11/09/1999 Chelmsley Town 0 Fairfield Villa 6
Referee: Luke Egan (Alcester)
Assistants: Ian SImpson (Redditch) & Melvin Such (Selly Oak)
20/11/1999 Chelmsley Town 1 Loughborough Athletic 6
22/01/2000 Loughborough Athletic 2 Chelmsley Town 1
Loughborough Team: King, Bouchard, Hewitt, Davey (sub: Dalby), S.O'Callaghan (sub: Brookes), Langmaid, Bailey, Lee, P.O'Callaghan, Nicholson, Harvey