| Division Two | |||
| 06/09/2003 | Lepton Highlanders | 2 - 2 | Netherton |
| 13/09/2003 | New Mill 94 | 1 - 1 | Lepton Highlanders |
| 20/09/2003 | Lepton Highlanders | 2 - 2 | Sovereign Sports |
| 27/09/2003 | Moldgreen | 2 - 5 | Lepton Highlanders |
| West Riding Challenge Cup Round One | |||
| 04/10/2003 | Lepton Highlanders | 3 - 0 | Honley |
| 11/10/2003 | Uppermill | 2 - 2 | Lepton Highlanders |
| FA Challenge Cup Round One | |||
| 18/10/2003 | Skelmanthorpe | 0 - 3 | Lepton Highlanders |
| 25/10/2003 | Mount | 3 - 0 | Lepton Highlanders |
| West Riding Challenge Cup Round Two | |||
| 01/11/2003 | Slaithwaite Utd | 2 - 5 | Lepton Highlanders |
| Barlow Cup Round One | |||
| 08/11/2003 | Lindley Liberal | 2 - 6 | Lepton Highlanders |
| FA Challenge Cup Round Two | |||
| 15/11/2003 | Sovereign Sports | 2 - 1 | Lepton Highlanders |
| 22/11/2003 | Lindley Liberal | 3 - 3 | Lepton Highlanders |
| 29/11/2003 | Lepton Highlanders | 5 - 2 | Newsome WMC |
| West Riding Challenge Cup Round Three | |||
| 06/12/2003 | Ardsley Celtic | 1 - 1 | Lepton Highlanders |
| West Riding Challenge Cup Round Three | |||
| 13/12/2003 | Lepton Highlanders | 4 - 3 | Ardsley Celtic |
| 20/12/2003 | Lepton Highlanders | 6 - 1 | Scissett |
| West Riding Challenge Cup Round Four | |||
| 03/01/2004 | Lepton Highlanders | 2 - 3 | Otley Town |
| Barlow Cup Round Two | |||
| 10/01/2004 | Skelmanthorpe | 3 - 6 | Lepton Highlanders |
| 17/01/2004 | Netherton | 1 - 3 | Lepton Highlanders |
| West Riding Challenge Cup Round Four | |||
| 24/01/2004 | Lepton Highlanders | 1 - 5 | Otley Town |
| 07/02/2004 | Scissett | 1 - 1 | Lepton Highlanders |
| 14/02/2004 | Lepton Highlanders | 2 - 2 | New Mill 94 |
| 21/02/2004 | Lepton Highlanders | 8 - 2 | Moldgreen |
| 06/03/2004 | Lepton Highlanders | 3 - 1 | Storthes Hall |
| Barlow Cup Round Three Quarter Final | |||
| 13/03/2004 | Lepton Highlanders | 6 - 2 | Hepworth Utd |
| 20/03/2004 | Lepton Highlanders | 3 - 1 | Lindley Liberal |
| 27/03/2004 | Newsome WMC | 2 - 2 | Lepton Highlanders |
| 03/04/2004 | Sovereign Sports | 2 - 2 | Lepton Highlanders |
| 10/04/2004 | Hepworth Utd | 2 - 3 | Lepton Highlanders |
| Barlow Cup Semi Final | |||
| 12/04/2004 | Meltham Athletic | 5 - 2 | Lepton Highlanders |
| 17/04/2004 | Lepton Highlanders | 0 - 1 | Mount |
| 20/04/2004 | Lepton Highlanders | 6 - 0 | Hepworth Utd |
| 24/04/2004 | Lepton Highlanders | 3 - 0 | Uppermill |
| 27/04/2004 | Storthes Hall | 0 - 1 | Lepton Highlanders |