| Midland Combination | ||||
| Date | Home | H | A | Away |
| 13/05/2000 | Feckenham | 1 | 1 | Continental Star |
| 13/05/2000 | Nuneaton Griff (P) | 1 | 1 | Marconi (Coventry) |
| 13/05/2000 | Studley BKL | 5 | 2 | Meir KA |
| 12/05/2000 | Meir KA | 7 | 5 | Continental Star |
| 10/05/2000 | Kings Heath | 7 | 0 | Continental Star |
| 08/05/2000 | Cheslyn Hay | 0 | 1 | Northfield Town (P) |
| 06/05/2000 | Blackheath Electrodrives (P) | 2 | 2 | Marconi (Coventry) |
| 06/05/2000 | Continental Star | 2 | 0 | Feckenham |
| 06/05/2000 | Kings Heath | 1 | 1 | Bolehall Swifts |
| 06/05/2000 | Meir KA | 3 | 0 | Kenilworth Town |
| 06/05/2000 | Northfield Town (P) | 3 | 1 | Studley BKL |
| 03/05/2000 | Coleshill Town (-3) | 2 | 3 | Continental Star |
| 03/05/2000 | Kings Heath | 4 | 0 | Studley BKL |
| 01/05/2000 | Cheslyn Hay | 4 | 1 | Kenilworth Town |
| 01/05/2000 | Coventry Sphinx | 2 | 0 | Continental Star |
| 01/05/2000 | Feckenham | 0 | 1 | Studley BKL |
| 01/05/2000 | Meir KA | 3 | 1 | Massey Ferguson |
| 01/05/2000 | Northfield Town (P) | 0 | 0 | Marconi (Coventry) |
| 29/04/2000 | Alvechurch | 4 | 0 | Marconi (Coventry) |
| 29/04/2000 | Feckenham | 3 | 0 | Alveston |
| 29/04/2000 | Massey Ferguson | 0 | 3 | Nuneaton Griff (P) |
| 29/04/2000 | Northfield Town (P) | 3 | 1 | Handrahan Timbers |
| 29/04/2000 | Southam United | 0 | 3 | Kings Heath |
| 29/04/2000 | Studley BKL | 4 | 0 | Cheslyn Hay |
| 24/04/2000 | Kings Heath | 1 | 0 | Kenilworth Town |
| 24/04/2000 | Massey Ferguson | 2 | 2 | Coventry Sphinx |
| 24/04/2000 | Studley BKL | 0 | 1 | Alvechurch |
| 22/04/2000 | Coventry Sphinx | 2 | 1 | Marconi (Coventry) |
| 22/04/2000 | Handrahan Timbers | 0 | 3 | Alvechurch |
| 22/04/2000 | Massey Ferguson | 1 | 0 | Meir KA |
| 22/04/2000 | Nuneaton Griff (P) | 4 | 1 | Bolehall Swifts |
| 19/04/2000 | Marconi (Coventry) | 1 | 1 | Massey Ferguson |
| 19/04/2000 | Studley BKL | 6 | 0 | Kenilworth Town |
| 15/04/2000 | Alvechurch | 4 | 2 | Massey Ferguson |
| 15/04/2000 | Handrahan Timbers | 2 | 1 | Bolehall Swifts |
| 15/04/2000 | Kenilworth Town | 1 | 0 | Blackheath Electrodrives (P) |
| 15/04/2000 | Marconi (Coventry) | 1 | 0 | Southam United |
| 15/04/2000 | Meir KA | 0 | 0 | Kings Heath |
| 15/04/2000 | Northfield Town (P) | 2 | 0 | Coventry Sphinx |
| 15/04/2000 | Nuneaton Griff (P) | 5 | 0 | Alveston |
| 12/04/2000 | Nuneaton Griff (P) | 4 | 4 | Alvechurch |
| 11/04/2000 | Bolehall Swifts | 4 | 1 | Studley BKL |
| 08/04/2000 | Alvechurch | 2 | 1 | Coventry Sphinx |
| 08/04/2000 | Bolehall Swifts | 6 | 1 | Highgate United |
| 08/04/2000 | Cheslyn Hay | 1 | 1 | Feckenham |
| 08/04/2000 | Coleshill Town (-3) | 4 | 4 | Kenilworth Town |
| 08/04/2000 | Marconi (Coventry) | 1 | 4 | Alveston |
| 08/04/2000 | Massey Ferguson | 2 | 4 | Kings Heath |
| 08/04/2000 | Meir KA | 2 | 0 | Blackheath Electrodrives (P) |
| 08/04/2000 | Northfield Town (P) | 1 | 2 | Continental Star |
| 01/04/2000 | Cheslyn Hay | 1 | 1 | Coventry Sphinx |
| 01/04/2000 | Coleshill Town (-3) | 5 | 2 | Highgate United |
| 01/04/2000 | Continental Star | 2 | 2 | Nuneaton Griff (P) |
| 01/04/2000 | Feckenham | 0 | 0 | Blackheath Electrodrives (P) |
| 01/04/2000 | Handrahan Timbers | 2 | 2 | Studley BKL |
| 01/04/2000 | Kenilworth Town | 0 | 1 | Bolehall Swifts |
| 01/04/2000 | Kings Heath | 1 | 1 | Northfield Town (P) |
| 01/04/2000 | Southam United | 1 | 1 | Alvechurch |
| 28/03/2000 | Studley BKL | 2 | 0 | Southam United |
| 25/03/2000 | Alvechurch | 1 | 1 | Meir KA |
| 25/03/2000 | Alveston | 3 | 1 | Kenilworth Town |
| 25/03/2000 | Blackheath Electrodrives (P) | 0 | 4 | Nuneaton Griff (P) |
| 25/03/2000 | Cheslyn Hay | 5 | 2 | Continental Star |
| 25/03/2000 | Coventry Sphinx | 0 | 3 | Kings Heath |
| 25/03/2000 | Handrahan Timbers | 2 | 3 | Marconi (Coventry) |
| 25/03/2000 | Highgate United | 2 | 3 | Studley BKL |
| 25/03/2000 | Northfield Town (P) | 1 | 1 | Feckenham |
| 25/03/2000 | Southam United | 0 | 1 | Massey Ferguson |
| 22/03/2000 | Nuneaton Griff (P) | 4 | 1 | Massey Ferguson |
| 21/03/2000 | Bolehall Swifts | 2 | 3 | Meir KA |
| 21/03/2000 | Marconi (Coventry) | 2 | 2 | Continental Star |
| 18/03/2000 | Bolehall Swifts | 0 | 1 | Northfield Town (P) |
| 18/03/2000 | Coleshill Town (-3) | 0 | 1 | Southam United |
| 18/03/2000 | Coventry Sphinx | 1 | 2 | Blackheath Electrodrives (P) |
| 18/03/2000 | Kenilworth Town | 1 | 1 | Studley BKL |
| 18/03/2000 | Kings Heath | 2 | 0 | Highgate United |
| 18/03/2000 | Meir KA | 4 | 0 | Alveston |
| 18/03/2000 | Nuneaton Griff (P) | 3 | 0 | Handrahan Timbers |
| 15/03/2000 | Northfield Town (P) | 3 | 0 | Kenilworth Town |
| 15/03/2000 | Nuneaton Griff (P) | 3 | 2 | Meir KA |
| 11/03/2000 | Alveston | 1 | 3 | Alvechurch |
| 11/03/2000 | Blackheath Electrodrives (P) | 2 | 1 | Highgate United |
| 11/03/2000 | Bolehall Swifts | 4 | 1 | Coventry Sphinx |
| 11/03/2000 | Cheslyn Hay | 4 | 1 | Massey Ferguson |
| 11/03/2000 | Continental Star | 1 | 0 | Meir KA |
| 11/03/2000 | Kenilworth Town | 2 | 3 | Southam United |
| 11/03/2000 | Marconi (Coventry) | 0 | 1 | Feckenham |
| 11/03/2000 | Northfield Town (P) | 3 | 1 | Coleshill Town (-3) |
| 04/03/2000 | Alvechurch | 2 | 1 | Bolehall Swifts |
| 04/03/2000 | Continental Star | 0 | 2 | Alveston |
| 04/03/2000 | Coventry Sphinx | 1 | 0 | Northfield Town (P) |
| 04/03/2000 | Highgate United | 3 | 1 | Feckenham |
| 04/03/2000 | Marconi (Coventry) | 2 | 0 | Handrahan Timbers |
| 04/03/2000 | Massey Ferguson | 4 | 0 | Blackheath Electrodrives (P) |
| 26/02/2000 | Blackheath Electrodrives (P) | 1 | 1 | Bolehall Swifts |
| 26/02/2000 | Cheslyn Hay | 3 | 0 | Southam United |
| 26/02/2000 | Coventry Sphinx | 0 | 1 | Nuneaton Griff (P) |
| 26/02/2000 | Handrahan Timbers | 3 | 0 | Alveston |
| 26/02/2000 | Highgate United | 3 | 0 | Meir KA |
| 26/02/2000 | Kenilworth Town | 2 | 3 | Marconi (Coventry) |
| 26/02/2000 | Kings Heath | 2 | 1 | Feckenham |
| 26/02/2000 | Northfield Town (P) | 1 | 2 | Alvechurch |
| 26/02/2000 | Studley BKL | 5 | 1 | Coleshill Town (-3) |
| 23/02/2000 | Kings Heath | 0 | 4 | Southam United |
| 19/02/2000 | Alvechurch | 7 | 2 | Coleshill Town (-3) |
| 19/02/2000 | Alveston | 0 | 4 | Massey Ferguson |
| 19/02/2000 | Continental Star | 0 | 0 | Handrahan Timbers |
| 19/02/2000 | Coventry Sphinx | 1 | 2 | Studley BKL |
| 19/02/2000 | Feckenham | 1 | 0 | Highgate United |
| 19/02/2000 | Kenilworth Town | 0 | 2 | Cheslyn Hay |
| 19/02/2000 | Marconi (Coventry) | 3 | 1 | Kings Heath |
| 19/02/2000 | Nuneaton Griff (P) | 2 | 0 | Northfield Town (P) |
| 19/02/2000 | Southam United | 1 | 2 | Blackheath Electrodrives (P) |
| 12/02/2000 | Blackheath Electrodrives (P) | 1 | 3 | Alveston |
| 12/02/2000 | Bolehall Swifts | 2 | 2 | Feckenham |
| 12/02/2000 | Continental Star | 3 | 3 | Southam United |
| 12/02/2000 | Highgate United | 0 | 2 | Coventry Sphinx |
| 12/02/2000 | Marconi (Coventry) | 5 | 1 | Alvechurch |
| 12/02/2000 | Massey Ferguson | 3 | 1 | Handrahan Timbers |
| 12/02/2000 | Meir KA | 1 | 1 | Nuneaton Griff (P) |
| 12/02/2000 | Studley BKL | 2 | 1 | Bolehall Swifts |
| 09/02/2000 | Cheslyn Hay | 1 | 1 | Highgate United |
| 09/02/2000 | Nuneaton Griff (P) | 3 | 1 | Kenilworth Town |
| 05/02/2000 | Alveston | 2 | 2 | Bolehall Swifts |
| 05/02/2000 | Blackheath Electrodrives (P) | 2 | 1 | Coleshill Town (-3) |
| 05/02/2000 | Feckenham | 1 | 1 | Alvechurch |
| 05/02/2000 | Handrahan Timbers | 2 | 2 | Kenilworth Town |
| 05/02/2000 | Highgate United | 2 | 2 | Continental Star |
| 05/02/2000 | Meir KA | 4 | 0 | Coventry Sphinx |
| 05/02/2000 | Northfield Town (P) | 0 | 1 | Massey Ferguson |
| 05/02/2000 | Nuneaton Griff (P) | 2 | 0 | Cheslyn Hay |
| 05/02/2000 | Southam United | 1 | 2 | Marconi (Coventry) |
| 29/01/2000 | Bolehall Swifts | 1 | 1 | Handrahan Timbers |
| 29/01/2000 | Cheslyn Hay | 1 | 1 | Meir KA |
| 29/01/2000 | Coleshill Town (-3) | 1 | 3 | Studley BKL |
| 29/01/2000 | Continental Star | 2 | 2 | Blackheath Electrodrives (P) |
| 29/01/2000 | Feckenham | 2 | 0 | Northfield Town (P) |
| 29/01/2000 | Kenilworth Town | 1 | 4 | Alveston |
| 29/01/2000 | Kings Heath | 0 | 3 | Alvechurch |
| 29/01/2000 | Nuneaton Griff (P) | 1 | 2 | Coventry Sphinx |
| 29/01/2000 | Southam United | 3 | 2 | Highgate United |
| 22/01/2000 | Alvechurch | 2 | 1 | Northfield Town (P) |
| 22/01/2000 | Alveston | 3 | 6 | Cheslyn Hay |
| 22/01/2000 | Coleshill Town (-3) | 0 | 2 | Kings Heath |
| 22/01/2000 | Continental Star | 2 | 1 | Highgate United |
| 22/01/2000 | Coventry Sphinx | 4 | 0 | Handrahan Timbers |
| 22/01/2000 | Kenilworth Town | 1 | 3 | Meir KA |
| 22/01/2000 | Marconi (Coventry) | 2 | 0 | Bolehall Swifts |
| 22/01/2000 | Southam United | 1 | 1 | Feckenham |
| 22/01/2000 | Studley BKL | 4 | 1 | Massey Ferguson |
| 15/01/2000 | Alveston | 1 | 1 | Blackheath Electrodrives (P) |
| 15/01/2000 | Bolehall Swifts | 7 | 2 | Coleshill Town (-3) |
| 15/01/2000 | Kenilworth Town | 1 | 2 | Alvechurch |
| 15/01/2000 | Massey Ferguson | 2 | 0 | Highgate United |
| 15/01/2000 | Meir KA | 4 | 1 | Marconi (Coventry) |
| 15/01/2000 | Northfield Town (P) | 3 | 2 | Cheslyn Hay |
| 15/01/2000 | Nuneaton Griff (P) | 2 | 4 | Southam United |
| 15/01/2000 | Studley BKL | 1 | 3 | Coventry Sphinx |
| 11/01/2000 | Coventry Sphinx | 0 | 1 | Feckenham |
| 08/01/2000 | Alvechurch | 0 | 1 | Handrahan Timbers |
| 08/01/2000 | Blackheath Electrodrives (P) | 0 | 4 | Meir KA |
| 08/01/2000 | Cheslyn Hay | 3 | 3 | Kings Heath |
| 08/01/2000 | Continental Star | 2 | 1 | Studley BKL |
| 08/01/2000 | Coventry Sphinx | 1 | 1 | Alveston |
| 08/01/2000 | Feckenham | 7 | 0 | Coleshill Town (-3) |
| 08/01/2000 | Highgate United | 0 | 0 | Marconi (Coventry) |
| 08/01/2000 | Massey Ferguson | 2 | 0 | Bolehall Swifts |
| 08/01/2000 | Northfield Town (P) | 4 | 0 | Southam United |
| 03/01/2000 | Blackheath Electrodrives (P) | 3 | 1 | Handrahan Timbers |
| 03/01/2000 | Cheslyn Hay | 3 | 1 | Bolehall Swifts |
| 03/01/2000 | Continental Star | 0 | 2 | Massey Ferguson |
| 03/01/2000 | Coventry Sphinx | 8 | 0 | Kenilworth Town |
| 03/01/2000 | Kings Heath | 1 | 1 | Meir KA |
| 03/01/2000 | Marconi (Coventry) | 2 | 2 | Nuneaton Griff (P) |
| 03/01/2000 | Northfield Town (P) | 1 | 2 | Alveston |
| 03/01/2000 | Southam United | 4 | 1 | Coleshill Town (-3) |
| 03/01/2000 | Studley BKL | 7 | 3 | Highgate United |
| 27/12/1999 | Alvechurch | 1 | 0 | Studley BKL |
| 27/12/1999 | Alveston | 1 | 4 | Nuneaton Griff (P) |
| 27/12/1999 | Bolehall Swifts | 5 | 1 | Blackheath Electrodrives (P) |
| 27/12/1999 | Handrahan Timbers | 0 | 3 | Kings Heath |
| 27/12/1999 | Highgate United | 4 | 0 | Northfield Town (P) |
| 27/12/1999 | Marconi (Coventry) | 1 | 1 | Coventry Sphinx |
| 27/12/1999 | Massey Ferguson | 1 | 1 | Feckenham |
| 27/12/1999 | Meir KA | 1 | 1 | Cheslyn Hay |
| 27/12/1999 | Southam United | 10 | 0 | Kenilworth Town |
| 18/12/1999 | Alveston | 2 | 4 | Highgate United |
| 18/12/1999 | Blackheath Electrodrives (P) | 0 | 5 | Cheslyn Hay |
| 18/12/1999 | Coleshill Town (-3) | 1 | 4 | Coventry Sphinx |
| 18/12/1999 | Feckenham | 1 | 3 | Meir KA |
| 18/12/1999 | Handrahan Timbers | 2 | 0 | Southam United |
| 18/12/1999 | Nuneaton Griff (P) | 0 | 0 | Kings Heath |
| 16/12/1999 | Continental Star | 7 | 3 | Kenilworth Town |
| 11/12/1999 | Handrahan Timbers | 2 | 2 | Massey Ferguson |
| 08/12/1999 | Blackheath Electrodrives (P) | 1 | 1 | Alvechurch |
| 07/12/1999 | Alveston | 1 | 4 | Kings Heath |
| 07/12/1999 | Coleshill Town (-3) | 1 | 5 | Massey Ferguson |
| 04/12/1999 | Alvechurch | 1 | 1 | Highgate United |
| 04/12/1999 | Alveston | 2 | 0 | Handrahan Timbers |
| 04/12/1999 | Blackheath Electrodrives (P) | 0 | 2 | Northfield Town (P) |
| 04/12/1999 | Coventry Sphinx | 3 | 0 | Cheslyn Hay |
| 04/12/1999 | Kenilworth Town | 1 | 4 | Massey Ferguson |
| 04/12/1999 | Marconi (Coventry) | 7 | 0 | Coleshill Town (-3) |
| 01/12/1999 | Meir KA | 1 | 2 | Coleshill Town (-3) |
| 30/11/1999 | Coventry Sphinx | 2 | 0 | Bolehall Swifts |
| 30/11/1999 | Handrahan Timbers | 1 | 2 | Cheslyn Hay |
| 27/11/1999 | Alvechurch | 1 | 1 | Cheslyn Hay |
| 27/11/1999 | Blackheath Electrodrives (P) | 2 | 2 | Studley BKL |
| 27/11/1999 | Bolehall Swifts | 1 | 0 | Continental Star |
| 27/11/1999 | Coleshill Town (-3) | 2 | 2 | Alveston |
| 27/11/1999 | Feckenham | 4 | 0 | Kenilworth Town |
| 27/11/1999 | Highgate United | 0 | 1 | Handrahan Timbers |
| 27/11/1999 | Northfield Town (P) | 1 | 1 | Kings Heath |
| 27/11/1999 | Southam United | 1 | 5 | Meir KA |
| 24/11/1999 | Alvechurch | 0 | 3 | Feckenham |
| 24/11/1999 | Nuneaton Griff (P) | 2 | 2 | Continental Star |
| 24/11/1999 | Studley BKL | 3 | 1 | Northfield Town (P) |
| 23/11/1999 | Coleshill Town (-3) | 0 | 3 | Marconi (Coventry) |
| 23/11/1999 | Coventry Sphinx | 3 | 0 | Highgate United |
| 23/11/1999 | Southam United | 3 | 0 | Alveston |
| 20/11/1999 | Coleshill Town (-3) | 1 | 4 | Nuneaton Griff (P) |
| 20/11/1999 | Coventry Sphinx | 0 | 2 | Alvechurch |
| 20/11/1999 | Feckenham | 1 | 2 | Handrahan Timbers |
| 20/11/1999 | Highgate United | 0 | 5 | Bolehall Swifts |
| 20/11/1999 | Kings Heath | 1 | 2 | Blackheath Electrodrives (P) |
| 20/11/1999 | Massey Ferguson | 1 | 0 | Northfield Town (P) |
| 20/11/1999 | Meir KA | 1 | 2 | Studley BKL |
| 20/11/1999 | Southam United | 1 | 2 | Cheslyn Hay |
| 16/11/1999 | Bolehall Swifts | 2 | 5 | Nuneaton Griff (P) |
| 13/11/1999 | Blackheath Electrodrives (P) | 1 | 2 | Feckenham |
| 13/11/1999 | Cheslyn Hay | 2 | 3 | Nuneaton Griff (P) |
| 13/11/1999 | Coleshill Town (-3) | 1 | 1 | Handrahan Timbers |
| 13/11/1999 | Kenilworth Town | 0 | 5 | Highgate United |
| 13/11/1999 | Massey Ferguson | 1 | 1 | Continental Star |
| 13/11/1999 | Studley BKL | 6 | 0 | Alveston |
| 12/11/1999 | Southam United | 3 | 2 | Bolehall Swifts |
| 10/11/1999 | Cheslyn Hay | 1 | 0 | Coleshill Town (-3) |
| 09/11/1999 | Alveston | 3 | 1 | Southam United |
| 09/11/1999 | Massey Ferguson | 1 | 0 | Marconi (Coventry) |
| 06/11/1999 | Alveston | 0 | 2 | Feckenham |
| 06/11/1999 | Blackheath Electrodrives (P) | 2 | 0 | Kenilworth Town |
| 06/11/1999 | Bolehall Swifts | 1 | 1 | Massey Ferguson |
| 06/11/1999 | Continental Star | 0 | 5 | Cheslyn Hay |
| 06/11/1999 | Handrahan Timbers | 2 | 3 | Coventry Sphinx |
| 06/11/1999 | Highgate United | 3 | 3 | Southam United |
| 06/11/1999 | Kings Heath | 1 | 1 | Coleshill Town (-3) |
| 06/11/1999 | Meir KA | 2 | 1 | Alvechurch |
| 06/11/1999 | Studley BKL | 3 | 1 | Marconi (Coventry) |
| 30/10/1999 | Alvechurch | 1 | 3 | Blackheath Electrodrives (P) |
| 30/10/1999 | Continental Star | 2 | 2 | Bolehall Swifts |
| 30/10/1999 | Feckenham | 0 | 0 | Cheslyn Hay |
| 30/10/1999 | Handrahan Timbers | 1 | 0 | Meir KA |
| 30/10/1999 | Highgate United | 0 | 1 | Coleshill Town (-3) |
| 30/10/1999 | Southam United | 0 | 4 | Nuneaton Griff (P) |
| 30/10/1999 | Studley BKL | 3 | 1 | Kings Heath |
| 27/10/1999 | Nuneaton Griff (P) | 7 | 1 | Highgate United |
| 26/10/1999 | Kings Heath | 3 | 2 | Cheslyn Hay |
| 23/10/1999 | Continental Star | 3 | 0 | Northfield Town (P) |
| 23/10/1999 | Coventry Sphinx | 0 | 0 | Southam United |
| 23/10/1999 | Handrahan Timbers | 0 | 2 | Feckenham |
| 23/10/1999 | Highgate United | 0 | 3 | Alvechurch |
| 23/10/1999 | Kings Heath | 6 | 0 | Alveston |
| 23/10/1999 | Marconi (Coventry) | 1 | 3 | Cheslyn Hay |
| 23/10/1999 | Massey Ferguson | 7 | 1 | Coleshill Town (-3) |
| 20/10/1999 | Northfield Town (P) | 1 | 1 | Meir KA |
| 19/10/1999 | Southam United | 1 | 1 | Studley BKL |
| 16/10/1999 | Blackheath Electrodrives (P) | 2 | 2 | Massey Ferguson |
| 16/10/1999 | Cheslyn Hay | 6 | 1 | Alvechurch |
| 16/10/1999 | Coleshill Town (-3) | 1 | 6 | Meir KA |
| 16/10/1999 | Feckenham | 1 | 3 | Kings Heath |
| 16/10/1999 | Highgate United | 3 | 2 | Alveston |
| 16/10/1999 | Kenilworth Town | 0 | 1 | Continental Star |
| 16/10/1999 | Northfield Town (P) | 2 | 1 | Bolehall Swifts |
| 16/10/1999 | Southam United | 1 | 2 | Handrahan Timbers |
| 16/10/1999 | Studley BKL | 0 | 0 | Nuneaton Griff (P) |
| 13/10/1999 | Blackheath Electrodrives (P) | 3 | 1 | Continental Star |
| 13/10/1999 | Nuneaton Griff (P) | 3 | 1 | Feckenham |
| 12/10/1999 | Coleshill Town (-3) | 1 | 3 | Bolehall Swifts |
| 12/10/1999 | Kings Heath | 2 | 0 | Handrahan Timbers |
| 09/10/1999 | Alvechurch | 2 | 0 | Continental Star |
| 09/10/1999 | Bolehall Swifts | 5 | 1 | Southam United |
| 09/10/1999 | Coleshill Town (-3) | 2 | 3 | Feckenham |
| 09/10/1999 | Handrahan Timbers | 5 | 1 | Northfield Town (P) |
| 09/10/1999 | Kenilworth Town | 0 | 2 | Kings Heath |
| 09/10/1999 | Marconi (Coventry) | 3 | 1 | Blackheath Electrodrives (P) |
| 09/10/1999 | Massey Ferguson | 3 | 2 | Cheslyn Hay |
| 06/10/1999 | Alvechurch | 2 | 3 | Southam United |
| 06/10/1999 | Meir KA | 1 | 1 | Handrahan Timbers |
| 05/10/1999 | Bolehall Swifts | 7 | 0 | Kenilworth Town |
| 05/10/1999 | Highgate United | 0 | 1 | Kings Heath |
| 02/10/1999 | Alvechurch | 1 | 6 | Nuneaton Griff (P) |
| 02/10/1999 | Alveston | 0 | 2 | Studley BKL |
| 02/10/1999 | Blackheath Electrodrives (P) | 0 | 1 | Coventry Sphinx |
| 02/10/1999 | Continental Star | 0 | 2 | Kings Heath |
| 02/10/1999 | Kenilworth Town | 2 | 1 | Coleshill Town (-3) |
| 02/10/1999 | Marconi (Coventry) | 3 | 0 | Highgate United |
| 29/09/1999 | Marconi (Coventry) | 2 | 1 | Studley BKL |
| 29/09/1999 | Nuneaton Griff (P) | 8 | 1 | Coleshill Town (-3) |
| 25/09/1999 | Alvechurch | 0 | 3 | Kings Heath |
| 25/09/1999 | Alveston | 1 | 2 | Northfield Town (P) |
| 25/09/1999 | Blackheath Electrodrives (P) | 6 | 2 | Southam United |
| 25/09/1999 | Continental Star | 3 | 2 | Coleshill Town (-3) |
| 25/09/1999 | Coventry Sphinx | 2 | 1 | Massey Ferguson |
| 25/09/1999 | Feckenham | 2 | 2 | Nuneaton Griff (P) |
| 25/09/1999 | Marconi (Coventry) | 6 | 0 | Kenilworth Town |
| 21/09/1999 | Alveston | 1 | 2 | Continental Star |
| 18/09/1999 | Bolehall Swifts | 0 | 1 | Alveston |
| 18/09/1999 | Coleshill Town (-3) | 7 | 1 | Alvechurch |
| 18/09/1999 | Highgate United | 1 | 2 | Cheslyn Hay |
| 18/09/1999 | Kings Heath | 1 | 0 | Coventry Sphinx |
| 18/09/1999 | Marconi (Coventry) | 3 | 2 | Northfield Town (P) |
| 18/09/1999 | Massey Ferguson | 4 | 0 | Kenilworth Town |
| 18/09/1999 | Meir KA | 4 | 0 | Feckenham |
| 18/09/1999 | Nuneaton Griff (P) | 2 | 0 | Blackheath Electrodrives (P) |
| 18/09/1999 | Southam United | 1 | 2 | Continental Star |
| 18/09/1999 | Studley BKL | 1 | 2 | Handrahan Timbers |
| 15/09/1999 | Cheslyn Hay | 2 | 3 | Handrahan Timbers |
| 15/09/1999 | Feckenham | 1 | 2 | Marconi (Coventry) |
| 15/09/1999 | Kenilworth Town | 1 | 5 | Coventry Sphinx |
| 15/09/1999 | Northfield Town (P) | 5 | 1 | Blackheath Electrodrives (P) |
| 14/09/1999 | Massey Ferguson | 1 | 3 | Alveston |
| 11/09/1999 | Alveston | 2 | 4 | Coleshill Town (-3) |
| 11/09/1999 | Bolehall Swifts | 0 | 1 | Marconi (Coventry) |
| 11/09/1999 | Cheslyn Hay | 0 | 2 | Blackheath Electrodrives (P) |
| 11/09/1999 | Coventry Sphinx | 3 | 1 | Meir KA |
| 11/09/1999 | Feckenham | 3 | 1 | Massey Ferguson |
| 11/09/1999 | Handrahan Timbers | 3 | 1 | Highgate United |
| 11/09/1999 | Kenilworth Town | 0 | 3 | Northfield Town (P) |
| 11/09/1999 | Nuneaton Griff (P) | 1 | 2 | Studley BKL |
| 08/09/1999 | Meir KA | 0 | 1 | Highgate United |
| 04/09/1999 | Cheslyn Hay | 3 | 1 | Alveston |
| 04/09/1999 | Coventry Sphinx | 4 | 0 | Coleshill Town (-3) |
| 04/09/1999 | Feckenham | 0 | 5 | Bolehall Swifts |
| 04/09/1999 | Handrahan Timbers | 0 | 2 | Continental Star |
| 04/09/1999 | Highgate United | 2 | 5 | Kenilworth Town |
| 04/09/1999 | Kings Heath | 0 | 4 | Nuneaton Griff (P) |
| 04/09/1999 | Marconi (Coventry) | 0 | 0 | Meir KA |
| 04/09/1999 | Massey Ferguson | 3 | 3 | Alvechurch |
| 04/09/1999 | Southam United | 2 | 2 | Northfield Town (P) |
| 04/09/1999 | Studley BKL | 2 | 3 | Blackheath Electrodrives (P) |
| 31/08/1999 | Blackheath Electrodrives (P) | 2 | 3 | Kings Heath |
| 30/08/1999 | Alvechurch | 7 | 3 | Kenilworth Town |
| 30/08/1999 | Alveston | 0 | 1 | Marconi (Coventry) |
| 30/08/1999 | Bolehall Swifts | 3 | 2 | Cheslyn Hay |
| 30/08/1999 | Continental Star | 0 | 0 | Coventry Sphinx |
| 30/08/1999 | Handrahan Timbers | 1 | 0 | Coleshill Town (-3) |
| 30/08/1999 | Highgate United | 1 | 1 | Nuneaton Griff (P) |
| 30/08/1999 | Massey Ferguson | 4 | 2 | Southam United |
| 30/08/1999 | Meir KA | 1 | 0 | Northfield Town (P) |
| 30/08/1999 | Studley BKL | 1 | 1 | Feckenham |
| 28/08/1999 | Alveston | 0 | 3 | Meir KA |
| 28/08/1999 | Bolehall Swifts | 6 | 1 | Alvechurch |
| 28/08/1999 | Cheslyn Hay | 3 | 7 | Marconi (Coventry) |
| 28/08/1999 | Coleshill Town (-3) | 1 | 2 | Northfield Town (P) |
| 28/08/1999 | Handrahan Timbers | 0 | 4 | Nuneaton Griff (P) |
| 28/08/1999 | Highgate United | 1 | 3 | Blackheath Electrodrives (P) |
| 28/08/1999 | Kenilworth Town | 0 | 3 | Feckenham |
| 28/08/1999 | Kings Heath | 1 | 1 | Massey Ferguson |
| 28/08/1999 | Southam United | 2 | 1 | Coventry Sphinx |
| 28/08/1999 | Studley BKL | 3 | 1 | Continental Star |
| 26/08/1999 | Continental Star | 4 | 1 | Alvechurch |
| 25/08/1999 | Feckenham | 1 | 0 | Southam United |
| 25/08/1999 | Kenilworth Town | 1 | 6 | Nuneaton Griff (P) |
| 25/08/1999 | Meir KA | 5 | 4 | Bolehall Swifts |
| 25/08/1999 | Northfield Town (P) | 2 | 3 | Highgate United |
| 24/08/1999 | Alveston | 2 | 2 | Coventry Sphinx |
| 24/08/1999 | Coleshill Town (-3) | 0 | 2 | Cheslyn Hay |
| 24/08/1999 | Handrahan Timbers | 2 | 0 | Blackheath Electrodrives (P) |
| 24/08/1999 | Kings Heath | 4 | 3 | Marconi (Coventry) |
| 24/08/1999 | Massey Ferguson | 0 | 2 | Studley BKL |
| 21/08/1999 | Alvechurch | 1 | 2 | Alveston |
| 21/08/1999 | Bolehall Swifts | 2 | 2 | Kings Heath |
| 21/08/1999 | Cheslyn Hay | 0 | 0 | Studley BKL |
| 21/08/1999 | Coleshill Town (-3) | 1 | 1 | Blackheath Electrodrives (P) |
| 21/08/1999 | Continental Star | 0 | 4 | Marconi (Coventry) |
| 21/08/1999 | Feckenham | 4 | 2 | Coventry Sphinx |
| 21/08/1999 | Highgate United | 1 | 1 | Massey Ferguson |
| 21/08/1999 | Kenilworth Town | 0 | 4 | Handrahan Timbers |
| 21/08/1999 | Meir KA | 1 | 1 | Southam United |
| 21/08/1999 | Northfield Town (P) | 2 | 5 | Nuneaton Griff (P) |