1958–59 Chelsea F.C. season

The 1958–59 season was Chelsea Football Club's 45th competitive season. The club played in the European competition for the first time, and reached the quarter-finals of the Inter-Cities Fairs Cup, where they lost on aggregate to a Belgrade XI. With 32 league goals, Jimmy Greaves was the First Division's top goalscorer, becoming the first Chelsea played to achieve this.