| 1 | Sat 13 Sep | 104-0 v Portishead TownWinchester City 4-0 Portishead Town | Southern League - South Division | 1 |
| 2 | Tue 14 Oct | 101-1 v Melksham TownWinchester City 1-1 Melksham Town | Southern League - South Division | 1 |
| 3 | Sat 1 Nov | 103-1 v Mousehole AFCMousehole AFC 1-3 Winchester City | Southern League - South Division | 1 |
| 4 | Sat 15 Nov | 103-1 v Exmouth TownWinchester City 3-1 Exmouth Town | Southern League - South Division | 1 |
| 5 | Sat 22 Nov | 102-3 v Portishead TownPortishead Town 3-2 Winchester City | Southern League - South Division | 1 |
| 6 | Sat 25 Apr | 103-0 v Bristol Manor FarmWinchester City 3-0 Bristol Manor Farm | Southern League - South Division | 1 |
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