The draw was held on 4 January 2009. It comprised teams from the following levels: • 15 from the
Premier League • 13 from the
Championship • 2 from
League One • 0 from
League Two • 2 from the
Conference National The draw was conducted by
Roberto Di Matteo and
Dave Beasant. Most of the matches were played on the weekend of 24 January 2009. A technical error during
ITV's broadcast of the Everton–Liverpool replay meant that millions of viewers missed
Dan Gosling's winner for Everton late in extra time. Coverage of the match was temporarily interrupted by advertisements, only for viewers to see Everton's players celebrating upon the restoration of the feed. ITV received thousands of complaints about the mistake, with many viewers questioning ITV's ability to broadcast live football, especially given their £275 million contract with
The Football Association. ITV has subsequently apologised for the error. † – After
extra time ==Fifth round proper==