| 1 | Mon 29 Sep | 11 3-1 v Swindon SupermarineSwindon Supermarine 1-3 Winchester City | Southern League - South Division | 2 |
| 2 | Sat 22 Nov | 112-3 v Portishead TownPortishead Town 3-2 Winchester City | Southern League - South Division | 1 |
| 3 | Tue 25 Nov | 113-0 v Westbury UnitedWinchester City 3-0 Westbury United | Southern League - South Division | 1 |
| 4 | Sat 20 Dec | 162-0 v ShaftesburyWinchester City 2-0 Shaftesbury | Southern League - South Division | 1 |
| 5 | Sat 7 Feb | 71-1 v Malvern TownWinchester City 1-1 Malvern Town | Southern League - South Division | 1 |
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