Midland Football Combination Division One
Frank Woodburn (28 League Goals)
Chris Newey
31/08/1998 Kings Norton Town Reserves 3 Chelmsley Town 2
26/09/1998 Chelmsley Town 3 Colletts Green 1
10/10/1998 Chelmsley Town 0 Hams Hall 0
05/12/1998 Colletts Green 1 Chelmsley Town 6
23/01/1999 Alvis SGL 5 Chelmsley Town 0
06/02/1999 Chelmsley Town 3 Kings Norton Town Reserves 2
20/02/1999 Hams Hall 3 Chelmsley Town 0
Hams Hall: J.Tonks, Rich Harding, Gary Allen, C.Ridsdill, Dave Randall, Jay Turner, Simon Fisher, Stuart Davies, Andy Lawrence, Paul Arnold, Stuart Robinson Subs: Clive May, Ben Pringle, Lee Sugars