| 1 | Sat 9 Aug | 172-1 v HartpuryWinchester City 2-1 Hartpury | Southern League - South Division |
| 2 | Tue 12 Aug | 170-1 v Westbury UnitedWestbury United 1-0 Winchester City | Southern League - South Division |
| 3 | Sat 23 Aug | 173-1 v Sporting Club InkberrowWinchester City 3-1 Sporting Club Inkberrow | Southern League - South Division |
| 4 | Mon 25 Aug | 153-1 v Didcot TownDidcot Town 1-3 Winchester City | Southern League - South Division |
| 5 | Tue 14 Oct | 151-1 v Melksham TownWinchester City 1-1 Melksham Town | Southern League - South Division |
| 6 | Sat 18 Oct | 151-1 v Frome TownFrome Town 1-1 Winchester City | Southern League - South Division |
| 7 | Sat 15 Nov | 173-1 v Exmouth TownWinchester City 3-1 Exmouth Town | Southern League - South Division |
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