| 1 | Sat 21 Oct 2017 | 61-4 v Taunton TownTaunton Town 4-1 Winchester City | Evo-Stik South West |
| 2 | Fri 27 Oct 2017 | 54-5 v SalisburyWinchester City 4-5 Salisbury | Evo-Stik South West |
| 3 | Sat 4 Nov 2017 | 5 2-2 v Cinderford TownCinderford Town 2-2 Winchester City | Evo-Stik South West |
| 4 | Sat 11 Nov 2017 | 6 2-1 v Bishops CleeveWinchester City 2-1 Bishops Cleeve | Evo-Stik South West |
| 5 | Tue 21 Nov 2017 | 123-2 v Swindon SupermarineWinchester City 3-2 Swindon Supermarine | Evo-Stik South West |
| 6 | Tue 28 Nov 2017 | 52-1 v North LeighNorth Leigh 1-2 Winchester City | Evo-Stik South West |
| 7 | Sat 2 Dec 2017 | 52-0 v Evesham UnitedWinchester City 2-0 Evesham United | Evo-Stik South West |
| 8 | Sat 23 Dec 2017 | 55-1 v Shortwood UnitedWinchester City 5-1 Shortwood United | Evo-Stik South West |
| 9 | Tue 26 Dec 2017 | 50-3 v Wimborne TownWimborne Town 3-0 Winchester City | Evo-Stik South West |
| 10 | Mon 1 Jan 2018 | 51-1 v AFC TottonWinchester City 1-1 AFC Totton | Evo-Stik South West |
| 11 | Sat 6 Jan 2018 | 52-2 v Paulton RoversPaulton Rovers 2-2 Winchester City | Evo-Stik South West |
| 12 | Sat 13 Jan 2018 | 53-1 v Larkhall AthleticWinchester City 3-1 Larkhall Athletic | Evo-Stik South West |
| 13 | Wed 17 Jan 2018 | 50-2 v SlimbridgeSlimbridge 2-0 Winchester City | Evo-Stik South West |
| 14 | Sat 27 Jan 2018 | 52-0 v Cinderford TownWinchester City 2-0 Cinderford Town | Evo-Stik South West |
| 15 | Wed 31 Jan 2018 | 51-1 v KidlingtonKidlington 1-1 Winchester City | Evo-Stik South West |
| 16 | Sat 3 Feb 2018 | 51-1 v Mangotsfield UnitedMangotsfield United 1-1 Winchester City | Evo-Stik South West |
| 17 | Sat 7 Apr 2018 | 174-1 v Yate TownWinchester City 4-1 Yate Town | Evo-Stik South West |
| 18 | Thu 12 Apr 2018 | 50-1 v AFC TottonAFC Totton 1-0 Winchester City | Evo-Stik South West |
| 19 | Tue 17 Apr 2018 | 50-5 v Taunton TownWinchester City 0-5 Taunton Town | Evo-Stik South West |
| 20 | Sat 21 Apr 2018 | 52-0 v North LeighWinchester City 2-0 North Leigh | Evo-Stik South West |
| 21 | Tue 24 Apr 2018 | 51-2 v Cirencester TownWinchester City 1-2 Cirencester Town | Evo-Stik South West |
| 22 | Sat 28 Apr 2018 | 50-2 v BidefordBideford 2-0 Winchester City | Evo-Stik South West |
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