| 1 | Sat 13 Sep | 104-0 v Portishead TownWinchester City 4-0 Portishead Town |
| 2 | Sat 27 Sep | 104-0 v Bristol Manor FarmBristol Manor Farm 0-4 Winchester City |
| 3 | Mon 29 Sep | 103-1 v Swindon SupermarineSwindon Supermarine 1-3 Winchester City |
| 4 | Sat 11 Oct | 101-4 v Malvern TownMalvern Town 4-1 Winchester City |
| 5 | Tue 14 Oct | 101-1 v Melksham TownWinchester City 1-1 Melksham Town |
| 6 | Sat 18 Oct | 101-1 v Frome TownFrome Town 1-1 Winchester City |
| 7 | Sat 25 Oct | 102-2 v Brixham AFCWinchester City 2-2 Brixham AFC |
| 8 | Tue 28 Oct | 101-1 v Bishops CleeveWinchester City 1-1 Bishops Cleeve |
| 9 | Sat 1 Nov | 103-1 v Mousehole AFCMousehole AFC 1-3 Winchester City |
| 10 | Tue 4 Nov | 102-0 v BidefordWinchester City 2-0 Bideford |
| 11 | Sat 8 Nov | 10 4-2 v Falmouth TownWinchester City 4-2 Falmouth Town |
| 12 | Wed 12 Nov | 10 2-1 v Larkhall AthleticLarkhall Athletic 1-2 Winchester City |
| 13 | Sat 15 Nov | 103-1 v Exmouth TownWinchester City 3-1 Exmouth Town |
| 14 | Sat 22 Nov | 102-3 v Portishead TownPortishead Town 3-2 Winchester City |
| 15 | Tue 25 Nov | 103-0 v Westbury UnitedWinchester City 3-0 Westbury United |
| 16 | Sat 6 Dec | 102-1 v Willand RoversWinchester City 2-1 Willand Rovers |
| 17 | Sat 13 Dec | 100-0 v HartpuryHartpury 0-0 Winchester City |
| 18 | Sat 20 Dec | 102-0 v ShaftesburyWinchester City 2-0 Shaftesbury |
| 19 | Sat 27 Dec | 102-0 v BashleyBashley 0-2 Winchester City |
| 20 | Sat 3 Jan | 10 2-0 v Didcot TownWinchester City 2-0 Didcot Town |
| 21 | Sat 10 Jan | 101-3 v Frome TownWinchester City 1-3 Frome Town |
| 22 | Wed 14 Jan | 102-1 v TavistockTavistock 1-2 Winchester City |
| 23 | Sat 17 Jan | 101-1 v Brixham AFCBrixham AFC 1-1 Winchester City |
| 24 | Sat 24 Jan | 102-2 v Swindon SupermarineWinchester City 2-2 Swindon Supermarine |
| 25 | Sat 7 Feb | 41-1 v Malvern TownWinchester City 1-1 Malvern Town |
| 26 | Sat 14 Feb | 4 0-1 v Melksham TownMelksham Town 1-0 Winchester City |
| 27 | Sat 21 Feb | 2 1-2 v Bishops CleeveBishops Cleeve 2-1 Winchester City |
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