1999–2000 West Midlands (Regional) League

The 1999–2000 West Midlands League season was the 100th in the history of the West Midlands League, an English association football competition for semi-professional and amateur teams based in the West Midlands county, Shropshire, Herefordshire, Worcestershire and southern Staffordshire.

Premier Division

The Premier Division featured 19 clubs which competed in the division last season, along with three new clubs:

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