Last Time Canada Won Stanley Cup – June 9, 2023 will be the 30th anniversary of the Montreal Canadiens defeating Wayne Gretzky and the Los Angeles Kings to win the 24th Stanley Cup in franchise history. It will also be 30 years since Team Canada won the Stanley Cup.
It is the longest Stanley Cup winning streak ever by a Canadian franchise, the previous “drought” being six seasons between the 1935 Montreal Maroons and the 1942 Toronto Maple Leafs.
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Canada seemed to have a chance to lift Lord Stanley’s mug this season, with the Toronto Maple Leafs finally exorcising their first-round demons with a win over the Tampa Bay Lightning and the Edmonton Oilers returning two standout players. nhl.
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It didn’t look like the Leafs would lose to the Florida Panthers in five games, however, as Connor McDavid, Leon Draisaitl and the Oilers lost to the Vegas Golden Knights in the second round.
In the past 30 years, five Canadian teams have reached the finals, but none have managed to bring the trophy back to Canada.
The Warriors and Golden Knights are looking to claim their first Stanley Cup championship in franchise history, the best performance by a Canadian team since they last brought home the trophy 30 years ago.
Best playoff appearance since last Stanley Cup: 2020–21 Stanley Cup Final – lost to 2020–21 Tampa Bay Lightning (4–1)
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The last Canadian team to win the Stanley Cup, the Montreal Canadiens advanced to the 2021 Cinderella Finals, but failed to beat the defending champion Lightning in captain Shea Weber’s final NHL season, losing five straight games. For the price of the concierge. The former Vezina and Hart Trophy winner will play just five games next season due to a knee injury.
The COVID-19 pandemic affected the NHL’s second consecutive cross-border travel season, with the league temporarily restarting and restricting the participation of Canadian teams for the 2020–21 season. The Canadiens fired head coach Claude Julien earlier this year, replaced him with Dominique Ducharme, and barely made the postseason with a 24–21–11 record.
The team had a blitz in the playoffs, coming back from 3–1 down to defeat the Maple Leafs in the first round and the Winnipeg Jets in the second round. The Cubs advanced to the Finals after being eliminated by the Golden Knights in six games.

Montreal forward Brendan Gallagher said the outbreak has helped the team feel united during the long playoff run.
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“I think the best thing that comes with the cruelty of COVID-19 is winning a series,” Gallagher told The Canadian Press in a May 19 story, so just hang out with your mates. We didn’t go to celebrate, we stayed in the dressing room; We had pizza and beer and you can sit back and relax.
Montreal finished the 2022–23 season with the fifth-worst record in the NHL and the worst among Canadian teams. With Price retiring, the Habs are looking to rebuild and move forward as they try to win the 25th Stanley Cup in franchise history under the leadership of captain Nick Suzuki and sharpshooter Cole Caufield.
Led by Hart Trophy winner McDavid and Draisaitl, the Edmonton Oilers had their most successful playoff run in 30 years, but they produced a storybook 2005-06 season as a Cup Final contender in 2021. Core 8.
With the postseason acquisition of former Norris Trophy winner Chris Pronger and the trade of veteran goaltender Dwayne Roloson, the Oilers upset the Presidents Trophy-winning Detroit Red Wings in the first round, beat the San Jose Sharks and the mighty Ducks in Anaheim. . Make it to the Stanley Cup Finals.
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“Everybody in this town is absolutely excited,” former Oilers forward Shawn Horcoff told Canadian media at the Canada Cup final. “Everyone has only one thing on their mind.”
Roloson went 12–5 with a .927 save percentage and a 2.33 goals-against average in the Oilers’ playoff run and was a contender for the Conn-Smith Trophy finals along with Pronger. Unfortunately, he was injured in Game 1 and did not return for the rest of the series. With Jussi Markkanen as their new starter, the Oilers pushed the Hurricanes to Game 7 after trailing 3–1 in the series, but failed to win the series finale.
Horkov, who had 73 points, seven rebounds and 19 points in the playoffs during the regular season, said the pain of the Game 7 loss still hasn’t gone away.

Before the start of the following season, Pronger was traded to the Ducks. With the Oilers out of contention before the playoffs, the club would trade fan favorite Ryan Smith to the New York Islanders at the deadline.
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Edmonton won’t make the playoffs again until 2016-17, when new captain McDavid leads the club to the playoffs for the first time in 11 seasons.
With McDavid and Draisaitl signed for at least two more seasons, the Oilers remain Stanley Cup contenders and arguably the best franchise to bring the Cup back to Canada.
Best playoff appearance since last Stanley Cup: 2003–04 Stanley Cup Final – lost to Tampa Bay Lightning (4–3)
After winning the franchise’s first and only Stanley Cup in 1988–89, the Calgary Flames suffered a string of poor performances, failing to advance past the first round of the playoffs in 14 consecutive seasons.
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The Fire ended a seven-year playoff drought in 2003-04, with Jerome leading the league with 41 goals and goaltender Mikka Kiprosov posting an NHL-best 1.69 GAA. Purchased in November 2003 from trade.
Calgary would enter the playoffs as the 6th seed and upset the Vancouver Canucks. The Presidents Cup-winning Red Wings and Kiprosov’s former team, the Sharks, are set to face the Lightning in the Cup Final, the first final for a Canadian team since the 1994 Vancouver Canucks.
In a series full of controversy, the Fire took a 3–2 lead in Game 6 with a chance to take home the title. The score was tied in the third period when a puck bounced off the skate of Flames forward Martin Gelinas and was stopped by Lightning goaltender Nikolai Khabibulin. Replays later indicated the puck may have gone over the line, but the play was not reviewed and the NHL later ruled the video inconclusive. The Flames lost Game 6 of the doubleheader and lost Game 7.
Flames general manager Craig Conroy, an alternate captain on the 2004 team, is motivated by the added pressure to play in the Canadian market.
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Conroy told the Canadian Press for a story in May that it was “a gathering.” “I’m excited because they’re excited too.”
The Flames are coming off a great 2021-22 season as they won the Pacific Division around the star duo of Johnny Gaudreau and Matthew Tkachuk. However, the loss of five second-round picks to the Oilers and the departure of both players changed the club’s fundamentals.
The Fire struggled after the switch and missed the playoffs last season. Conroy said he still believes in the current core of the Flames and expects them to make the playoffs.
“I’m ready to take on this next challenge and we promise our fans that I’m here to bring home another Stanley Cup,” Conroy said after being introduced as the team’s new GM last month. “I’m surprised we haven’t done it [this season], it’s unacceptable. “With the guys we have, I think we can make the playoffs.”
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Doug Gilmore Maple Leafs The Maple Leafs have not returned to the Stanley Cup Finals since their last championship in 1967. At 55 years old, it is the longest championship drought in the NHL, two years longer than the Buffalo Sabers and Vancouver Canucks. They have not won since joining the league since the 1970–71 season.
The 1992–93 season looked promising for the club as they recorded wins (44) and points (99). The Leafs eliminated the Detroit Red Wings and St. Louis Blues in the playoffs, setting up a finals matchup with Gretzky and the Kings.
He is remembered for many reasons. First, Marty McSorley’s dangerous open-ice pass to the Leafs’ Doug Gilmore forced Toronto coach Pat Burns to extend the benching of Los Angeles coach Barry Melrose.
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