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Players With the Most Stanley Cups (Ranked)

This article ranks players by Stanley Cup championships won, dominated by Montreal Canadiens dynasty players from the 1950s-1970s. Henri Richard leads all players with 11 championships, showing how dynasty eras created individual championship records unlikely to be matched in the salary cap era. The top of this list is entirely Montreal players from their dominant decades.

January 25, 2026

The All-Time Leaders

Players ranked by total Stanley Cup championships:

#1. Henri Richard: 11 Cups (All with Montreal)

The all-time leader in championships won by a player. "The Pocket Rocket" played on five consecutive Cup teams (1956-1960) and six more championships through 1973.

Championship Years: 1956, 1957, 1958, 1959, 1960, 1965, 1966, 1968, 1969, 1971, 1973

Career: 1,256 games, 358 goals, 1,046 points

Henri Richard's 11 Cups represent record that will likely never be broken in modern NHL.

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#2. Jean Beliveau: 10 Cups (All with Montreal)

Franchise captain and two-way center, face of Canadiens for generation.

Championship Years: 1956, 1957, 1958, 1959, 1960, 1965, 1966, 1968, 1969, 1971

Career: 1,125 games, 507 goals, 1,219 points

Beliveau defined Montreal's winning culture as player and executive.

#3. Yvan Cournoyer: 10 Cups (All with Montreal)

"The Roadrunner" was key winger on multiple Canadiens dynasties.

Championship Years: 1965, 1966, 1968, 1969, 1971, 1973, 1976, 1977, 1978, 1979

Career: 968 games, 428 goals, 863 points

Cournoyer bridged Montreal's 1960s teams to 1970s dynasty.

#4. Claude Provost: 10 Cups (All with Montreal)

Defensive forward who won across two Montreal dynasties.

Championship Years: 1956, 1957, 1958, 1959, 1960, 1965, 1966, 1968, 1969, 1971

Career: 1,005 games, 254 goals, 589 points

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Players With 8-9 Stanley Cups

Near the top of championship list:

Maurice "Rocket" Richard: 8 Cups (Montreal)

The iconic goal-scorer won eight championships including five consecutive (1956-1960).

Championship Years: 1944, 1946, 1953, 1956, 1957, 1958, 1959, 1960

Career: 978 games, 544 goals, 965 points

First player to 50 goals in season, face of early Montreal dynasties.

Jacques Lemaire: 8 Cups (Montreal)

Center who won throughout 1960s and 1970s before coaching career.

Championship Years: 1968, 1969, 1971, 1973, 1976, 1977, 1978, 1979

Career: 853 games, 366 goals, 835 points

Jean-Claude Tremblay: 9 Cups (Montreal)

Defenseman across multiple Montreal dynasties.

Championship Years: 1956 (as minor player), 1957, 1958, 1959, 1960, 1965, 1966, 1968, 1969

Career: 794 games, 57 goals, 306 points

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Modern Multi-Cup Winners (5-6 Cups)

Recent era players with multiple championships:

Mark Messier: 6 Cups

Teams: Edmonton Oilers (5), New York Rangers (1)
Years: 1984, 1985, 1987, 1988, 1990, 1994
Career: 1,887 points, leadership icon

Messier won five with Edmonton dynasty, then ended Rangers' 54-year drought in 1994.

Bryan Trottier: 6 Cups

Teams: New York Islanders (4), Pittsburgh Penguins (2)
Years: 1980, 1981, 1982, 1983, 1991, 1992
Career: 1,425 points, two-way dominance

Trottier captained Islanders' four consecutive Cups, then won two as role player with Pittsburgh.

Glenn Anderson: 6 Cups

Teams: Edmonton Oilers (5), New York Rangers (1)
Years: 1984, 1985, 1987, 1988, 1990, 1994
Career: 1,099 points

Anderson mirrored Messier's path: five with Edmonton, one with Rangers.

Kevin Lowe: 6 Cups

Teams: Edmonton Oilers (5), New York Rangers (1)
Years: 1984, 1985, 1987, 1988, 1990, 1994
Career: Defensive defenseman

Defensive anchor for Edmonton dynasty.

Ken Dryden: 6 Cups

Team: Montreal Canadiens
Years: 1971, 1973, 1976, 1977, 1978, 1979
Career: 258 games, .922 save percentage

Goalie who won six Cups in eight seasons before retiring at 31.

Why Montreal Dominates Top Rankings

Dynasty eras create multiple championships:

Five Consecutive Cups (1956-1960): Henri Richard, Jean Beliveau, Maurice Richard, Claude Provost all won five straight.

Four Consecutive Cups (1976-1979): Guy Lafleur, Ken Dryden, Larry Robinson led second dynasty.

Long Careers with One Team: Montreal's stability kept core together for multiple championship runs.

Pre-Salary Cap: No cap restrictions allowed Montreal to keep stars together indefinitely.

Modern Era Championship Ceiling

Why 10+ Cups unlikely today:

Salary Cap: Teams can't keep championship cores together long-term.

Free Agency: Players change teams frequently, limiting dynasty potential.

Parity: Competitive balance makes consecutive championships extremely difficult.

Career Length: Modern players play fewer years due to physicality and medical knowledge.

Recent Multi-Cup Players:

Sidney Crosby: 3 Cups
Patrick Kane: 3 Cups
Jonathan Toews: 3 Cups

Three Cups now represents modern ceiling, unlikely anyone reaches six or more in salary cap era.

Dynasty Teams Produce Multiple-Cup Winners

How team success creates individual records:

Montreal Canadiens (1956-1960, 1976-1979): Entire rosters won 4-5 consecutive Cups.

Edmonton Oilers (1984-1990): Core of Gretzky, Messier, Kurri, Anderson, Lowe won 5 in 7 years.

New York Islanders (1980-1983): Trottier, Bossy, Potvin, Smith won 4 consecutive.

Pittsburgh Penguins (2016-2017): Crosby, Malkin, Kessel won back-to-back, modern maximum.

Dynasty teams create opportunities for players to accumulate championships impossible on teams that don't repeat.

Position Breakdown

Championships by position:

Forwards: Dominate top rankings (Henri Richard, Beliveau, Cournoyer all forwards).

Defensemen: Fewer at top but still significant (Larry Robinson, Serge Savard, Jean-Claude Tremblay).

Goalies: Ken Dryden (6), Jacques Plante (6), Bill Durnan (4) lead goaltenders.

Forwards have advantage due to larger roster numbers and longer careers typically.

The Verdict

Henri Richard's 11 Stanley Cups represent record that will likely stand forever in salary cap era. Jean Beliveau, Yvan Cournoyer, and Claude Provost's 10 championships each show how Montreal's dynasties created unprecedented individual success.

Modern players like Sidney Crosby (3 Cups) and Patrick Kane (3 Cups) represent new ceiling in salary cap era. The days of players winning 5+ championships appear over due to competitive parity and roster turnover.

Montreal's dominance of this list (top 15 all Canadiens players) shows how dynasty success translates to individual records.

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