| 1 | Sat 2 Sep 2017 | 80-1 v Paulton RoversPaulton Rovers 1-0 Winchester City | Emirates FA Cup First Qualifying Round |
| 2 | Sat 9 Sep 2017 | 80-1 v Cirencester TownCirencester Town 1-0 Winchester City | Evo-Stik South West |
| 3 | Sat 14 Oct 2017 | 81-2 v Bristol Manor FarmWinchester City 1-2 Bristol Manor Farm | Evo-Stik South West |
| 4 | Tue 17 Oct 2017 | 141-1 v Paulton RoversWinchester City 1-1 Paulton Rovers | Evo-Stik South West |
| 5 | Tue 21 Nov 2017 | 43-2 v Swindon SupermarineWinchester City 3-2 Swindon Supermarine | Evo-Stik South West |
| 6 | Tue 28 Nov 2017 | 142-1 v North LeighNorth Leigh 1-2 Winchester City | Evo-Stik South West |
| 7 | Sat 2 Dec 2017 | 172-0 v Evesham UnitedWinchester City 2-0 Evesham United | Evo-Stik South West |
| 8 | Sat 13 Jan 2018 | 63-1 v Larkhall AthleticWinchester City 3-1 Larkhall Athletic | Evo-Stik South West |
| 9 | Wed 17 Jan 2018 | 160-2 v SlimbridgeSlimbridge 2-0 Winchester City | Evo-Stik South West |
| 10 | Sat 27 Jan 2018 | 172-0 v Cinderford TownWinchester City 2-0 Cinderford Town | Evo-Stik South West |
| 11 | Wed 31 Jan 2018 | 151-1 v KidlingtonKidlington 1-1 Winchester City | Evo-Stik South West |
| 12 | Sat 3 Feb 2018 | 61-1 v Mangotsfield UnitedMangotsfield United 1-1 Winchester City | Evo-Stik South West |
| 13 | Sat 10 Feb 2018 | 6 2-0 v Didcot TownWinchester City 2-0 Didcot Town | Evo-Stik South West |
| 14 | Sat 17 Feb 2018 | 51-4 v Bristol Manor FarmBristol Manor Farm 4-1 Winchester City | Evo-Stik South West |
| 15 | Tue 20 Feb 2018 | 5 2-4 v Bishops CleeveBishops Cleeve 4-2 Winchester City | Evo-Stik South West |
| 16 | Sat 24 Feb 2018 | 51-1 v Barnstaple TownWinchester City 1-1 Barnstaple Town | Evo-Stik South West |
| 17 | Sat 17 Mar 2018 | 53-0 v SlimbridgeWinchester City 3-0 Slimbridge | Evo-Stik South West |
| 18 | Sat 24 Mar 2018 | 50-1 v Evesham UnitedEvesham United 1-0 Winchester City | Evo-Stik South West |
| 19 | Sat 7 Apr 2018 | 54-1 v Yate TownWinchester City 4-1 Yate Town | Evo-Stik South West |
| 20 | Tue 10 Apr 2018 | 42-2 v SalisburySalisbury 2-2 Winchester City | Evo-Stik South West |
| 21 | Sat 14 Apr 2018 | 81-1 v Swindon SupermarineSwindon Supermarine 1-1 Winchester City | Evo-Stik South West |
| 22 | Sat 21 Apr 2018 | 82-0 v North LeighWinchester City 2-0 North Leigh | Evo-Stik South West |
| 23 | Tue 24 Apr 2018 | 61-2 v Cirencester TownWinchester City 1-2 Cirencester Town | Evo-Stik South West |
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