| Division One | |||
| 30/08/2000 | Honley | 7 - 0 | Skelmanthorpe |
| 06/09/2000 | Skelmanthorpe | 1 - 4 | Kirkburton |
| 09/09/2000 | Kirkheaton Rovers | 1 - 0 | Skelmanthorpe |
| 23/09/2000 | Wooldale Wanderers | 5 - 1 | Skelmanthorpe |
| 30/09/2000 | Skelmanthorpe | 0 - 3 | Shepley |
| Sheffield Junior Challenge Cup Round Two | |||
| 14/10/2000 | Hepworth Utd | 1 - 2 | Skelmanthorpe |
| FA Challenge Cup Round One | |||
| 21/10/2000 | Skelmanthorpe | 3 - 0 | Marsden (WR) |
| Sheffield Junior Challenge Cup Round Three | |||
| 18/11/2000 | New Lodge WMC | 2 - 3 | Skelmanthorpe |
| Sheffield Junior Challenge Cup Round Four | |||
| 25/11/2000 | Thurcroft Corinthians | 4 - 2 | Skelmanthorpe |
| 02/12/2000 | Kirkburton | 2 - 0 | Skelmanthorpe |
| 23/12/2000 | Skelmanthorpe | 1 - 4 | Grange Moor |
| 06/01/2001 | Britannia Sports | 4 - 3 | Skelmanthorpe |
| Barlow Cup Round One | |||
| 13/01/2001 | Honley | 1 - 0 | Skelmanthorpe |
| FA Challenge Cup Round Two | |||
| 20/01/2001 | Skelmanthorpe (4-1) | 1 - 1 | Shepley |
| 27/01/2001 | Skelmanthorpe | 0 - 4 | Honley |
| 03/02/2001 | Skelmanthorpe | 1 - 3 | Slaithwaite Utd |
| FA Challenge Cup Round Three | |||
| 17/02/2001 | Skelmanthorpe | 4 - 1 | Old Collegians (OBL) |
| 24/02/2001 | Slaithwaite Utd | 2 - 1 | Skelmanthorpe |
| 10/03/2001 | Sovereign Sports | 2 - 3 | Skelmanthorpe |
| 17/03/2001 | Skelmanthorpe | 2 - 1 | Britannia Sports |
| 31/03/2001 | Skelmanthorpe | P - P | Brackenhall Utd |
| 12/04/2001 | Almondbury Utd | 1 - 2 | Skelmanthorpe |
| 14/04/2001 | Skelmanthorpe | 1 - 5 | Sovereign Sports |
| 17/04/2001 | Brackenhall Utd | P - P | Skelmanthorpe |
| 21/04/2001 | Skelmanthorpe | 1 - 3 | Kirkheaton Rovers |
| 24/04/2001 | Grange Moor | 6 - 2 | Skelmanthorpe |
| 28/04/2001 | Skelmanthorpe | 2 - 1 | Wooldale Wanderers |
| 01/05/2001 | Skelmanthorpe | 0 - 0 | Almondbury Utd |
| 01/05/2001 | Shepley | 0 - 0 | Skelmanthorpe |
| FA Challenge Cup Round Four Quarter Final | |||
| 01/05/2001 | Bay Athletic (WR) | P - P | Skelmanthorpe |