The Biggest Ever Signings Made by the Edmonton Oilers
Meta Description: explore the biggest signings in Edmonton Oilers history, from Connor McDavid and Leon Draisaitl’s mega deals to bold moves for Chris Pronger, Milan Lucic, and Zach Hyman.
The Edmonton Oilers are one of the most iconic franchises in the NHL, with a history stretching back to their dominance in the 1980s and a resurgence in recent years led by modern stars. While much of their legacy was built on drafting and developing talent like Wayne Gretzky, Mark Messier, and, more recently, Connor McDavid, the Oilers have also made bold moves in the free-agent and trade markets that have shaped the franchise’s trajectory.
Connor McDavid – The Contract that Secured the Franchise
Although McDavid was drafted first overall in 2015, his eight-year, $100 million contract extension in 2017 stands as one of the Oilers’ biggest commitments. Locking in a generational player at just 20 years old was less about making a flashy acquisition and more about ensuring stability and competitiveness for the long haul.
McDavid’s signing symbolised a shift in Edmonton’s ambitions, no longer just rebuilding but aiming for consistent contention. His deal set a standard for superstar contracts across the NHL and gave the Oilers the credibility to attract other players who wanted to skate alongside him.
Leon Draisaitl – From Risk to Record Breaker
Another monumental moment came in 2017 when the Oilers signed Leon Draisaitl to an eight-year, $68 million extension. At the time, some critics thought it was an overpayment for a young forward still finding his consistency. Fast-forward to today, and Draisaitl has proven indispensable, winning the Hart Trophy and establishing himself as one of the league’s best two-way centres.
The story doesn’t end there. In September 2024, Draiisaitl signed a new eight-year, $112 million extension, with a $14 million annual average value, making him the highest-paid player in NHL history at the time. This not only cemented his legacy in Edmonton but also ensured the Oilers’ two-headed monster with McDavif remains intact well into the next decade.
Chris Pronger – The Blockbuster Trade and Signing
Coming out of the 2004/05 NHL lockout, the Oilers shocked the hockey world by trading Chris Pronger and signing him to a five-year, $31.25 million deal. Pronger, a Norris Trophy-winning defenceman, immediately elevated Edmonton’s blue line.
His presence transformed the team into a contender, and his dominant play helped power the Oilers to the 2006 Stanley Cup Final. While his time in Edmonton was short-lived due to personal reasons that led to a trade request, Pronger’s signing remains one of the most impactful in franchise history.
Milan Lucic – A Big Swing That Fell Short
In 2016, the Oilers landed Milan Lucic on a seven-year, $42 million contract. Coming off successful years with the Boston Bruins and Los Angeles Kings, Lucic was expected to bring toughness, scoring touch, and playoff experience.
Initially, this deal was seen as a coup, every sports betting operator always highlighted he’d improve Edmonton’s chances of success given his track record. However, Lucic never lived up to the lofty expectations, struggling with speed and consistency. Despite the disappointing outcome, the sheer size and ambition of the signing make it one of the most notable in Oilers history.
Conclusion
The Edmonton Oilers’ history is filled with blockbuster moves and memorable signings, from securing the long-term futures of Connor McDavid and Leon Draisaitl to bold swings like Chris Pronger and Milan Lucic. Some worked out brilliantly, others less so, but each left a mark on the franchise.
