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Montreal Canadiens vs Toronto Maple Leafs Prediction 9/29/2026 Today’s NHL Picks

Sep 19, 2026; Montreal, Quebec, CAN; Toronto Maple Leafs defenseman Cole McWard (82) defends as goalie Samuel Hlavaj (31) makes a save against Montreal Canadiens left wing Lucas Condotta (82) during the second period at Bell Centre. Mandatory Credit: David Kirouac-Imagn Images

Sep 19, 2026; Montreal, Quebec, CAN; Toronto Maple Leafs defenseman Cole McWard (82) defends as goalie Samuel Hlavaj (31) makes a save against Montreal Canadiens left wing Lucas Condotta (82) during the second period at Bell Centre. Mandatory Credit: David Kirouac-Imagn Images

MATCHUP Montreal Canadiens Toronto Maple Leafs
Team Records 0-0-0 0-0-0
Spread +1.5 -258 -1.5 210
Moneyline -102 -118
Total Over 6.5 (102) Under 6.5 (-122)
Where Toronto Stadium
When Tuesday, September 29, 2026
Time 07:00 PM EDT
TV ESPN+
The Montreal Canadiens and the Toronto Maple Leafs meet Tuesday in NHL action from the Scotiabank Arena. We will look at this from a betting perspective and determine the best bets for this game. Here’s a Montreal Canadiens vs. Toronto Maple Leafs prediction.

Montreal Canadiens Team Preview

The Montreal Canadiens come into the 2026-27 campaign looking to take the next step forward after a solid run in 2025-26, finishing with a 48-24-10 record, and the 106 points in a season being the highest recorded since 2014-15. The Habs would go the distance in the first two rounds of the playoffs, knocking off the Lightning and Sabres in 7 games before it would catch up to them in a 5-game gentleman’s sweep at the hands of the Carolina Hurricanes. The top three names in Montreal’s lineup, Juraj Slafkovsky, Cole Caufield and Nick Suzuki are all coming off of career years, and the hope is that it will continue into 2026-27. Ivan Demidov would’ve probably won the Calder if Matthew Schaefer didn’t exist. The goaltending also looks promising for Toronto with the young tandem of Jakub Dobes and Jacob Fowler set to rule for years to come, but only time will tell if Montreal can follow up on last year’s success in what looks to be an improved Atlantic division.

Toronto Maple Leafs Recap

The Toronto Maple Leafs come into the 2026-27 season looking to shake off the worst season in recent memory, going 32-36-14, finishing with 76 points and missing the playoffs for the first time in the Auston Matthews era. This allowed Toronto to get a decent number in the draft lottery and for the second time in a row in the lottery, the Leafs won the #1 overall pick and used it to select Gavin McKenna, who has already slotted himself in as a second line winger alongside the likes of William Nylander and John Tavares. The porous record led to the firing of head coach Craig Berube and GM Brad Treliving, with Jim Hiller and John Chayka filling the respective roles. Health will be of the utmost importance to Toronto with the injuries derailing Auston Matthews’ season last year among others, but the key addition in goal of Sergei Bobrovsky gives Toronto stability in goal and a proven winner, even if Bobrovsky is getting up there in age. 

Montreal Canadiens @ Toronto Maple Leafs Betting Trends: September 29, 2026


Why the Toronto Maple Leafs will win

Why the Montreal Canadiens will win

Total Goals Facts

Toronto Maple Leafs Player Prop Facts

Montreal Canadiens Player Prop Facts

Matchup/League Facts

Montreal Canadiens vs. Toronto Maple Leafs Prediction

I’m on Toronto in this one. I think there’s a sense of hope in Leaf Land with Bobrovsky coming in, and there’s some sense of order now that Leaf fans don’t have to wonder about goaltending going into game one (knock on wood). Montreal’s running it back with a solid core that went on a sustained run last year, but the Atlantic is going to bounce back and the teams that were good around them likely will be once again, Toronto included. I think Toronto starts their new era with a win so give me the Leafs at home in this one.

Chris Ruffolo's Pick: Toronto -105

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