| 1 | Fri 31 Jul | 32-1 v HilltopHilltop 1-2 Wokingham Town | Combined Counties League Premier Division North |
| 2 | Tue 4 Aug | 140-1 v Reading CityReading City 1-0 Wokingham Town | Combined Counties League Premier Division North |
| 3 | Fri 7 Aug | 32-0 v Corsham TownWokingham Town 2-0 Corsham Town | Emirates FA Cup Extra Preliminary Round |
| 4 | Tue 11 Aug | 32-2 v Thatcham TownWokingham Town 2-2 Thatcham Town | Combined Counties League Premier Division North |
| 5 | Fri 14 Aug | 31-4 v Sandhurst TownSandhurst Town 4-1 Wokingham Town | FA Vase First Qualifying Round |
| 6 | Fri 21 Aug | 31-1 v Hungerford TownHungerford Town 1-1 Wokingham Town | Emirates FA Cup Preliminary Round |
| 7 | Tue 25 Aug | 31-2 v Hungerford TownWokingham Town 1-2 Hungerford Town | Emirates FA Cup Preliminary Round Replay |
| 8 | Sat 29 Aug | 30-1 v KidlingtonKidlington 1-0 Wokingham Town | Combined Counties League Premier Division North |
| 9 | Mon 31 Aug | 32-2 v HolyportWokingham Town 2-2 Holyport | Combined Counties League Premier Division North |
| 10 | Sat 5 Sep | 32-0 v Easington SportsEasington Sports 0-2 Wokingham Town | Combined Counties League Premier Division North |
| 11 | Sat 12 Sep | 30-3 v Broadfields UnitedBroadfields United 3-0 Wokingham Town | Combined Counties League Premier Division North |
| 12 | Tue 15 Sep | 32-0 v North LeighWokingham Town 2-0 North Leigh | Combined Counties League Premier Division North |
| 13 | Sat 26 Sep | 34-1 v NorthwoodWokingham Town 4-1 Northwood | Combined Counties League Premier Division North |
| 14 | Tue 29 Sep | 33-1 v BedfontWokingham Town 3-1 Bedfont | Combined Counties League Premier Division North |
| 15 | Sat 3 Oct | 33-2 v Amersham TownAmersham Town 2-3 Wokingham Town | Combined Counties League Premier Division North |
| 16 | Sat 10 Oct | 31-1 v Broadfields UnitedWokingham Town 1-1 Broadfields United | Combined Counties League Premier Division North |
| 17 | Sat 17 Oct | 33-3 v BurnhamBurnham 3-3 Wokingham Town | Combined Counties League Premier Division North |
| 18 | Tue 20 Oct | 35-2 v Wallingford & CrowmarshWokingham Town 5-2 Wallingford & Crowmarsh | Combined Counties League Premier Division North |
| 19 | Sat 24 Oct | 31-0 v Abingdon UnitedWokingham Town 1-0 Abingdon United | Combined Counties League Premier Division North |
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