| 3rd September | ||||
| 10th September | Walsall | (H) | 0 - 0 | |
| 17th September | Highfield Rangers | (a) | ||
| 24th September | Ilkeston | (H) | ||
| 1st October | Derby County | (a) | ||
| 8th October | Arnold Town | (H) | ||
| 15th October | ||||
| 22nd October | Peterborough Utd | (a) | ||
| 29th October | FA Cup Round 1 | |||
| 5th November | Shrewsbury Town | (H) | ||
| 12th November | FA Cup Round 2 | |||
| 19th November | Telford United | (H) | ||
| 26th November | Mansfield Town | (a) | ||
| 3rd December | Stafford Rangers | (H) | ||
| 10th December | Parkgate | (H) | ||
| 17th December | Walsall | (a) | ||
| 2001 | ||||
| 7th January | Highfield Rangers | (H) | ||
| 14th January | Ilkeston | (a) | ||
| 21st January | Derby County | (H) | ||
| 28th January | Arnold Town | (a) | ||
| 4th February | Peterborough United | (H) | ||
| 11th February | Shrewsbury Town | (a) | ||
| 18th February | Telford United | (a) | ||
| 25th February | Mansfield Town | (H) | ||
| 4th March | Stafford Rangers | (a) | ||
| 11th March |
Midlands Combination League Table
Final Table 1999/2000
Results for Sunday 10th Sept 2000
Arnold Town 1 Ilkeston Ladies 0
Chesterfield 0 Walsall 0
Derby County 5 Shrewsbury 1
Mansfield Town 2 Stafford Rangers 1
Peterborough Utd 2 Highfield Rangers 3
| P | W | D | L | F | A | P | Diff | |
| Arnold Town | 2 | 2 | 0 | 3 | 1 | 6 | +2 | |
| Derby County | 1 | 1 | 0 | 0 | 5 | 1 | 3 | +4 |
| Peterborough | 2 | 1 | 0 | 1 | 5 | 4 | 1 | +3 |
| Highfield Rangers | 2 | 1 | 0 | 1 | 4 | 4 | 3 | 0 |
| Shrewsbury Town | 2 | 1 | 0 | 1 | 6 | 7 | 3 | -1 |
| Mansfield Town | 2 | 1 | 0 | 1 | 4 | 6 | 3 | -3 |
| Telford Utd | 1 | 0 | 1 | 0 | 2 | 2 | 1 | 0 |
| Chesterfield | 1 | 0 | 1 | 0 | 0 | 0 | 1 | 0 |
| Stafford Rangers | 2 | 0 | 1 | 1 | 3 | 4 | 1 | -1 |
| Walsall | 2 | 0 | 1 | 1 | 1 | 3 | 1 | -2 |
| Ilkeston | 1 | 0 | 0 | 1 | 0 | 1 | 0 | -1 |
| Parkgate | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |