Ollerton Town Reserves
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| Date | Opponents | Venue | Result | Scorers |
| 13.09.08 | Calverton MW | A | ||
| 20.08.08 | Kiverton Park | A | ||
| 04.10.08 | Thoresby CW | A | ||
| 11.10.08 | Nettleham | A | ||
| 18.10.08 | Yorkshire Main | H | ||
| 25.10.08 | Bulwell Town | A | ||
| 01.11.08 | Pinxton | H | ||
| 15.11.08 | Clipstone Welfare | H | ||
| 06.12.08 | Radcliffe Olympic | H | ||
| 13.12.08 | Yorkshire Main | A | ||
| 20.12.08 | Calverton MW | H | ||
| 03.01.09 | Southwell City | H | ||
| 10.01.09 | Newark Town | A | ||
| 24.01.09 | Kimberley Town | A | ||
| 31.01.09 | Bulwell Town | H | ||
| 14.02.09 | Church Warsop | A | ||
| 21.02.09 | Thoresby CW | H | ||
| 28.02.09 | Kiverton Park | H | ||
| 21.03.09 | Clipstone Welfare | A | ||
| 28.03.09 | Nettleham | H | ||
| 04.04.09 | Newark Town | H | ||
| 11.04.09 | Radcliffe Olympic | A | ||
| 13.04.09 | Church Warsop | H | ||
| 18.04.09 | Pinxton | A | ||
| 25.04.09 | Southwell City | A |