| 1 | 11/8/2018 | 5 1-1 v Hertford TownAshford Town (Middx) 1-1 Hertford Town | Bostik League South Central Division |
| 2 | 18/8/2018 | 54-2 v ChipsteadChipstead 2-4 Ashford Town (Middx) | Bostik League South Central Division |
| 3 | 21/8/2018 | 50-1 v Hayes & Yeading UnitedAshford Town (Middx) 0-1 Hayes & Yeading United | Velocity Trophy First Round |
| 4 | 26/8/2018 | 51-4 v Cray Valley Paper MillsCray Valley Paper Mills 4-1 Ashford Town (Middx) | Emirates FA Cup Preliminary Round |
| 5 | 28/8/2018 | 5 0-1 v Hanwell TownHanwell Town 1-0 Ashford Town (Middx) | Bostik League South Central Division |
| 6 | 1/9/2018 | 51-1 v CheshuntAshford Town (Middx) 1-1 Cheshunt | Bostik League South Central Division |
| 7 | 6/10/2018 | 51-7 v Hayes & Yeading UnitedHayes & Yeading United 7-1 Ashford Town (Middx) | Bostik League South Central Division |
| 8 | 13/10/2018 | 50-0 v WestfieldAshford Town (Middx) 0-0 Westfield | Buildbase FA Trophy Preliminary Round |
| 9 | 16/10/2018 | 53-2 v WestfieldWestfield 2-3 Ashford Town (Middx) | Buildbase FA Trophy Preliminary Round |
| 10 | 20/10/2018 | 53-0 v WestfieldAshford Town (Middx) 3-0 Westfield | Bostik League South Central Division |
| 11 | 27/10/2018 | 51-2 v LewesAshford Town (Middx) 1-2 Lewes | Buildbase FA Trophy First Qualifying Round |
| 12 | 3/11/2018 | 50-3 v NorthwoodNorthwood 3-0 Ashford Town (Middx) | Bostik League South Central Division |
| 13 | 10/11/2018 | 52-1 v Waltham AbbeyAshford Town (Middx) 2-1 Waltham Abbey | Bostik League South Central Division |
| 14 | 17/11/2018 | 52-2 v WareWare 2-2 Ashford Town (Middx) | Bostik League South Central Division |
| 15 | 24/11/2018 | 50-3 v MarlowAshford Town (Middx) 0-3 Marlow | Bostik League South Central Division |
| 16 | 1/12/2018 | 55-0 v UxbridgeUxbridge 0-5 Ashford Town (Middx) | Bostik League South Central Division |
| 17 | 8/12/2018 | 55-2 v South ParkSouth Park 2-5 Ashford Town (Middx) | Bostik League South Central Division |
| 18 | 15/12/2018 | 52-0 v Chalfont St PeterAshford Town (Middx) 2-0 Chalfont St Peter | Bostik League South Central Division |
| 19 | 22/12/2018 | 51-4 v Hanwell TownAshford Town (Middx) 1-4 Hanwell Town | Bostik League South Central Division |
| 20 | 29/12/2018 | 50-4 v Bedfont SportsBedfont Sports 4-0 Ashford Town (Middx) | Bostik League South Central Division |
| 21 | 5/1/2019 | 52-1 v Egham TownAshford Town (Middx) 2-1 Egham Town | Bostik League South Central Division |
| 22 | 12/1/2019 | 50-1 v CheshuntCheshunt 1-0 Ashford Town (Middx) | Bostik League South Central Division |
| 23 | 19/1/2019 | 52-0 v FC RomaniaFC Romania 0-2 Ashford Town (Middx) | Bostik League South Central Division |
| 24 | 26/1/2019 | 52-2 v Hayes & Yeading UnitedAshford Town (Middx) 2-2 Hayes & Yeading United | Bostik League South Central Division |
| 25 | 5/2/2019 | 52-3 v MoleseyAshford Town (Middx) 2-3 Molesey | Bostik League South Central Division |
| 26 | 9/2/2019 | 51-0 v Hertford TownHertford Town 0-1 Ashford Town (Middx) | Bostik League South Central Division |
| 27 | 16/2/2019 | 50-0 v ChipsteadAshford Town (Middx) 0-0 Chipstead | Bostik League South Central Division |
| 28 | 23/2/2019 | 52-1 v NorthwoodAshford Town (Middx) 2-1 Northwood | Bostik League South Central Division |
| 29 | 26/2/2019 | 51-2 v WestfieldWestfield 2-1 Ashford Town (Middx) | Bostik League South Central Division |
| 30 | 2/3/2019 | 51-2 v Waltham AbbeyWaltham Abbey 2-1 Ashford Town (Middx) | Bostik League South Central Division |
| 31 | 9/3/2019 | 5 1-3 v WareAshford Town (Middx) 1-3 Ware | Bostik League South Central Division |
| 32 | 23/3/2019 | 50-1 v UxbridgeAshford Town (Middx) 0-1 Uxbridge | Bostik League South Central Division |
| 33 | 30/3/2019 | 51-2 v South ParkAshford Town (Middx) 1-2 South Park | Bostik League South Central Division |
| 34 | 6/4/2019 | 51-2 v Chalfont St PeterChalfont St Peter 2-1 Ashford Town (Middx) | Bostik League South Central Division |
| 35 | 13/4/2019 | 5 1-2 v Tooting & Mitcham UnitedAshford Town (Middx) 1-2 Tooting & Mitcham United | Bostik League South Central Division |
| 36 | 20/4/2019 | 52-1 v Egham TownEgham Town 1-2 Ashford Town (Middx) | Bostik League South Central Division |
| 37 | 22/4/2019 | 5 2-1 v Bedfont SportsAshford Town (Middx) 2-1 Bedfont Sports | Bostik League South Central Division |
| 38 | 27/4/2019 | 50-6 v Bracknell TownBracknell Town 6-0 Ashford Town (Middx) | Bostik League South Central Division |
