1958–59 Chelsea F.C. season explained

Club:Chelsea
Season:1958–59
Manager:Ted Drake
Chairman:Joe Mears
Stadium:Stamford Bridge
League:First Division
League Result:14th
Cup1:FA Cup
Cup1 Result:Fourth round
Cup2:Inter-Cities Fairs Cup
Cup2 Result:Quarter-finals
League Topscorer:Jimmy Greaves (32)
Season Topscorer:Jimmy Greaves (37)
Largest Win:6–2 v Wolves
Largest Loss:0–6 v Bolton Wanderers
Highest Attendance:
Lowest Attendance:
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Prevseason:1957–58
Nextseason:1959–60

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.

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