Montreal 1965-66, 1968-69, 1971
• Ted Harris: Montreal 1965-66, 1968-69, Philadelphia 1975
• Rejean Houle: Montreal 1971, 1973, 1977-79
• Charlie Huddy: Edmonton 1984-85, 1987-88, 1990
• Ted Kennedy: Toronto 1945, 1947-49, 1951
• Jari Kurri: Edmonton 1984-85, 1987-88, 1990
• Guy Lafleur: Montreal 1973, 1976-79
• Claude Larose: Montreal 1965-66, 1968, 1971, 1973
• Jack Marshall: Wpg Victorias 1901, Mtl AAA 1902-03, Mtl Wanderers 1907, 1910
• Bob McDougall: Montreal Victorias 1895-99
• Don Metz: Toronto 1942, 1945, 1947-49
• Frank Nighbor: Vancouver Millionaires 1915, Ottawa 1920-21, 1923, 1927
• Bert Olmstead: Montreal 1953, 1956-58, Toronto 1962
• Marcel Pronovost: Detroit 1950, 1952, 1954-55, Toronto 1967
• Jimmy Roberts: Montreal 1965-66, 1973, 1976-77
• Dollard St. Laurent: Montreal 1953, 1956-58, Chicago 1961
• Steve Shutt: Montreal 1973, 1976-79
• Esa Tikkanen: Edmonton 1985, 1987-88, 1990, New York Rangers 1994
• J.C. Tremblay: Montreal 1965-66, 1968-69, 1971
• Mario Tremblay: Montreal 1976-79, 1986
• Bob Turner: Montreal 1956-60
• Harry Watson: Detroit 1943, Toronto 1947-49, 1951
• Harry Westwick: Ottawa 1903-06, Kenora Thistles 1907

Through the 2010-11 season there have been 88 players who have won the cup 4 times, and 87 players who have had their name engraved on hockey’s holy grail 3 times. The last time a player cracked the 5 Cup plateau was in 1994 when Esa Tikkanen got his fifth and Glenn Anderson, Kevin Lowe and Mark Messier got their 6th when the New York Rangers beat Vancouver. Any player hoping to earn a spot anywhere near the top of this list certainly has a long, tough road ahead of them.

With the expansion that has taken place in the National Hockey League over recent years, modern day players are faced with more competition for the Cup, greater parody around the league, and a longer more grueling playoff schedule. Dynasties are harder to come by now, in fact the last team to repeat as Stanley Cup Champion was the Detroit Red Wings in 1997-98. So the likelihood that we will see any changes on the list of players who have won the most Stanley Cups any time soon is very slim.