| 1 | Mon 29 Sep | 11 3-1 v Swindon SupermarineSwindon Supermarine 1-3 Winchester City | 2 |
| 2 | Sat 22 Nov | 112-3 v Portishead TownPortishead Town 3-2 Winchester City | 1 |
| 3 | Tue 25 Nov | 113-0 v Westbury UnitedWinchester City 3-0 Westbury United | 1 |
| 4 | Sat 20 Dec | 162-0 v ShaftesburyWinchester City 2-0 Shaftesbury | 1 |
| 5 | Sat 7 Feb | 71-1 v Malvern TownWinchester City 1-1 Malvern Town | 1 |
| 6 | Sat 7 Mar | 76-5 v Falmouth TownFalmouth Town 5-6 Winchester City | 1 |
| 7 | Sat 21 Mar | 72-2 v Sporting Club InkberrowSporting Club Inkberrow 2-2 Winchester City | 1 |
| 8 | Sat 28 Mar | 116-1 v TavistockWinchester City 6-1 Tavistock | 2 |
| 9 | Mon 6 Apr | 112-2 v BashleyWinchester City 2-2 Bashley | 1 |
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