NHL's Worst Contracts for 2026-27 Season: Top 10 Costly Deals (2026)

The world of NHL contracts is a fascinating one, often leaving fans and experts alike scratching their heads. With the 2026-27 season approaching, let's dive into some of the most intriguing and, frankly, head-scratching deals that are currently on the books.

The Top 10 Worst NHL Contracts

1. Leo Carlsson, Anaheim Ducks

The recent offer sheet from the Philadelphia Flyers to Leo Carlsson, matched by the Ducks, has sent shockwaves through the league. With a $18 million annual salary, Carlsson's deal has set a new benchmark for young players. This contract has completely altered the negotiation landscape, empowering young stars to demand more and introducing the threat of offer sheets. It's a bold move that could redefine the market for rising talents.

2. Bowen Byram, Chicago Blackhawks

Bowen Byram's six-year, $75 million extension with the Blackhawks is a game-changer. With a massive $12.5 million cap hit, Byram has set a new standard for defensemen. The pressure is on for him to justify this deal and become the top defenseman the Blackhawks envision. If he can lead the team to success, the contract will be a non-issue. But the expectations are sky-high, and the challenge is immense.

3. Elias Pettersson, Vancouver Canucks

Elias Pettersson's eight-year, $92.8 million extension is a concern, especially given his recent decline in production. With a $11.6 million cap hit, he's one of the highest-paid players in the league. The Canucks hoped for brilliance, but the past two seasons have been a struggle. Trade rumors surround him, but his contract makes him nearly unmovable. A change of scenery might be the best option for all parties involved.

4. Jonathan Huberdeau, Calgary Flames

Jonathan Huberdeau's eight-year, $84 million contract with the Flames is a puzzler. After a stellar 115-point season in Florida, he hasn't come close to replicating that success in Calgary. With a $10.5 million cap hit, the Flames expected more. Huberdeau is still solid, but he hasn't lived up to the contract's expectations.

5. Darnell Nurse, San Jose Sharks

Darnell Nurse's eight-year, $74 million extension with the Oilers set a new standard for defensemen. However, his style of play didn't align with the expectations of a top point producer. With rising costs in Edmonton, Nurse's move to the Sharks made sense. But his contract is a reminder of the challenges of paying players based on potential rather than consistent performance.

6. Kirill Kaprizov, Minnesota Wild

Kirill Kaprizov's eight-year, $136 million contract is a testament to his offensive talent. While his goal-scoring prowess is undeniable, the contract is a risky move. The Wild's decision to secure Kaprizov's services for the long term is bold, but it also leaves little room for error. The comparison with Leo Carlsson's deal adds an interesting layer to the discussion.

7. J.T. Miller, New York Rangers

J.T. Miller's seven-year, $56 million extension with the Rangers is a gamble. His leadership and point production are expected to drive the team, but the aging process might make it challenging to maintain that pace. With a $8 million cap hit, the Rangers need Miller to deliver consistently.

8. Jacob Trouba, San Jose Sharks

Jacob Trouba's four-year, $33 million deal with the Sharks is a surprise. His physical play and leadership are valued, but the price tag is high for a steady 30-40 point defenseman, especially at 32 years old. The Sharks' need for veteran presence justifies the contract, but it's a risky move that could impact future decisions.

9. Timo Meier, New Jersey Devils

Timo Meier's eight-year, $70.4 million deal with the Devils is a big commitment. While he's a consistent 20-goal, 50-60 point player, the expectations were higher. With a $8.8 million cap hit, the Devils need more offensive output to justify the contract.

10. Jordan Binnington, St. Louis Blues

Jordan Binnington's six-year, $36 million extension hasn't paid off as expected. His hot-and-cold play and temper have made him a target for trade rumors. While he has a Stanley Cup ring, the contract is a reminder that past glory doesn't always guarantee future success.

These contracts showcase the delicate balance between rewarding talent and managing financial risks. As the NHL season approaches, these deals will be under the microscope, and their impact on team performance and league dynamics will be closely watched.

What makes this particularly fascinating is the way these contracts influence team strategies and player careers. It's a high-stakes game, and the outcomes can be unpredictable.

NHL's Worst Contracts for 2026-27 Season: Top 10 Costly Deals (2026)

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