In game one, Petr Klima scored at 15:13 of the third overtime period to give the Oilers a 3–2 win; this game remains the longest in Stanley Cup Finals history (see Longest NHL overtime games), edging both Brett Hull's Cup-winner in 1999 and Igor Larionov's game-winner in 2002 by less than 30 seconds.
Though the Oilers ultimately won the series in five games, it was the Bruins who dominated play during the early part of the series. The Bruins had more chances to win the opener, and at one point had a 15-4 shot advantage in game two before the Oilers came back.
In game five at the Boston Garden on May 24, the Oilers won 4–1, the first time they had ever clinched the Cup on the road. Craig Simpson scored the game-winning goal. Oilers goaltender Bill Ranford, originally the backup who took over from Grant Fuhr for the remainder of the regular season and the entire playoffs, was awarded the Conn Smythe Trophy as playoff MVP.