The Toronto Maple Leafs do not have their own first-round picks for the 2027 and 2028 NHL Drafts after the club traded them both away on the same day in March of 2025 in two separate deals with the Boston Bruins and Philadelphia Flyers.
In one deal, the Leafs sent their 2026 first-round pick to the Bruins, along with Fraser Minten, in exchange for defenseman Brandon Carlo. The other deal saw the Leafs pick up Scott Laughton from the Flyers in exchange for a 2027 first-round pick and Nikita Grebenkin. Both of those picks had trade protection: the Boston deal was top-5 protected, while the 2027 draft pick was top-10 protected.
However, a very fortunate bounce of the lottery balls in May saw the Leafs win the No. 1 overall selection for 2026, punting what the Leafs owed to the Bruins. But what about that 2027 pick?
Well, what we did know was that the Leafs were only going to be able to keep one of their first-round draft picks over the course of that three-year span. Once the Leafs landed the 2026 top selection, it negated the original protection conditions for the 2027 and 2028 picks.
But who gets what? There was a difference of opinion between the Flyers and Bruins as to who should have which pick, and in what year.
When I attended the lottery, Deputy Commissioner Bill Daly said they were still going over the terms of both trades to make a official ruling. But according to The Athletic’s Kevin Kurz, the Flyers will get the 2027 pick and the Bruins will get the 2028 pick. However, the wrinkle here is that if Toronto’s pick falls in the top 10 next year, Toronto will actually get to choose which team gets which pick, due to the top-10 protection language in the Flyers trade.
Per a league source, the NHL has informed the Flyers that while they own the Maple Leafs' 2027 first round pick (Laughton trade), the Leafs still have the option to transfer it to Boston if it's in the top 10. In that event, the Flyers would receive Toronto's 2028 first rounder.
— Kevin Kurz (@KKurzNHL) June 10, 2026
It’s really bizarre. If the Leafs' own pick falls in the top 10, they could be strategic and give it to the Flyers instead of helping their divisional rival, the Bruins, assuming, of course, that it matters to Toronto. Still, it is highly unusual that the Leafs would get to choose.
Can you image if the Leafs win the lottery, they’d have to commiserate on that while also deciding which of Philly or Boston gets it? It would be weird, if not entertaining.
I could have seen a world where Boston would have laid claim to a top-10 pick, given that they were bumped out of their 2026 selection, forcing the Flyers to wait an additional year. But a ruling is a ruling. And for the Leafs sake, they have to hope the most hilarious thing doesn’t happen here.
Of course, this is not to be confused with the 2027 first-round selection Toronto acquired from the Colorado Avalanche in exchange for Nic Roy. That deal, too, is top-10 protected.