| 1 | Tue 29 Sep | 60-4 v Barton TownBarton Town 4-0 Pickering Town | Northern Counties East League Premier Division |
| 2 | Sat 3 Oct | 62-1 v HandsworthPickering Town 2-1 Handsworth | Northern Counties East League Premier Division |
| 3 | Tue 6 Oct | 63-1 v Dearne & DistrictPickering Town 3-1 Dearne & District | Northern Counties East League Cup Second Round |
| 4 | Tue 13 Oct | 61-1 v Dearne & DistrictPickering Town 1-1 Dearne & District | Northern Counties East League Premier Division |
| 5 | Sat 17 Oct | 61-1 v ParkgateParkgate 1-1 Pickering Town | Northern Counties East League Premier Division |
| 6 | Sat 24 Oct | 60-3 v ThackleyPickering Town 0-3 Thackley | Northern Counties East League Premier Division |
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