The 1998–99 season was Port Vale's 87th season of football in the English Football League, and fifth successive season in the First Division. It was the end of an era for the club, as manager of sixteen years John Rudge was sacked in January, and was replaced by Brian Horton. As a testament to the upheaval at the club, a club record 43 players turned out for the Vale in the league over the course of the season. The Vale just avoided relegation on goals scored, despite suffering a final day defeat to Bury, who were relegated having scored ten fewer goals. Liverpool knocked them out of the FA Cup at the Third Round, and Vale were also knocked out of the League Cup by fourth tier Chester City in the First Round. The sacking of Rudge spoiled what was supposed to be a happy season for Vale fans