| 1 | Sat 24 Jan | 82-2 v Swindon SupermarineWinchester City 2-2 Swindon Supermarine | Southern League - South Division |
| 2 | Sat 7 Feb | 10 1-1 v Malvern TownWinchester City 1-1 Malvern Town | Southern League - South Division |
| 3 | Sat 14 Feb | 90-1 v Melksham TownMelksham Town 1-0 Winchester City | Southern League - South Division |
| 4 | Sat 21 Feb | 9 1-2 v Bishops CleeveBishops Cleeve 2-1 Winchester City | Southern League - South Division |
| 5 | Sat 28 Feb | 9 3-2 v Mousehole AFCWinchester City 3-2 Mousehole AFC | Southern League - South Division |
| 6 | Sat 7 Mar | 96-5 v Falmouth TownFalmouth Town 5-6 Winchester City | Southern League - South Division |
| 7 | Sat 14 Mar | 90-2 v Larkhall AthleticWinchester City 0-2 Larkhall Athletic | Southern League - South Division |
| 8 | Tue 17 Mar | 176-1 v BidefordBideford 1-6 Winchester City | Southern League - South Division |
| 9 | Sat 21 Mar | 112-2 v Sporting Club InkberrowSporting Club Inkberrow 2-2 Winchester City | Southern League - South Division |
| 10 | Sat 28 Mar | 126-1 v TavistockWinchester City 6-1 Tavistock | Southern League - South Division |
| 11 | Sat 18 Apr | 14 2-1 v Exmouth TownExmouth Town 1-2 Winchester City | Southern League - South Division |
| 12 | Sat 25 Apr | 123-0 v Bristol Manor FarmWinchester City 3-0 Bristol Manor Farm | Southern League - South Division |
| 13 | Wed 29 Apr | 120-2 v ShaftesburyWinchester City 0-2 Shaftesbury | Southern League - South Division Play-off Semi Final |
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