2. vs. Arsenal
Competition FA Cup, Date 14th April 1999, Score 2-1 Arsene Wenger's managerial talents may have fizzled out in recent years, but in the late nineties he and Sir Alex Ferguson were effectively equals. Their respective teams were drawn together in the semi finals of the FA Cup, though the initial tie ended 0-0 even after extra time, resulting not in a penalty shootout but in this replay. In one of the most dramatic encounters between the two sides ever witnessed, each team scored a goal apiece, Arsenal had what seemed like a winning goal ruled out for offside, and Roy Keane was sent off by referee David Elleray, who then gave Arsenal a penalty in the game's dying moments after Phil Neville rashly took down Ray Parlour. All that stood between Arsenal and a Wembley final was Peter Schmeichel, but the Great Dane saved Dennis Bergkamp's effort to send the tie into extra time. Here, one of the greatest goals of all time settled things, as Ryan Giggs pounced on a misplaced Patrick Vieira pass at the halfway line before proceeding to take on almost the entire Arsenal team and thundering the ball into David Seaman's net.