1988–89 South Midlands League

The 1988–89 South Midlands League season was 60th in the history of South Midlands League.

Premier Division
The Premier Division featured 15 clubs which competed in the division last season, along with 3 new clubs:
 * Pitstone & Ivinghoe, promoted from last season's Division One
 * Brache Sparta, promoted from last season's Division One
 * Thame United, transferred from the Hellenic League Premier Division

Division One
The Division One featured 10 clubs which competed in the division last season, along with 2 new clubs:
 * Cranfield United, relegated from Premier Division
 * Tring Athletic