Blackhawks Just Made Two Huge Bets That Fans Will Debate

With a blend of skepticism and hope, Bleacher Report evaluates the Chicago Blackhawks' big bets on long-term contracts for their rising stars.

The Blackhawks spent the 2026-27 offseason making two moves that instantly put them under the microscope: a six-year extension for Bowen Byram and a five-year deal for Connor Bedard. Bleacher Report’s Adam Gertz took on both contracts in his grading of 34 long-term NHL deals signed this summer, and his verdict came with some split feelings. He was more comfortable with Bedard’s extension, while Byram’s deal left him with real questions.

Byram’s contract is the one that raised eyebrows first. Chicago acquired him and then locked him in on a six-year, $75 million extension, a deal that carries a $12.5 million AAV. That figure puts him ahead of what Jonathan Toews and Patrick Kane ever reached on an annual basis, though the cap environment is obviously different now than it was when those contracts were signed.

The bigger issue is whether Byram is the kind of player who can justify that kind of money. The 25-year-old was the fourth overall pick in the 2019 Draft and reached the NHL within a year with Colorado.

His early role with the Avalanche was limited, but he flashed big-time impact during the 2022 Stanley Cup run, when he led the NHL playoffs with a plus-15 rating. That helped open the door for a larger workload in 2022-23, when he played 42 games, and then 55 the next season before being traded to Buffalo.

His best season came last year with the Sabres, when he set a career high in points and helped Buffalo win the Atlantic Division and reach the Eastern Conference Final. Now he’s in Chicago, where the assignment is very different: a rebuilding team, a massive salary, and expectations that will be higher than anything he’s dealt with so far.

Gertz’s C+ reflects that uncertainty. The logic is simple enough - nobody knows whether this investment pays off until the next seven seasons play out.

Bedard’s deal came with a different kind of pressure. After San Jose signed Macklin Celebrini to what was, for a month, the largest deal in NHL history until Cale Makar’s extension passed it, Chicago was pushed right back into the spotlight and had to get its own franchise centerpiece done. Bedard’s five-year, $75 million extension gives him a $15 million AAV, the highest in Blackhawks history.

The 21-year-old still hasn’t reached 100 points in a regular season, but he’s already operating at close to a point-per-game pace, and Chicago has been noticeably better when he’s in the lineup. Injuries have kept him from fully showing what he can become, and the roster around him is still young and trying to find its footing. That’s part of why the Blackhawks remain near the bottom of the standings, even if the long view still points toward a team that could contend again.

Gertz gave the Bedard contract a B+, and the number comes with a little hesitation because of the health question. Still, the upside is obvious.

If Bedard comes back from shoulder surgery, catches fire, and keeps scoring at a 100-point level through the next five years as he moves into his prime, Chicago could end up with one of the league’s best bargains. And if that happens, he’ll be in line for an even bigger payday in 2031.

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