| 1 | Sat 26 Jul | 12-2 v SheffieldLiversedge 2-2 Sheffield |
| 2 | Wed 6 Aug | 11-2 v HandsworthHandsworth 2-1 Liversedge |
| 3 | Sat 9 Aug | 12-0 v Beverley TownLiversedge 2-0 Beverley Town |
| 4 | Sat 27 Sep | 13-3 v Knaresborough TownPickering Town 3-3 Knaresborough Town |
| 5 | Tue 30 Sep | 12-0 v Beverley TownPickering Town 2-0 Beverley Town |
| 6 | Sat 4 Oct | 12-3 v ThackleyPickering Town 2-3 Thackley |
| 7 | Sat 11 Oct | 13-0 v Barton TownBarton Town 0-3 Pickering Town |
| 8 | Tue 14 Oct | 12-0 v SheffieldPickering Town 2-0 Sheffield |
| 9 | Sat 18 Oct | 11-5 v Bottesford TownBottesford Town 5-1 Pickering Town |
| 10 | Sat 1 Nov | 12-0 v Penistone ChurchPenistone Church 0-2 Pickering Town |
| 11 | Tue 11 Nov | 11-1 v Frickley AthleticFrickley Athletic 1-1 Pickering Town |
| 12 | Sat 15 Nov | 11-2 v ParkgatePickering Town 1-2 Parkgate |
| 13 | Sat 22 Nov | 10-2 v Golcar UnitedGolcar United 2-0 Pickering Town |
| 14 | Sat 29 Nov | 10-4 v Campion AFCPickering Town 0-4 Campion AFC |
| 15 | Sat 13 Dec | 12-3 v SheffieldSheffield 3-2 Pickering Town |
| 16 | Tue 16 Dec | 10-3 v Albion SportsPickering Town 0-3 Albion Sports |
| 17 | Sat 20 Dec | 14-1 v HandsworthPickering Town 4-1 Handsworth |
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