What If The Oilers Never Traded Gretzky?

Published on July 1st, 2026 12:26 pm EST
Written By: Dave Manuel


On August 9, 1988, the Edmonton Oilers did the unthinkable. They sold Wayne Gretzky, 27 years old and fresh off his fourth Stanley Cup in five years, to the Los Angeles Kings. A country wept. An owner was burned in effigy. A Member of Parliament stood up and asked the government to block the deal outright.

But strip away the tears and the outrage and ask the harder question. In the timeline where Gretzky never leaves Edmonton, does anything actually change? The honest answer runs straight through the 1989 playoffs, a Calgary championship parade that might never have happened, and a hockey map that could look nothing like the one we know today.

NHL History // The Great Counterfactual

What If Edmonton Never Traded Gretzky?

On August 9, 1988, the Oilers shipped the greatest player alive to Los Angeles and a whole country lost its mind. Strip away the tears and the burning effigies, and a harder question is left standing. In the timeline where he stays, does anything actually change?

The Date

Aug 9, 1988

Edmonton Sent

Gretzky +2

Edmonton Got

2 players, 3 picks, $15M

Cups in 5 Years

4

Could the Oilers have kept the Great One?

Not a chance

Would it have changed the 1989 Cup?

Completely

Every great sports what-if needs a villain, a victim, and a fork in the road. The Gretzky trade has all three. What it does not have, once you read the fine print, is the happy alternate ending Oilers fans have spent nearly four decades imagining.

It was never really a trade

Call it what the people inside it called it. A sale. The Edmonton Oilers sent Wayne Gretzky, Marty McSorley and Mike Krushelnyski to the Los Angeles Kings for Jimmy Carson, rookie winger Martin Gelinas, first-round picks in 1989, 1991 and 1993, and fifteen million US dollars in cash. The players moved. The money was the point.

Gretzky was 27. He had just won his fourth Stanley Cup in five years and his second Conn Smythe as playoff MVP. He owned 43 NHL records. At the press conference he dissolved into tears. Owner Peter Pocklington was burned in effigy by his own fans. A sitting Member of Parliament, NDP House Leader Nelson Riis, stood up and suggested the federal government block the deal outright, calling Gretzky a national symbol on par with the beaver. None of it worked. The richest asset in hockey had become a line on a balance sheet.

The money was the whole story

Here is the part the legend tends to skip. Kings owner Bruce McNall had been chasing Gretzky for the better part of a year. Pocklington needed cash because his other businesses were sinking, and the Canadian dollar was weak. Earlier in 1988 he had quietly gone to Gretzky about renegotiating, knowing that once free agency arrived, richer clubs like Toronto and the Rangers would simply outbid a small Alberta market. Gretzky would not surrender his shot at the open market. That refusal is what put the gun on the table.

So the real choice was never keep him or trade him. It was collect a king's ransom now, or watch him walk for nothing in two summers. Add the league's looming move to disclose every player's salary, which was about to send the entire pay scale through the roof, and Edmonton's math gets uglier by the season. This is the uncomfortable foundation under the fantasy.

In 1989, Edmonton Lost to Edmonton

The trade's cruelest twist did not take years to surface. It took eight months. When the 1989 playoffs opened, the Los Angeles Kings drew the defending-champion Oilers in the very first round. Edmonton raced to a three-games-to-one series lead and looked ready to send their former captain home embarrassed. Then Gretzky took the series over, scoring three goals and adding four assists across the final three games to finish a comeback in seven. The greatest Oiler who ever lived had just ended Edmonton's title defense while wearing the other team's colors. The Kings were swept by Calgary in the next round, and the Flames rolled on to win the only Stanley Cup in their franchise history.

Now run the what-if. Gretzky never leaves, so there is no Kings upset, because there are no Gretzky Kings. Edmonton walks into the 1989 playoffs as back-to-back champions, fresh off titles in 1987 and 1988, chasing a three-peat with the best player on the planet still in the room. And remember who actually lifted the Cup that spring. Calgary. Edmonton's most hated rival, winning the one and only championship in franchise history, in a year the Oilers were built to own. Put 99 back in an Oilers sweater and that banner is anything but guaranteed to hang in Alberta's other city.

This is the sharpest fork in the entire thought experiment. Long before you reach dynasties and expansion maps, the very first thing keeping Gretzky changes is brutally simple. Edmonton does not get eliminated by Edmonton, and the Flames may never get their parade.

So picture the rest of it. He stays.

Push past 1989 and the two timelines start to converge again, faster than nostalgia would like.

The Reality

  • Traded to LA, August 1988.
  • Gretzky's Kings bounce the Oilers in the 1989 first round. Calgary wins its only Cup.
  • Edmonton rallies to win the 1990 Cup without him, Messier as captain, Ranford taking the Conn Smythe.
  • Then the roster is sold off. Dynasty over by the mid-1990s.

The What If

  • Gretzky stays. No Kings upset, because he is still an Oiler.
  • The back-to-back champ is favored to three-peat in 1989 and dangerous again in 1990.
  • Then the same bill arrives. Messier still walks in 1991. Fuhr, Anderson and Kurri are still priced out of a small market.
  • The fire sale just starts one chair over.

The dynasty was already dying

This is the load-bearing fact. Gretzky was not the exception that broke the dynasty. He was the first domino in a teardown that was about money from start to finish.

PlayerGoneToWhy
Paul Coffey1987PittsburghContract holdout over pay
Wayne Gretzky1988Los AngelesOwner's cash crunch, free agency looming
Jari Kurri1990Europe, then LAContract dispute
Mark Messier1991NY RangersPay-me-or-trade-me, cost cutting
Grant Fuhr1991TorontoCost cutting
Glenn Anderson1991TorontoCost cutting
Kevin Lowe1992NY RangersCost cutting

By 1994-95 the only champions left in Edmonton were goalie Bill Ranford and tough guy Kelly Buchberger. The season-ticket base had collapsed from a sold-out building to under nine thousand, and by 1992 there was open talk the franchise might leave town. Keeping Gretzky does not change that arithmetic. It just delays which legend gets cashed in first.

The part that actually changes hockey

Here is the twist. The biggest butterfly in this what-if is not a banner in Edmonton. It is a sport in California that may never take off.

The day the trade broke, the Kings sales office fielded around a thousand ticket calls. On a normal August day they got about ten. Gretzky did not just join Los Angeles, he detonated interest in hockey across the southern United States. The people who were there credit his arrival, directly, with the San Jose Sharks arriving in 1991 and the Anaheim Ducks in 1993, and with the youth hockey boom that followed. Keep him in Edmonton and the question stops being how many Cups the Oilers win. It becomes whether the entire Sun Belt expansion happens on the same timeline, or at all. No Gretzky in LA, and the modern hockey map might look very different.

His records barely move

And the personal numbers? They survive the move just fine. Gretzky won his ninth Hart Trophy in his first season as a King and kept leading the league. He retired as the scoring king by a country mile, with 894 goals, 1,963 assists and 2,857 points, marks no one has come close to touching. A better Edmonton supporting cast might have padded a season here or there, but the thing that actually shaped his late career was age and health, not the city on his jersey. Staying does not hand you a fifth ring you can count on.

The Verdict

The romantic version of this what-if has Gretzky lifting five, six, maybe seven Cups in Edmonton and dying an Oiler the way Beliveau died a Canadien. The paper trail does not cooperate, but it does hand Edmonton one very real prize. Keep Gretzky and the 1989 season flips. There is no Kings upset, because he is still an Oiler, and the back-to-back champions are favored to three-peat. The team that actually won it all that spring was Calgary, and the only championship in Flames history suddenly looks a lot less safe. That is the one banner this trade plausibly cost Edmonton. After that, the romance runs out. Pocklington needed the money, the dollar was sinking, and salary disclosure was about to blow the pay scale apart. Every other star on that roster was gone within three years for exactly those reasons. You keep the 1990 Cup that Edmonton won without him anyway, you probably steal back 1989, and then you watch the same teardown happen right on schedule.

So the honest answer is the unsentimental one. The real what-if was never about hardware in Alberta. It is about a sport that might have grown up completely differently if its single biggest star had never moved to Los Angeles. Edmonton lost a legend. Hockey, improbably, may have gained a country.

Sources: NHL.com, History.com, CBC Sports, LA Kings Insider, The Hockey Writers, Elite Prospects, and the History of the Edmonton Oilers and Mark Messier entries on Wikipedia. Trade terms, dates and player movements cross-checked across multiple records. Career totals per NHL official records.

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