1999/2000

11/09/1999 Chelmsley Town 0 Fairfield Villa 6

Fairfield Goalscorers: Paul Brown (3), Gary Hay, Talbot, Waine Devey

Referee: Luke Egan (Alcester)
Assistants: Ian SImpson (Redditch) & Melvin Such (Selly Oak)

20/11/1999 Chelmsley Town 1 Loughborough Athletic 6

Loughborough Goalscorers: S.O'Callaghan (2), Nicholson (4)

22/01/2000 Loughborough Athletic 2 Chelmsley Town 1

Loughborough Goalscorers: Langmaid, Harvey

Loughborough Team: King, Bouchard, Hewitt, Davey (sub: Dalby), S.O'Callaghan (sub: Brookes), Langmaid, Bailey, Lee, P.O'Callaghan, Nicholson, Harvey