| 1 | Sat 26 Jul | 51-1 v ParkgateParkgate 1-1 Pickering Town |
| 2 | Tue 5 Aug | 5 3-2 v Golcar UnitedPickering Town 3-2 Golcar United |
| 3 | Wed 27 Aug | 54-1 v HandsworthHandsworth 1-4 Pickering Town |
| 4 | Wed 3 Sep | 53-2 v Eccleshill UnitedEccleshill United 2-3 Pickering Town |
| 5 | Fri 5 Sep | 52-1 v Wombwell TownPickering Town 2-1 Wombwell Town |
| 6 | Tue 9 Sep | 52-3 v Albion SportsAlbion Sports 3-2 Pickering Town |
| 7 | Tue 16 Sep | 54-4 v Horbury TownPickering Town 4-4 Horbury Town |
| 8 | Sat 27 Sep | 53-3 v Knaresborough TownPickering Town 3-3 Knaresborough Town |
| 9 | Tue 30 Sep | 52-0 v Beverley TownPickering Town 2-0 Beverley Town |
| 10 | Sat 4 Oct | 52-3 v ThackleyPickering Town 2-3 Thackley |
| 11 | Sat 11 Oct | 53-0 v Barton TownBarton Town 0-3 Pickering Town |
| 12 | Tue 14 Oct | 52-0 v SheffieldPickering Town 2-0 Sheffield |
| 13 | Sat 18 Oct | 5 1-5 v Bottesford TownBottesford Town 5-1 Pickering Town |
| 14 | Sat 1 Nov | 52-0 v Penistone ChurchPenistone Church 0-2 Pickering Town |
| 15 | Tue 11 Nov | 51-1 v Frickley AthleticFrickley Athletic 1-1 Pickering Town |
| 16 | Sat 15 Nov | 5 1-2 v ParkgatePickering Town 1-2 Parkgate |
| 17 | Sat 22 Nov | 50-2 v Golcar UnitedGolcar United 2-0 Pickering Town |
| 18 | Sat 29 Nov | 50-4 v Campion AFCPickering Town 0-4 Campion AFC |
| 19 | Sat 13 Dec | 52-3 v SheffieldSheffield 3-2 Pickering Town |
| 20 | Tue 16 Dec | 50-3 v Albion SportsPickering Town 0-3 Albion Sports |
| 21 | Sat 20 Dec | 54-1 v HandsworthPickering Town 4-1 Handsworth |
| 22 | Sat 27 Dec | 50-1 v Beverley TownBeverley Town 1-0 Pickering Town |
| 23 | Sat 17 Jan | 53-1 v Rossington MainPickering Town 3-1 Rossington Main |
| 24 | Sat 24 Jan | 52-1 v Horbury TownHorbury Town 1-2 Pickering Town |
| 25 | Sat 28 Feb | 121-3 v LiversedgePickering Town 1-3 Liversedge |
| 26 | Sat 7 Mar | 5 1-2 v Rossington MainRossington Main 2-1 Pickering Town |
| 27 | Sat 14 Mar | 53-0 v Bottesford TownPickering Town 3-0 Bottesford Town |
| 28 | Tue 17 Mar | 52-0 v Eccleshill UnitedPickering Town 2-0 Eccleshill United |
| 29 | Sat 21 Mar | 50-3 v Tadcaster AlbionTadcaster Albion 3-0 Pickering Town |
| 30 | Tue 24 Mar | 54-0 v Wombwell TownWombwell Town 0-4 Pickering Town |
| 31 | Sat 28 Mar | 51-1 v Penistone ChurchPickering Town 1-1 Penistone Church |
| 32 | Tue 31 Mar | 5 1-1 v Knaresborough TownKnaresborough Town 1-1 Pickering Town |
| 33 | Sat 4 Apr | 50-2 v LiversedgeLiversedge 2-0 Pickering Town |
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