Jagielka started the 2008–09 season as first-choice centre-back, playing every minute of every league match until being injured in a 2–1 home defeat to Manchester City. He was named the Premier League Player of the Month for February and won Everton's fans and club player of the season. Jagielka scored the winning penalty for Everton in a penalty shoot-out in the semi-final of the FA Cup against Manchester United, but he was claimed to have fouled Danny Welbeck after 68 minutes, with many claiming it to be a penalty, which the referee did not award. Soon afterwards he ruptured his anterior cruciate ligament playing against Manchester City, and as a consequence missed the 2009 FA Cup Final, which Everton lost to Chelsea.