| 1 | Sat 26 Jul | 91-1 v ParkgateParkgate 1-1 Pickering Town |
| 2 | Tue 5 Aug | 173-2 v Golcar UnitedPickering Town 3-2 Golcar United |
| 3 | Tue 12 Aug | 91-1 v Campion AFCCampion AFC 1-1 Pickering Town |
| 4 | Wed 27 Aug | 94-1 v HandsworthHandsworth 1-4 Pickering Town |
| 5 | Wed 3 Sep | 93-2 v Eccleshill UnitedEccleshill United 2-3 Pickering Town |
| 6 | Fri 5 Sep | 92-1 v Wombwell TownPickering Town 2-1 Wombwell Town |
| 7 | Tue 9 Sep | 92-3 v Albion SportsAlbion Sports 3-2 Pickering Town |
| 8 | Tue 16 Sep | 9 4-4 v Horbury TownPickering Town 4-4 Horbury Town |
| 9 | Sat 27 Sep | 9 3-3 v Knaresborough TownPickering Town 3-3 Knaresborough Town |
| 10 | Tue 30 Sep | 9 2-0 v Beverley TownPickering Town 2-0 Beverley Town |
| 11 | Sat 4 Oct | 92-3 v ThackleyPickering Town 2-3 Thackley |
| 12 | Sat 11 Oct | 93-0 v Barton TownBarton Town 0-3 Pickering Town |
| 13 | Tue 14 Oct | 92-0 v SheffieldPickering Town 2-0 Sheffield |
| 14 | Sat 18 Oct | 91-5 v Bottesford TownBottesford Town 5-1 Pickering Town |
| 15 | Sat 1 Nov | 92-0 v Penistone ChurchPenistone Church 0-2 Pickering Town |
| 16 | Tue 11 Nov | 9 1-1 v Frickley AthleticFrickley Athletic 1-1 Pickering Town |
| 17 | Sat 15 Nov | 91-2 v ParkgatePickering Town 1-2 Parkgate |
| 18 | Sat 22 Nov | 90-2 v Golcar UnitedGolcar United 2-0 Pickering Town |
| 19 | Sat 29 Nov | 90-4 v Campion AFCPickering Town 0-4 Campion AFC |
| 20 | Sat 13 Dec | 92-3 v SheffieldSheffield 3-2 Pickering Town |
| 21 | Tue 16 Dec | 90-3 v Albion SportsPickering Town 0-3 Albion Sports |
| 22 | Sat 20 Dec | 94-1 v HandsworthPickering Town 4-1 Handsworth |
| 23 | Sat 27 Dec | 90-1 v Beverley TownBeverley Town 1-0 Pickering Town |
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