| 1 | Sat 2 Sep 2017 | 110-1 v Paulton RoversPaulton Rovers 1-0 Winchester City | Emirates FA Cup First Qualifying Round |
| 2 | Sat 9 Sep 2017 | 70-1 v Cirencester TownCirencester Town 1-0 Winchester City | Evo-Stik South West |
| 3 | Sat 23 Sep 2017 | 73-0 v Mangotsfield UnitedWinchester City 3-0 Mangotsfield United | Evo-Stik South West |
| 4 | Tue 26 Sep 2017 | 74-2 v Didcot TownDidcot Town 2-4 Winchester City | Evo-Stik South West |
| 5 | Sat 30 Sep 2017 | 74-1 v Barnstaple TownBarnstaple Town 1-4 Winchester City | Evo-Stik South West |
| 6 | Sat 7 Oct 2017 | 71-3 v KidlingtonKidlington 3-1 Winchester City | Buildbase FA Trophy Preliminary Round |
| 7 | Sat 14 Oct 2017 | 71-2 v Bristol Manor FarmWinchester City 1-2 Bristol Manor Farm | Evo-Stik South West |
| 8 | Tue 17 Oct 2017 | 71-1 v Paulton RoversWinchester City 1-1 Paulton Rovers | Evo-Stik South West |
| 9 | Sat 25 Nov 2017 | 172-3 v BidefordWinchester City 2-3 Bideford | Evo-Stik South West |
| 10 | Tue 28 Nov 2017 | 112-1 v North LeighNorth Leigh 1-2 Winchester City | Evo-Stik South West |
| 11 | Sat 2 Dec 2017 | 11 2-0 v Evesham UnitedWinchester City 2-0 Evesham United | Evo-Stik South West |
| 12 | Sat 23 Dec 2017 | 125-1 v Shortwood UnitedWinchester City 5-1 Shortwood United | Evo-Stik South West |
| 13 | Tue 26 Dec 2017 | 120-3 v Wimborne TownWimborne Town 3-0 Winchester City | Evo-Stik South West |
| 14 | Sat 6 Jan 2018 | 122-2 v Paulton RoversPaulton Rovers 2-2 Winchester City | Evo-Stik South West |
| 15 | Sat 27 Jan 2018 | 72-0 v Cinderford TownWinchester City 2-0 Cinderford Town | Evo-Stik South West |
| 16 | Wed 31 Jan 2018 | 71-1 v KidlingtonKidlington 1-1 Winchester City | Evo-Stik South West |
| 17 | Sat 3 Feb 2018 | 141-1 v Mangotsfield UnitedMangotsfield United 1-1 Winchester City | Evo-Stik South West |
| 18 | Sat 10 Feb 2018 | 142-0 v Didcot TownWinchester City 2-0 Didcot Town | Evo-Stik South West |
| 19 | Tue 20 Feb 2018 | 122-4 v Bishops CleeveBishops Cleeve 4-2 Winchester City | Evo-Stik South West |
| 20 | Sat 24 Feb 2018 | 71-1 v Barnstaple TownWinchester City 1-1 Barnstaple Town | Evo-Stik South West |
| 21 | Sat 17 Mar 2018 | 123-0 v SlimbridgeWinchester City 3-0 Slimbridge | Evo-Stik South West |
| 22 | Sat 7 Apr 2018 | 124-1 v Yate TownWinchester City 4-1 Yate Town | Evo-Stik South West |
| 23 | Tue 10 Apr 2018 | 102-2 v SalisburySalisbury 2-2 Winchester City | Evo-Stik South West |
| 24 | Thu 12 Apr 2018 | 70-1 v AFC TottonAFC Totton 1-0 Winchester City | Evo-Stik South West |
| 25 | Sat 14 Apr 2018 | 121-1 v Swindon SupermarineSwindon Supermarine 1-1 Winchester City | Evo-Stik South West |
| 26 | Tue 17 Apr 2018 | 70-5 v Taunton TownWinchester City 0-5 Taunton Town | Evo-Stik South West |
| 27 | Sat 21 Apr 2018 | 172-0 v North LeighWinchester City 2-0 North Leigh | Evo-Stik South West |
| 28 | Tue 24 Apr 2018 | 81-2 v Cirencester TownWinchester City 1-2 Cirencester Town | Evo-Stik South West |
| 29 | Sat 28 Apr 2018 | 110-2 v BidefordBideford 2-0 Winchester City | Evo-Stik South West |
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