The Biggest Betting Wins on Montreal Canadiens Matches
The Montreal Canadiens, one of the NHL’s most storied franchises, have long been a favorite for hockey fans and bettors alike. With a rich history dating back to 1909, the team’s thrilling performances have led to some remarkable betting wins over the years.
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The Miracle Comeback: 2021 Playoffs vs. Toronto Maple Leafs
In the 2021 Stanley Cup Playoffs, the Montreal Canadiens faced the Toronto Maple Leafs in a first-round series that became a betting legend. The Montreal Canadiens schedule for the 2020-21 season placed them in the North Division due to COVID-19 realignments, and they entered the playoffs as underdogs against a strong Toronto team. Down 3-1 in the series, the odds of a Canadiens comeback were steep, with some estimates suggesting a payout of 10:1 for those betting on Montreal to advance.
In Game 5, played on May 27, 2021, at Scotiabank Arena, the Montreal Canadiens roster leaned heavily on goaltender Carey Price, who made 32 saves in a 4-3 overtime victory. Nick Suzuki scored the game-winner, igniting hope. Game 6, back in Montreal, saw the Canadiens dominate with a 3-2 win, thanks to Jesperi Kotkaniemi’s clutch goal. By Game 7, the pressure was immense, but Montreal’s defensive lines held firm, and Price’s 30-save performance led to a 3-1 victory. Bettors who wagered on the series outcome reaped massive rewards, as the Canadiens’ improbable rally defied all expectations.
The 1993 Stanley Cup Run: Underdog Triumph
The 1993 Stanley Cup playoffs remain a high-water mark for the Canadiens and a goldmine for bettors. The Montreal Canadiens schedule that year included a grueling postseason path, with the team entering as a third seed in the Adams Division. Facing long odds of around 15:1 to win the Cup, Montreal’s journey was a bettor’s dream.
A pivotal moment came in the Stanley Cup Final against the Los Angeles Kings. Game 2, on June 3, 1993, at the Montreal Forum, saw the Canadiens trailing 2-1 late in the third period. A controversial moment occurred when Montreal coach Jacques Demers called for a stick measurement on Kings’ defenseman Marty McSorley, leading to a penalty. Eric Desjardins scored on the ensuing power play to tie the game, and then netted the overtime winner for a 3-2 victory.
The Montreal Canadiens roster, featuring stars like Patrick Roy and Vincent Damphousse, rallied behind this momentum. Roy’s goaltending was stellar, stopping 39 shots. The series shifted decisively, and Montreal won the Cup in five games. Bettors who backed the team early in the playoffs cashed in on one of the biggest upsets in NHL history. Montreal Canadiens trade rumors were quiet, as the focus remained on the team’s championship chemistry.
The 2010 Playoff Upset: Beating the Capitals
In the 2010 playoffs, the Montreal Canadiens pulled off a stunning first-round upset against the Washington Capitals, a team led by Alex Ovechkin and considered a Cup favorite. The Montreal Canadiens schedule had them as the eighth seed in the Eastern Conference, with odds of approximately 12:1 to win the series.
Game 7, played on April 28, 2010, at Verizon Center, was a masterclass in defensive hockey. The Montreal Canadiens lines were disciplined, with Brian Gionta and Scott Gomez leading the offense. Halak faced a barrage of 41 shots, stopping all but one in a 2-1 victory. Marc-Andre Bergeron’s power-play goal and Dominic Moore’s late tally sealed the win. Bettors who placed money on Montreal to upset Washington saw huge returns, as the Capitals’ high-powered offense was stifled.
The 2024-25 Season Surprise: Playoff Berth
The Montreal Canadiens schedule included a strong regular season finish, with a record of 40-31-11, securing a wildcard spot. Bettors who wagered on MC to make the playoffs at odds of around 8:1 were rewarded, as the young Montreal Canadiens roster gelled under coach Martin St. Louis.
A standout game was against the Carolina Hurricanes on April 4, 2025, at PNC Arena. The Montreal Canadiens lines featured Nick Suzuki and Cole Caufield, who combined for three points in a 4-3 overtime win. Suzuki’s game-winner came just 1:12 into overtime, capping a back-and-forth battle. Goaltender Samuel Montembeault made 35 saves, solidifying his role as a starter.