Key dates of the season, the most common bets on the Canadiens and what to know depending on your province.
Not offered in Ontario or Alberta. 18+ or 19+ depending on province.
| Arena | Bell Centre, Montreal |
|---|---|
| Stanley Cups | 24, a record — the last in 1993 |
| First game 2026-27 | September 29, in Toronto against the Maple Leafs |
The most decorated team in NHL history opens the season in hockey's oldest rivalry, in Toronto, then plays outdoors in Winnipeg for the Heritage Classic. For a fan, the golden rule stays the same: bet with your head, not your jersey.
The regular season grows from 82 to 84 games, the first 84-game season since 1993-94: 42 at the Bell Centre, 42 on the road. Both extra games are divisional, so Montreal meets every Atlantic rival four times.
| Date | Game | Why it matters |
|---|---|---|
| September 29, 2026 | Canadiens at Toronto | NHL opening night, first of four games against the Leafs |
| October 6, 2026 | Carolina at the Bell Centre | Home opener, against the team that knocked Montreal out of the Eastern Final |
| October 25, 2026 | Canadiens vs. Jets, in Winnipeg | Heritage Classic at Princess Auto Stadium |
| November 7, 2026 | Canadiens at Toronto | Second game against the Leafs |
| December 26-27, 2026 | Toronto, then Dallas, at the Bell Centre | Home back-to-back |
| January 28 to February 3, 2027 | Calgary, Edmonton, Vancouver, Seattle | Western swing (4 games) |
| March 22, 2027 | Toronto at the Bell Centre | Fourth game against the Leafs |
| April 10, 2027 | Canadiens at Ottawa | Regular-season finale |
Montreal went 48-24-10 last season and finished third in the Atlantic. In the 2026 playoffs the Habs beat Tampa Bay and then Buffalo, both in seven games, before losing the Eastern Final in five to Carolina, the eventual Stanley Cup champion.
None of these guarantees anything. Treat them as a checklist before you bet.
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See also: NHL guide · Maple Leafs · Oilers · Canucks · Jets · Flames · Senators · Quebec legal guide
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Sources: Montreal Canadiens (official site) · NHL: home openers for the 2026-27 season · NHL: 2026 Heritage Classic, Jets vs. Canadiens in Winnipeg · Canadiens: 2026-27 season schedule · NHL: Canadiens season preview 2026-27 · NHL: Hurricanes-Canadiens, Eastern Final Game 5 · NHL: Caufield and Suzuki win the Lady Byng and Selke · RDS: Kent Hughes on the three goalies (French)
September 29, 2026, in Toronto against the Maple Leafs.
24, an NHL record. The last one was in 1993.
We don't publish numbers: odds change daily and differ between operators. For context, Montreal reached the 2026 Eastern Final and lost in five games to Carolina, who went on to win the Cup.
Four times: September 29, 2026 and November 7, 2026 in Toronto, then December 26, 2026 and March 22, 2027 at the Bell Centre.
Martin St. Louis. The 2026-27 season is his sixth behind the Montreal bench. Kent Hughes is the general manager.
84 regular-season games, 42 at home and 42 on the road, the first 84-game season since 1993-94. The finale is scheduled for April 10, 2027 in Ottawa.