| Division One | |||
| 25/08/1999 | Honley | 3 - 1 | Wooldale Wanderers |
| 01/09/1999 | Kirkheaton Rovers | 0 - 1 | Honley |
| 04/09/1999 | Honley | 1 - 1 | Storthes Hall |
| 11/09/1999 | Honley | 1 - 5 | Britannia Sports |
| 18/09/1999 | Almondbury Utd | 0 - 1 | Honley |
| 25/09/1999 | Honley | 3 - 4 | Shepley |
| West Riding Challenge Cup Preliminary Round | |||
| 09/10/1999 | Honley | 6 - 3 | Bay Athletic (WR) |
| FA Challenge Cup Round One | |||
| 16/10/1999 | Springhead (ELL) | 0 - 3 | Honley |
| 30/10/1999 | Britannia Sports | 5 - 0 | Honley |
| West Riding Challenge Cup Round Two | |||
| 06/11/1999 | Honley | 3 - 1 | Beeston St Anthonys |
| Barlow Cup Round One | |||
| 13/11/1999 | Honley | 6 - 1 | Lindley Liberal |
| FA Challenge Cup Round Two | |||
| 20/11/1999 | Flockton FC | 0 - 3 | Honley |
| 27/11/1999 | Shepley | 0 - 1 | Honley |
| West Riding Challenge Cup Round Three | |||
| 04/12/1999 | Honley | 0 - 3 | Horsforth St Margarets |
| Barlow Cup Round Two | |||
| 08/01/2000 | Honley | 2 - 1 | Diggle |
| FA Challenge Cup Round Three | |||
| 15/01/2000 | Marsden (WR) | 4 - 2 | Honley |
| 22/01/2000 | Honley | 3 - 3 | Marsden |
| 29/01/2000 | Honley | 4 - 3 | Kirkheaton Rovers |
| 05/02/2000 | Honley | 4 - 2 | Almondbury Utd |
| 19/02/2000 | Kirkburton | 2 - 1 | Honley |
| 26/02/2000 | Honley | 5 - 1 | Skelmanthorpe |
| 04/03/2000 | Honley | 1 - 2 | Brackenhall Utd |
| 11/03/2000 | Storthes Hall | 0 - 1 | Honley |
| 18/03/2000 | Honley | 4 - 2 | Kirkburton |
| Barlow Cup Round Three Quarter Final | |||
| 25/03/2000 | Shepley | 0 - 1 | Honley |
| 06/04/2000 | Marsden | 0 - 4 | Honley |
| 08/04/2000 | Heywood Sports | 0 - 3 | Honley |
| 11/04/2000 | Skelmanthorpe | 3 - 2 | Honley |
| 15/04/2000 | Brackenhall Utd | 3 - 0 | Honley |
| 18/04/2000 | Wooldale Wanderers | 2 - 2 | Honley |
| 22/04/2000 | Honley | 2 - 1 | Heywood Sports |
| Barlow Cup Semi Final | |||
| 24/04/2000 | Sovereign Sports | P - P | Honley |