The Maple Leafs’ 2026-27 season is creeping up fast, and the calendar is already doing some of the heavy lifting. Before opening night arrives, Toronto has a short runway that starts with the Prospect Showcase, rolls into camp, and barely leaves room for a preseason tune-up before the games count.
Toronto’s first date to circle comes on Sept. 12, when the club is scheduled to face Ottawa at 6 PM in the Prospect Showcase. The next afternoon, Sept. 13 at 1 PM, the Maple Leafs will see Winnipeg. That stretch should give fans their first look at some of the young players before training camp takes over.
Training camp itself is expected to begin in mid-September, with NHL.com noting that several teams are projected to open camp on either Sept. 16 or 17. Toronto has not announced its official start date yet, but the timeline points in that direction.
Once camp begins, the preseason comes quickly. Toronto’s first exhibition game is set for Sept. 19 against the Montreal Canadiens, and it will be a split-squad matchup. That kind of setup usually means a mix of NHL and AHL players across the two lineups, though veterans and rookies could still overlap.
The Leafs then have another split-squad game on Sept. 23 against the Ottawa Senators. After that, the preseason wraps up, and the focus shifts straight to opening night against Montreal.
That’s where the schedule gets tight. Toronto’s final preseason games are Sept. 23, which leaves only six days before the regular season opener. There’s not a lot of breathing room for Jim Hiller and his staff, especially with so many moving parts after an offseason full of changes.
New arrivals include Sergei Bobrovsky, Nick Paul, and Darren Raddysh, while Joseph Woll, Brandon Carlo, and Simon Benoit are among the players who moved out of the lineup. Toronto also added Gavin McKenna with the first overall pick and brought in Jim Hiller to replace Craig Berube.
With that much turnover, the days leading into opening night matter. Hiller and his coaching staff will need every bit of the preseason to sort through line combinations and see what actually clicks. If something isn’t working, there isn’t much time to wait around.
The home opener adds another layer. Toronto starts the regular season at home against Montreal, a matchup that always brings energy. The Maple Leafs then turn right around and face the New York Islanders on Sept. 30, so any early stumble won’t leave much time to reset before they’re back in front of the home crowd.
For now, there are still a couple of weeks before the real action starts. But once the Prospect Showcase begins, the clock starts moving in a hurry. After that, it’s just 13 days until the regular season.
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