1998–99 in English football – 19 September 1998 – Newcastle United show signs of a return to their old form with a 5–1 away win over Coventry City. Newly promoted Charlton Athletic hold Liverpool to a 3–3 draw at Anfield. 20 September 1998 – Arsenal beat Manchester United 3–0 in the league at Highbury – the fourth defeat they have inflicted upon Alex Ferguson's team in less than a year. 23 September 1998 – Everton sign 22-year-old goalkeeper Steve Simonsen from Tranmere Rovers for £3.3million. 30 September 1998 – September ends with Aston Villa as Premier League leaders 5 points above second-placed Derby County
1998–99 in English football and Birmingham City stand fourth. Norwich City, rebuilding under new manager Bruce Rioch occupy fifth, while the top six is completed by a Watford side who are searching for a second successive promotion. Just outside the playoff zone are Bury, whose excellent start to the season has sparked speculation that they might match Swansea City and Wimbledon's record of three promotions in four seasons. 6 September 1998 – Christian Gross is sacked after nine months as manager of Tottenham Hotspur. 8 September 1998 – Aston Villa pay Middlesbrough £6.75million for midfielder Paul Merson. 9 September 1998 – 12 September 1998