The 1957–58 Hellenic Football League season was the fifth in the history of the Hellenic Football League, a football competition in England.
| Competition: | Hellenic Football League Premier Division |
| Season: | 1957–58 |
| Winners: | Witney Town |
| Matches: | 240 |
| Total Goals: | 1221 |
| Prevseason: | 1956–57 |
| Nextseason: | 1958–59 |
The Premier Division featured 15 clubs which competed in the division last season, along with one new club:
Also, Bletchley & Wipac changed name to Bletchley Town.
| Competition: | Hellenic Football League Division One |
| Season: | 1957–58 |
| Winners: | Aylesbury Town Corinthians |
| Matches: | 182 |
| Total Goals: | 1038 |
| Prevseason: | 1956–57 |
| Nextseason: | 1958–59 |
The Division One featured 8 clubs which competed in the division last season, along with 6 new clubs: