Can Canada End the Stanley Cup Drought This Season? Oddsmakers Don’t Think So

It has been a long time since a Canadian team won the Stanley Cup.
The last time was when the Montreal Canadiens hoisted the Cup in 1993, winning 4-1 in a series over Wayne Gretzky and the Los Angeles Kings.
It's not as if Canadian teams haven't had their chances, though. Since then, eight teams have reached the Cup Final, but none have claimed hockey's greatest prize.
Can Canada Finally End the Stanley Cup Drought?
While the preseason begins on Sept. 19, the top Canadian sportsbooks already have Stanley Cup futures odds posted. However, oddsmakers aren't giving good odds for Canadian teams to win it all.
At Sports Interaction Sportsbook, the Edmonton Oilers have the best odds among Canadian teams at +900 (Fifth in the NHL). The next-shortest odds go to the Montreal Canadiens — 10th-best at +2000. The Toronto Maple Leafs are 11th at +3000, the Ottawa Senators are at +4000, and then come the longshots.
There are seven Canadian teams in the NHL, and the Winnipeg Jets are far down the list at +12500. The two Canadian teams with the worst odds are the Vancouver Canucks and the Calgary Flames, both at +50000.
Oilers Have the Best Shot ... According to the Odds
The Oilers have the best betting odds and may be the team to end Canada's drought. They lost in the Cup Final to the Florida Panthers in 2024 and 2025, and they have the dynamic duo of Connor McDavid and Leon Draisaitl, who have carried the team for the last few years but have not been able to seal the deal.
McDavid and Draisaitl are machines that drive the attack, but Edmonton's issue remains its defence, which ranked 25th last season, giving up an average of 3.23 goals per game.
Canadian Teams Look to Rebound in 2026-27
Hockey is seen as Canada’s game, but no team from the country has won the Stanley Cup since 1993, and in Milan this February, Canada lost to Team USA in the Olympic gold medal match.
In the upcoming NHL season, anything can happen. However, when it comes to the odds, a Canadian team ending the long Stanley Cup drought does not look like a safe bet.