DEAL DONE: St Louis Blues ice hockey Super star left wing Dylan Holloway Signs a 4-year $75.6 million Contract deal With Edmonton Oilers and… 

St Louis Blues ice hockey Super star left wing Dylan Holloway Signs a 4-year $75.6 million Contract deal With Edmonton Oilers and…

In one of the most dramatic signings of the NHL offseason, superstar left wing Dylan Holloway has inked a massive four-year, $75.6 million deal with the Edmonton Oilers, marking a high-profile return to the team that originally drafted him.

The deal, which averages $18.9 million per year, is one of the largest ever awarded to a winger in their early 20s and signals the Oilers’ all-in approach to keeping their Stanley Cup window wide open.

A Star on the Rise

Holloway, just 23 years old, spent the last two seasons with the St. Louis Blues, where he blossomed into a top-tier forward. After being traded by Edmonton in a deal that initially raised eyebrows, Holloway found his stride in St. Louis, notching career-high numbers in goals, assists, and ice time.

In the 2024–25 season alone, he posted 63 points (26 goals, 37 assists) in 77 games, playing a crucial role on the Blues’ top line and contributing on both the power play and penalty kill. His combination of speed, physicality, and high hockey IQ made him a fan favorite — and a nightmare for opposing defenses.

Holloway’s breakout year made him one of the most coveted young stars in the league, and speculation mounted that he might return to the team that gave him his first shot.

A Full-Circle Moment for Edmonton

Originally drafted 14th overall by the Oilers in the 2020 NHL Draft, Holloway’s path to NHL stardom wasn’t always straightforward. After battling injuries and bouncing between the NHL and AHL in his early years, it was a move to St. Louis that finally unlocked his full potential.

Now, five years after draft day, he returns to Edmonton as a matured, polished weapon — and as the second-highest paid player on the team behind only Connor McDavid.

“This is where it all started for me,” Holloway said during his press conference. “I’ve always felt a strong connection to this city. To come back now, in a bigger role, and help this team chase a Cup — it’s the opportunity of a lifetime.”

A Statement Move by the Oilers

For the Oilers, this move is more than just a homecoming — it’s a power play. With McDavid and Leon Draisaitl under contract and in their prime, the team is pushing hard to build a supporting cast that can finally bring the Stanley Cup back to Edmonton.

General Manager Ken Holland made it clear: “We believe Dylan is one of the most dynamic wingers in the league today. We watched him grow up in our system, and now we’re bringing him back as a star.”

The move doesn’t come without financial gymnastics. At nearly $19 million per year, Holloway’s contract places pressure on Edmonton’s salary cap structure. But the front office believes the price is well worth the potential.

St. Louis’ Loss, Edmonton’s Gain

The signing is a tough pill to swallow for St. Louis fans. After investing in Holloway’s development and watching him turn into an elite forward, the Blues were reportedly aggressive in trying to retain him. However, cap constraints and Holloway’s desire to return to Edmonton ultimately swayed the decision.

“I have nothing but love and respect for the Blues organization,” Holloway said. “They believed in me when I needed it most, and I’ll always be grateful. But Edmonton is home. I had to follow my heart.”

What’s Next

With the addition of Holloway, the Oilers’ top six becomes even more lethal. He’s expected to slot in alongside McDavid or Draisaitl, providing a potent mix of speed and finishing ability. His defensive awareness also makes him a valuable asset in late-game situations — a much-needed quality for an Edmonton team looking to tighten up in the playoffs.

Fans are already buzzing about the potential lines and dreaming of deep playoff runs. And while the pressure will undoubtedly be on Holloway to perform at an elite level given the size of his contract, his performance in St. Louis suggests he’s more than ready for the challenge.

Final Thoughts

Holloway’s signing is a bold, headline-grabbing move — the kind that defines an era for a franchise. For Edmonton, it’s a calculated risk built on trust, talent, and timing. For Holloway, it’s a chance to prove that he belongs among the NHL’s elite.

And for fans? It’s time to buckle up.

The Holloway Era in Edmonton is officially underway.