| Club: | Chelsea |
| Season: | 1957–58 |
| Manager: | Ted Drake |
| Chairman: | Joe Mears |
| Stadium: | Stamford Bridge |
| League: | First Division |
| League Result: | 11th |
| Cup1: | FA Cup |
| Cup1 Result: | Fourth round |
| League Topscorer: | Jimmy Greaves (22) |
| Season Topscorer: | Jimmy Greaves (22) |
| Largest Win: | 6–1 v Burnley |
| Largest Loss: | 1–4 (two matches) |
| Highest Attendance: | |
| Lowest Attendance: | |
| Pattern B1: | _whitecollarplain |
| Pattern So1: | _whitetop |
| Leftarm1: | 0000ff |
| Body1: | 0000ff |
| Rightarm1: | 0000ff |
| Socks1: | 000000 |
| Pattern B2: | _whitecollarplain |
| Pattern So2: | _whitetop |
| Leftarm2: | ff0000 |
| Body2: | ff0000 |
| Rightarm2: | ff0000 |
| Socks2: | 000000 |
| Prevseason: | 1956–57 |
| Nextseason: | 1958–59 |
The 1957–58 season was Chelsea Football Club's forty-fourth competitive season. The season saw the debut of teenage prodigy Jimmy Greaves, who would go on to score 132 goals in 157 matches for Chelsea and become the youngest-ever player to score 100 goals in the English top-flight.[1]