For all the upsets that have happened this past decade this was probably the biggest.
The Red Wings were coming off one of the best seasons in NHL history finishing the regular season with 124 points while capturing the President's Trophy.
The Oilers meanwhile had squeezed into the playoffs with 95 points. The Red Wings won Game 1 as expected but lost Game 2.
In the first game in Edmonton, the Oilers stunned the Wings again winning 4-3 in double OT. The Wings got revenge winning Game 4 to tie the series back at 2-2.
That would be the last game the Wings won as the Oilers would take Game 5 and 6 both by a one goal margin.
The series featured two double OT games, Game 1 won by the Red Wings and Game 3 won by the Oilers.
This is the biggest upset in Red Wings history and will always be remembered while the Oilers will remember pulling the biggest upset and playoff history.
The win would also give the Oilers the boost they neeed as they would move on to the Stanley Cup Finals but lose to the Hurricanes in seven games.