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By Bill Speros | | 7 mins

Top 7 Stanley Cup Champions From Canada Ranked

Top 7 Stanley Cup Champions From Canada Ranked
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The Montreal Canadiens have confounded NHL betting oddsmakers throughout the postseason and played their way into the Stanley Cup Final against the defending champion Tampa Bay Lightning.

The Canadiens were +2600 at FanDuel sportsbook to win the Stanley Cup before the 2021 NHL season began. The Lightning, meanwhile, were the second choice to win it all at +850, behind only Colorado at most top sportsbooks.

Bettors backing the Canadiens have been rewarded for their pluck throughout the playoffs. The Habs were +180 underdogs heading into their first playoff series against the Maple Leafs. Toronto was +1200 to win the Stanley Cup. (With Ontario sports betting expected to be up and running before the start of the 2021/22 season, the Leafs are the same price again to win the 2022 Stanley Cup. Some people never learn.)

Montreal was +107 to advance past Winnipeg in the second round and +124 to beat Las Vegas and reach the Final at several sports betting sites. Montreal has been 11-2 straight up in its 13 playoff games prior to Game 1 of the Final and enjoying a 5-0 run against the puck line.

Top 7 Stanley Cup Champions From Canada Ranked 1

This is the first appearance for the Canadiens in the Stanley Cup Final since they won it to close out the 1992-93 season. Here’s a breakdown of the Canadiens’ NHL futures odds to win the Stanley Cup as they progressed throughout the season. Odds for the Canadiens to win the Stanley Cup below are listed where they stood on the given date or before Game 1 of each respective series.

Date Odds
Preseason+2600
All-Star Break+1600
March 1+2000
Round 1+2500
Conference Semifinals +1400
Conference Finals +1000
Stanley Cup +240

(Odds via sportsoddshistory.com and FanDuel sportsbook and are current as of publication.)

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There were no conventional conference NHL odds posted before the season because of the NHL’s unique COVID-driven realignment for this season. The Canadiens were +475 to win the Northern Division at DraftKings sportsbook before the season began. Montreal finished in fourth place. Its point total was set at 66.5, but the Canadiens only tallied 59 points this season, going 24-21-11 overall.

Ranking Top Stanley Cup Champs From Canada

That Montreal is the upstart challenger against a team from the Gulf Coast of Florida is a perfect metaphor in just how much the NHL has changed in the 50+ seasons since it first expanded in 1967. Since the Original Six became the Dirty Dozen, 16 teams in the Great White North have hoisted the Stanley Cup. There were seven straight Stanley Cups won by Canadian teams from 1984-90 but no team from Canada has won the NHL’s top prize since Montreal did so in 1993.

Wayne Gretzky, Guy Lafleur, Larry Robinson, Ken Dryden, Mark Messier and Denis Savard were among the players who have won Cups for Canada in the past six decades. Here are the top seven Stanley Cup winners based in Canada since the NHL expanded 54 years ago. They are listed with their odds to win the Stanley Cup Final when available.


STANLEY CUP FINAL: NHL Expert Picks


  1. 1970-71 Montreal Canadiens

    Montreal was a decisive underdog in Round 1 of the playoffs against the Big Bad Boston Bruins, who had swept the Blues to win the 1970 Stanley Cup and were led by Bobby Orr and Phil Esposito. The Canadiens entered the postseason with an unheralded goaltender who was originally drafted by the Bruins and had played just six games since being called up as “insurance” late in the season. But Ken Dryden stopped Boston’s big guns in an epic seven-game series. He would go on to Hall of Fame career and win six Cups, all with Montreal.

  2. 1983-84 Edmonton Oilers

    Gretzky – also known as Janet’s hubby, Paulina’s dad and the grandfather of Dustin Johnson’s children – led a loaded Oilers team. Edmonton stopped a four-year title streak in Nassau County, New York by toppling the champion Islanders in the Stanley Cup Finals.

    Four different Oilers – none of them Gretzky – scored the game-winners as Edmonton became the first former WHA team to win a Stanley Cup after just five seasons in the NHL.

  3. 1977-78 Canadiens

    These Canadiens rampaged through the first two rounds of the playoffs – going 8-1 – after losing just 10 games in the regular season. Another matchup against Boston produced a similar result – with the Habs taking the Cup in six games. This would be Montreal’s third of four consecutive Stanley Cups.

  4. 1987-88 Oilers

    Stanley Cup Final Odds: -340

    Gretzky’s final season in Canada was capped off with the Oilers’ fourth Cup in five seasons. Edmonton bottomed out at +300 to win the Cup before the playoffs began. Its playoff rampage was interrupted by a power outage at old Boston Garden during Game 4 of the Finals, which would be suspended. The Oilers would go on to earn the “sweep” of the Bruins in Game 5.

    On Aug. 9, 1988, Peter Pocklington committed the unforgivable sin of shipping Gretzky to the Los Angeles Kings. (Yes, Gretzky wanted to go to LA and he was not going to re-sign with Edmonton. But the pain lingers.) The Great One would never win another Cup while playing for the Kings, New York Rangers or St. Louis Blues. The Oilers, meanwhile, would win their fifth – and most recent Cup – in 1990.

  5. 1986-87 Oilers

    Stanley Cup Final Odds: -240

    This version of the Oilers opened at +150 to win the third Cup in four years for the franchise. Mission accomplished. Edmonton went 12-1 after losing its playoff opener to reach the finals against the Philadelphia Flyers. The mid-1980s version of the Broadstreet Bullies took the Oilers to seven games in the Finals before Glenn Anderson’s late tally in Game 7 iced the title. Gretzky would nab his second Conny Smythe Trophy as playoff MVP after amassing 13 points in the Finals.

  6. 1976-77 Canadiens

    Loaded with legends like Jacques Lemaire, Lafleur, Robinson and Dryden, the 1976-77 Montreal Canadiens triggered a dominant rampage throughout the NHL that resulted in four consecutive Stanley Cups.

    Top 7 Stanley Cup Champions From Canada Ranked 2

    Montreal went 60-8-12 in the regular season and 12-2 in the postseason games en route its championship. Dryden would post four shutouts in the playoffs and Lafleur led the way with nine goals and 17 assists in just 14 games to win the Conn Smythe Trophy.

  7. 1984-85 Oilers

    Stanley Cup Final Odds: -160

    This version of the Oilers was named the Greatest NHL Team ever by the league and its fans in 2017. And for good reason. In winning Edmonton’s second straight title, the Oilers surpassed their sky-high preseason expectations and rolled through the playoffs, going 15-3. Gretzky scored 73 goals and notched an NHL-record 135 assists for 208 points in the regular season. He would add 49 points – another record – in the playoffs. Four of Edmonton’s top-five scorers that season – Jari Kurri (19 playoff goals & four hat tricks), Mark Messier, Anderson and Gretzky – landed in the Hockey Hall of Fame.



About the Author

Bill Speros for Bookies.com
Bill Speros
Bill Speros is an award-winning journalist and editor whose career includes stops at USA Today Sports Network / Golfweek, Cox Media, ESPN, Orlando Sentinel and Denver Post.