Manchester United won the competition by defeating holders Tottenham Hotspur on penalties in the final on 1 March 2009.

Twelve Premier League teams – including the eleven that were not involved in European competitions – entered at this stage, along with the winners from the first round.

[3] 1 Score after 90 minutes Eight teams involved in European competition entered at this stage along with the winners from the second round.

1 Score after 90 minutes The fourth round draw took place on Saturday, 27 September,[6] and the matches were played in the week commencing 10 November 2008.

1 Score after 90 minutes The fifth round draw took place on Saturday, 15 November[7] and the matches were played week in the commencing 1 December 2008.