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Stanley Cup quiz: finals and dynasties
20 questions with answers · Updated
How well do you know the Stanley Cup? We've gathered questions on champions, final dramas and the great dynasties – every answer is explained and sourced. Want to test the whole league? Try our NHL quiz.
The trophy is one of sport's oldest, awarded since 1893. The Montreal Canadiens are the most decorated club, while the Edmonton Oilers won five Cups in seven years in the 1980s and the Tampa Bay Lightning claimed back-to-back titles in 2020 and 2021.
The questions run from easy to hard. Want more? Read about Swedes in the NHL who have lifted the Cup, or compare with the SHL and Sweden's championship finals.
Play a quick 7-question round right here and see how many you get right.
Easy Stanley Cup questions
A perfect start – champions and finals most hockey fans will recognise.
1. Who was Pittsburgh's captain when the team won the Stanley Cup in 2009?
- A. Sidney Crosby
- B. Evgeni Malkin
- C. Jordan Staal
Correct answer: Sidney Crosby
At the age of 21, Sidney Crosby became the youngest captain to lift the Stanley Cup. He had been named captain as early as the summer of 2007. (Source)
2. Which Swede became the first European to lift the Stanley Cup as captain?
- A. Mats Sundin
- B. Nicklas Lidström
- C. Peter Forsberg
Correct answer: Nicklas Lidström
Nicklas Lidström lifted the trophy as Detroit's captain in 2008 after the Stanley Cup Final win over Pittsburgh. He made history as the first European captain to win the Stanley Cup. (Source)
3. Which team did the Detroit Red Wings defeat in the 2008 Stanley Cup Final?
- A. Pittsburgh Penguins
- B. Anaheim Ducks
- C. Dallas Stars
Correct answer: Pittsburgh Penguins
Detroit beat the Pittsburgh Penguins 4-2 in the series. It was the team's eleventh Stanley Cup, and Henrik Zetterberg won the Conn Smythe Trophy. (Source)
4. Which Swede was the captain of the Ottawa Senators for most of the 2000s?
- A. Daniel Alfredsson
- B. Mats Sundin
- C. Mikael Samuelsson
Correct answer: Daniel Alfredsson
Daniel Alfredsson wore the C from 1999 until 2013. He led Ottawa to the Stanley Cup Final in 2007, where the team lost to Anaheim. (Source)
5. Which coach led the Montreal Canadiens to four straight Stanley Cup titles from 1976 to 1979?
- A. Scotty Bowman
- B. Toe Blake
- C. Claude Ruel
Correct answer: Scotty Bowman
Scotty Bowman coached the Canadiens to four straight Cups from 1976 to 1979 and went on to become the winningest coach in NHL history. (Source)
6. How many Stanley Cups in a row did the New York Islanders win in the early 1980s?
- A. 5
- B. 3
- C. 4
Correct answer: 4
The New York Islanders won four straight Stanley Cups between 1980 and 1983, one of the most dominant dynasties in NHL history. (Source)
Final dramas and dynasties
These need knowledge of the big final series and the teams that built dynasties.
1. How many consecutive Stanley Cups did the Montreal Canadiens win from 1956 to 1960?
- A. Five
- B. Four
- C. Three
Correct answer: Five
The Montreal Canadiens won five consecutive Stanley Cups from 1956 to 1960, a record that still stands in the NHL. (Source)
2. In what year did Bobby Orr score his famous 'flying goal' that won the Stanley Cup Final for the Boston Bruins?
- A. 1970
- B. 1972
- C. 1968
Correct answer: 1970
On May 10, 1970, Bobby Orr scored the decisive goal in overtime against the St. Louis Blues, captured in one of the most famous images in hockey history. (Source)
3. Which legendary center wore number 4 for the Montreal Canadiens and was nicknamed "Le Gros Bill"?
- A. Jean Béliveau
- B. Henri Richard
- C. Yvan Cournoyer
Correct answer: Jean Béliveau
Jean Béliveau played his entire NHL career with the Montreal Canadiens and won ten Stanley Cups as a player. (Source)
4. Which captain led the Philadelphia Flyers to the Stanley Cup in 1974 and 1975?
- A. Bobby Clarke
- B. Bernie Parent
- C. Bill Barber
Correct answer: Bobby Clarke
Bobby Clarke was the captain and the team's great leader when the Philadelphia Flyers won the Stanley Cup two years in a row. (Source)
5. How many consecutive Stanley Cups did the Montreal Canadiens win from 1976 to 1979?
- A. Four
- B. Three
- C. Five
Correct answer: Four
The Montreal Canadiens won four consecutive Stanley Cups from 1976 to 1979 with stars such as Guy Lafleur, Larry Robinson, and Ken Dryden. (Source)
6. How many Stanley Cups did the Edmonton Oilers win during their dynasty from 1984 to 1990?
- A. Four
- B. Three
- C. Five
Correct answer: Five
The Edmonton Oilers won the Stanley Cup in 1984, 1985, 1987, 1988, and 1990 during their dynasty years with Wayne Gretzky, Mark Messier, and several other stars. (Source)
7. Which goaltender was in net when the Edmonton Oilers won their four Stanley Cups in the 1980s?
- A. Grant Fuhr
- B. Andy Moog
- C. Bill Ranford
Correct answer: Grant Fuhr
Grant Fuhr was the Edmonton Oilers' starting goaltender during four Stanley Cup titles and was inducted into the Hockey Hall of Fame in 2003. (Source)
8. Which Edmonton star took over the captaincy and led the team to the Stanley Cup in 1990 after Gretzky's departure?
- A. Mark Messier
- B. Jari Kurri
- C. Glenn Anderson
Correct answer: Mark Messier
Mark Messier led the Edmonton Oilers to the Stanley Cup in 1990 after Wayne Gretzky was traded to the Los Angeles Kings in 1988. (Source)
Hard questions for playoff experts
Tricky trivia on game heroes and decisive moments in the playoffs.
1. Which team won the Stanley Cup in 1989 after defeating the Montreal Canadiens in the final?
- A. Calgary Flames
- B. Edmonton Oilers
- C. Pittsburgh Penguins
Correct answer: Calgary Flames
The Calgary Flames won their only Stanley Cup in 1989 after defeating the Montreal Canadiens 4-2 in the Stanley Cup Final. (Source)
2. Name Swedish Stanley Cup winners.
Correct answer:
Swedish players who won the Stanley Cup include Nicklas Lidstrom, Peter Forsberg, Henrik Zetterberg, Nicklas Backstrom, and Victor Hedman. (Source)
3. Who won the Conn Smythe Trophy as the most valuable player of the 2009 playoffs?
- A. Sidney Crosby
- B. Evgeni Malkin
- C. Marc-André Fleury
Correct answer: Evgeni Malkin
Evgeni Malkin scored 36 points in the playoffs and became the first Russian to win the Conn Smythe Trophy. Crosby was the team's captain, but Malkin was the playoffs' leading scorer. (Source)
4. Who won the Conn Smythe Trophy in the 2006 Stanley Cup Final?
- A. Eric Staal
- B. Cam Ward
- C. Rod Brind'Amour
Correct answer: Cam Ward
Rookie Cam Ward started in net for Carolina and was named MVP of the playoffs. He was the first rookie goaltender to win the award since Ron Hextall in 1987. (Source)
5. Who was the Lightning's captain when they won the Stanley Cup in 2004?
- A. Vincent Lecavalier
- B. Dave Andreychuk
- C. Martin St. Louis
Correct answer: Dave Andreychuk
Veteran Dave Andreychuk lifted his first and only Stanley Cup at the age of 40. By then, he had played over 20 seasons in the league without having won it. (Source)
6. Who won the Conn Smythe Trophy in the 2004 Stanley Cup Final?
- A. Vincent Lecavalier
- B. Brad Richards
- C. Nikolai Khabibulin
Correct answer: Brad Richards
Brad Richards scored 26 points in the playoffs and was named MVP. Seven of his goals were game-winners, setting a new NHL record. (Source)
FAQ
Which club has won the Stanley Cup the most times?
How many Stanley Cups did the Edmonton Oilers win in the 1980s?
Which team won back-to-back Stanley Cups in the early 2020s?
Which trophy goes to the playoffs' most valuable player?
Keep reading
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- SHL quiz: Swedish elite ice hockey triviaSHL quiz with questions on championship finals, club dynasties, top scorers, arenas and stars of Swedish elite ice hockey.
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