| 1 | Tue 11 Nov | 171-1 v Frickley AthleticFrickley Athletic 1-1 Pickering Town | Northern Counties East League Premier Division |
| 2 | Sat 15 Nov | 101-2 v ParkgatePickering Town 1-2 Parkgate | Northern Counties East League Premier Division |
| 3 | Sat 22 Nov | 170-2 v Golcar UnitedGolcar United 2-0 Pickering Town | Northern Counties East League Premier Division |
| 4 | Tue 25 Nov | 172-3 v LiversedgePickering Town 2-3 Liversedge | Northern Counties East League Cup Third Round |
| 5 | Sat 29 Nov | 100-4 v Campion AFCPickering Town 0-4 Campion AFC | Northern Counties East League Premier Division |
| 6 | Sat 13 Dec | 152-3 v SheffieldSheffield 3-2 Pickering Town | Northern Counties East League Premier Division |
| 7 | Tue 16 Dec | 170-3 v Albion SportsPickering Town 0-3 Albion Sports | Northern Counties East League Premier Division |
| 8 | Sat 20 Dec | 174-1 v HandsworthPickering Town 4-1 Handsworth | Northern Counties East League Premier Division |
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