| 1 | 11/8/2018 | 4 1-1 v Hertford TownAshford Town (Middx) 1-1 Hertford Town | Bostik League South Central Division |
| 2 | 18/8/2018 | 44-2 v ChipsteadChipstead 2-4 Ashford Town (Middx) | Bostik League South Central Division |
| 3 | 26/8/2018 | 41-4 v Cray Valley Paper MillsCray Valley Paper Mills 4-1 Ashford Town (Middx) | Emirates FA Cup Preliminary Round |
| 4 | 28/8/2018 | 40-1 v Hanwell TownHanwell Town 1-0 Ashford Town (Middx) | Bostik League South Central Division |
| 5 | 1/9/2018 | 41-1 v CheshuntAshford Town (Middx) 1-1 Cheshunt | Bostik League South Central Division |
| 6 | 15/9/2018 | 4 3-2 v Tooting & Mitcham UnitedTooting & Mitcham United 2-3 Ashford Town (Middx) | Bostik League South Central Division |
| 7 | 22/9/2018 | 40-5 v Bracknell TownAshford Town (Middx) 0-5 Bracknell Town | Bostik League South Central Division |
| 8 | 25/9/2018 | 42-0 v MoleseyMolesey 0-2 Ashford Town (Middx) | Bostik League South Central Division |
| 9 | 29/9/2018 | 44-2 v Heybridge SwiftsAshford Town (Middx) 4-2 Heybridge Swifts | Buildbase FA Trophy Extra Preliminary Round |
| 10 | 6/10/2018 | 71-7 v Hayes & Yeading UnitedHayes & Yeading United 7-1 Ashford Town (Middx) | Bostik League South Central Division |
| 11 | 13/10/2018 | 70-0 v WestfieldAshford Town (Middx) 0-0 Westfield | Buildbase FA Trophy Preliminary Round |
| 12 | 16/10/2018 | 43-2 v WestfieldWestfield 2-3 Ashford Town (Middx) | Buildbase FA Trophy Preliminary Round |
| 13 | 20/10/2018 | 43-0 v WestfieldAshford Town (Middx) 3-0 Westfield | Bostik League South Central Division |
| 14 | 27/10/2018 | 41-2 v LewesAshford Town (Middx) 1-2 Lewes | Buildbase FA Trophy First Qualifying Round |
| 15 | 3/11/2018 | 4 0-3 v NorthwoodNorthwood 3-0 Ashford Town (Middx) | Bostik League South Central Division |
| 16 | 10/11/2018 | 42-1 v Waltham AbbeyAshford Town (Middx) 2-1 Waltham Abbey | Bostik League South Central Division |
| 17 | 13/11/2018 | 42-1 v FC RomaniaAshford Town (Middx) 2-1 FC Romania | Bostik League South Central Division |
| 18 | 24/11/2018 | 40-3 v MarlowAshford Town (Middx) 0-3 Marlow | Bostik League South Central Division |
| 19 | 9/2/2019 | 161-0 v Hertford TownHertford Town 0-1 Ashford Town (Middx) | Bostik League South Central Division |
| 20 | 16/2/2019 | 40-0 v ChipsteadAshford Town (Middx) 0-0 Chipstead | Bostik League South Central Division |
| 21 | 23/2/2019 | 172-1 v NorthwoodAshford Town (Middx) 2-1 Northwood | Bostik League South Central Division |
| 22 | 2/3/2019 | 8 1-2 v Waltham AbbeyWaltham Abbey 2-1 Ashford Town (Middx) | Bostik League South Central Division |
| 23 | 9/3/2019 | 41-3 v WareAshford Town (Middx) 1-3 Ware | Bostik League South Central Division |
| 24 | 16/3/2019 | 4 0-1 v MarlowMarlow 1-0 Ashford Town (Middx) | Bostik League South Central Division |
| 25 | 23/3/2019 | 4 0-1 v UxbridgeAshford Town (Middx) 0-1 Uxbridge | Bostik League South Central Division |
| 26 | 30/3/2019 | 41-2 v South ParkAshford Town (Middx) 1-2 South Park | Bostik League South Central Division |
| 27 | 6/4/2019 | 121-2 v Chalfont St PeterChalfont St Peter 2-1 Ashford Town (Middx) | Bostik League South Central Division |
| 28 | 13/4/2019 | 4 1-2 v Tooting & Mitcham UnitedAshford Town (Middx) 1-2 Tooting & Mitcham United | Bostik League South Central Division |
| 29 | 20/4/2019 | 4 2-1 v Egham TownEgham Town 1-2 Ashford Town (Middx) | Bostik League South Central Division |
| 30 | 22/4/2019 | 42-1 v Bedfont SportsAshford Town (Middx) 2-1 Bedfont Sports | Bostik League South Central Division |
| 31 | 27/4/2019 | 40-6 v Bracknell TownBracknell Town 6-0 Ashford Town (Middx) | Bostik League South Central Division |
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