| Division Four | |||
| 03/09/2005 | Farnley Terriers | 2 - 1 | Upperthong |
| 10/09/2005 | Upperthong | 1 - 3 | Brook Motors |
| 24/09/2005 | Upperthong | 1 - 1 | Flockton FC |
| 01/10/2005 | Marsden | 2 - 4 | Upperthong |
| Sheffield Junior Challenge Cup Round Two | |||
| 08/10/2005 | Upperthong | 0 - 0 | Bridge Inn 35 |
| FA Challenge Cup Round One | |||
| 15/10/2005 | Upperthong | 0 - 4 | Berry Brow Lib |
| 22/10/2005 | Paddock Rangers | 3 - 2 | Upperthong |
| 29/10/2005 | Upperthong | 1 - 1 | Paddock Rangers |
| 05/11/2005 | Upperthong | 3 - 3 | Y.M.C.A. |
| Sheffield Junior Challenge Cup Round Three | |||
| 12/11/2005 | Thrybergh SSFC | 5 - 0 | Upperthong |
| 19/11/2005 | Ireti Athletic | 3 - 4 | Upperthong |
| 26/11/2005 | Y.M.C.A. | 4 - 3 | Upperthong |
| 03/12/2005 | Upperthong | 9 - 1 | Coach and Horses |
| 10/12/2005 | Upperthong | 5 - 2 | Elland |
| 17/12/2005 | Upperthong | 5 - 1 | Marsden |
| 07/01/2006 | Upperthong | 4 - 2 | Farnley Terriers |
| Groom Cup Round One | |||
| 14/01/2006 | Upperthong | 1 - 7 | Scholes |
| 21/01/2006 | The Stag FC | 4 - 3 | Upperthong |
| 28/01/2006 | Brook Motors | 4 - 2 | Upperthong |
| 18/02/2006 | Upperthong | 0 - 2 | The Stag FC |
| 25/02/2006 | Coach and Horses | 1 - 2 | Upperthong |
| 18/03/2006 | Elland | 1 - 5 | Upperthong |
| 25/03/2006 | Upperthong | 6 - 1 | Ireti Athletic |
| 15/04/2006 | Flockton FC | 1 - 1 | Upperthong |
| 18/04/2006 | Upperthong | 2 - 1 | Westend |
| 25/04/2006 | Westend | 2 - 1 | Upperthong |