The 1958–59 season was the 79th season of competitive football in England.
August 1958: The Football League season begins with the new national Third and Fourth divisions that have been created from the old Third Division North and Third Division South.
30 August 1958: The Football Association snub Manchester United's wish to participate in the 1958–59 European Cup.
September 1958: Manchester United pay a national record fee of £45,000 for Sheffield Wednesday inside-forward Albert Quixall.
12 November 1958: Wolverhampton Wanderers play their first European Cup game, drawing 2–2 at home to Schalke 04 in the first round first leg.
18 November 1958: Wolverhampton Wanderers lose 2–1 to Schalke 04 in the European Cup first round second leg in West Germany, ending their hopes of being the first team other than Real Madrid (winners of the first three competitions) to win the European Cup.
15 January 1959: Second Division Liverpool suffer a shock FA Cup third round exit when they lose 2-1 to non league Worcester City.
2 May 1959: Nottingham Forest defeat Luton Town 2–1 in the FA Cup final.
8 September 1958: Bobby Moore, 17-year-old centre-half, makes his debut for West Ham United against Manchester United in the First Division.