| 1 | Sat 26 Jul | 21-1 v ParkgateParkgate 1-1 Pickering Town |
| 2 | Tue 5 Aug | 23-2 v Golcar UnitedPickering Town 3-2 Golcar United |
| 3 | Tue 12 Aug | 21-1 v Campion AFCCampion AFC 1-1 Pickering Town |
| 4 | Wed 27 Aug | 34-1 v HandsworthHandsworth 1-4 Pickering Town |
| 5 | Wed 3 Sep | 33-2 v Eccleshill UnitedEccleshill United 2-3 Pickering Town |
| 6 | Fri 5 Sep | 122-1 v Wombwell TownPickering Town 2-1 Wombwell Town |
| 7 | Tue 9 Sep | 3 2-3 v Albion SportsAlbion Sports 3-2 Pickering Town |
| 8 | Tue 16 Sep | 3 4-4 v Horbury TownPickering Town 4-4 Horbury Town |
| 9 | Sat 27 Sep | 63-3 v Knaresborough TownPickering Town 3-3 Knaresborough Town |
| 10 | Sat 4 Oct | 172-3 v ThackleyPickering Town 2-3 Thackley |
| 11 | Tue 14 Oct | 42-0 v SheffieldPickering Town 2-0 Sheffield |
| 12 | Sat 18 Oct | 41-5 v Bottesford TownBottesford Town 5-1 Pickering Town |
| 13 | Tue 11 Nov | 41-1 v Frickley AthleticFrickley Athletic 1-1 Pickering Town |
| 14 | Sat 15 Nov | 61-2 v ParkgatePickering Town 1-2 Parkgate |
| 15 | Sat 22 Nov | 80-2 v Golcar UnitedGolcar United 2-0 Pickering Town |
| 16 | Tue 16 Dec | 30-3 v Albion SportsPickering Town 0-3 Albion Sports |
| 17 | Sat 20 Dec | 34-1 v HandsworthPickering Town 4-1 Handsworth |
| 18 | Sat 27 Dec | 3 0-1 v Beverley TownBeverley Town 1-0 Pickering Town |
| 19 | Sat 17 Jan | 3 3-1 v Rossington MainPickering Town 3-1 Rossington Main |
| 20 | Sat 24 Jan | 82-1 v Horbury TownHorbury Town 1-2 Pickering Town |
| 21 | Sat 31 Jan | 32-0 v Frickley AthleticPickering Town 2-0 Frickley Athletic |
| 22 | Fri 13 Feb | 32-1 v Barton TownPickering Town 2-1 Barton Town |
| 23 | Sat 21 Feb | 4 1-0 v ThackleyThackley 0-1 Pickering Town |
| 24 | Sat 28 Feb | 41-3 v LiversedgePickering Town 1-3 Liversedge |
| 25 | Sat 7 Mar | 41-2 v Rossington MainRossington Main 2-1 Pickering Town |
| 26 | Sat 14 Mar | 43-0 v Bottesford TownPickering Town 3-0 Bottesford Town |
| 27 | Tue 17 Mar | 142-0 v Eccleshill UnitedPickering Town 2-0 Eccleshill United |
| 28 | Sat 21 Mar | 40-3 v Tadcaster AlbionTadcaster Albion 3-0 Pickering Town |
| 29 | Tue 24 Mar | 4 4-0 v Wombwell TownWombwell Town 0-4 Pickering Town |
| 30 | Sat 28 Mar | 41-1 v Penistone ChurchPickering Town 1-1 Penistone Church |
| 31 | Tue 31 Mar | 41-1 v Knaresborough TownKnaresborough Town 1-1 Pickering Town |
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