| 1 | 11/8/2018 | 2 1-1 v Hertford TownAshford Town (Middx) 1-1 Hertford Town | Bostik League South Central Division |
| 2 | 21/8/2018 | 20-1 v Hayes & Yeading UnitedAshford Town (Middx) 0-1 Hayes & Yeading United | Velocity Trophy First Round |
| 3 | 26/8/2018 | 21-4 v Cray Valley Paper MillsCray Valley Paper Mills 4-1 Ashford Town (Middx) | Emirates FA Cup Preliminary Round |
| 4 | 28/8/2018 | 20-1 v Hanwell TownHanwell Town 1-0 Ashford Town (Middx) | Bostik League South Central Division |
| 5 | 22/9/2018 | 170-5 v Bracknell TownAshford Town (Middx) 0-5 Bracknell Town | Bostik League South Central Division |
| 6 | 25/9/2018 | 22-0 v MoleseyMolesey 0-2 Ashford Town (Middx) | Bostik League South Central Division |
| 7 | 29/9/2018 | 24-2 v Heybridge SwiftsAshford Town (Middx) 4-2 Heybridge Swifts | Buildbase FA Trophy Extra Preliminary Round |
| 8 | 6/10/2018 | 21-7 v Hayes & Yeading UnitedHayes & Yeading United 7-1 Ashford Town (Middx) | Bostik League South Central Division |
| 9 | 13/10/2018 | 20-0 v WestfieldAshford Town (Middx) 0-0 Westfield | Buildbase FA Trophy Preliminary Round |
| 10 | 27/10/2018 | 21-2 v LewesAshford Town (Middx) 1-2 Lewes | Buildbase FA Trophy First Qualifying Round |
| 11 | 3/11/2018 | 20-3 v NorthwoodNorthwood 3-0 Ashford Town (Middx) | Bostik League South Central Division |
| 12 | 13/11/2018 | 162-1 v FC RomaniaAshford Town (Middx) 2-1 FC Romania | Bostik League South Central Division |
| 13 | 1/12/2018 | 25-0 v UxbridgeUxbridge 0-5 Ashford Town (Middx) | Bostik League South Central Division |
| 14 | 29/12/2018 | 2 0-4 v Bedfont SportsBedfont Sports 4-0 Ashford Town (Middx) | Bostik League South Central Division |
| 15 | 9/3/2019 | 161-3 v WareAshford Town (Middx) 1-3 Ware | Bostik League South Central Division |
| 16 | 23/3/2019 | 120-1 v UxbridgeAshford Town (Middx) 0-1 Uxbridge | Bostik League South Central Division |
| 17 | 30/3/2019 | 21-2 v South ParkAshford Town (Middx) 1-2 South Park | Bostik League South Central Division |
| 18 | 6/4/2019 | 2 1-2 v Chalfont St PeterChalfont St Peter 2-1 Ashford Town (Middx) | Bostik League South Central Division |
| 19 | 13/4/2019 | 121-2 v Tooting & Mitcham UnitedAshford Town (Middx) 1-2 Tooting & Mitcham United | Bostik League South Central Division |
| 20 | 20/4/2019 | 22-1 v Egham TownEgham Town 1-2 Ashford Town (Middx) | Bostik League South Central Division |
| 21 | 22/4/2019 | 2 2-1 v Bedfont SportsAshford Town (Middx) 2-1 Bedfont Sports | Bostik League South Central Division |
| 22 | 27/4/2019 | 20-6 v Bracknell TownBracknell Town 6-0 Ashford Town (Middx) | Bostik League South Central Division |
