Wise captained the Chelsea team that defeated Middlesbrough 2–0 in the 1997 FA Cup Final, only the club's second FA Cup triumph and Wise's first trophy as Chelsea captain. Chelsea's success would continue in the 1997–98 season as Wise first led Chelsea to victory in the League Cup, another 2–0 win against Middlesbrough, the midfielder's cross for Frank Sinclair's opener capping a superb display. Wise also made a decisive contribution in the Cup Winners' Cup final, a dinked pass over the Stuttgart defence setting up Gianfranco Zola to score the winner, moments after coming on as a substitute.