| 1 | 17/8/2019 | 100-4 v Chalfont St PeterAshford Town (Middx) 0-4 Chalfont St Peter | BetVictor Isthmian South Central Division |
| 2 | 20/8/2019 | 101-3 v Tooting & Mitcham UnitedTooting & Mitcham United 3-1 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 3 | 24/8/2019 | 100-6 v Sutton AthleticSutton Athletic 6-0 Ashford Town (Middx) | Emirates FA Cup Preliminary Round |
| 4 | 26/8/2019 | 10 0-4 v WestfieldAshford Town (Middx) 0-4 Westfield | BetVictor Isthmian South Central Division |
| 5 | 31/8/2019 | 100-4 v Bracknell TownBracknell Town 4-0 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 6 | 3/9/2019 | 110-2 v Bedfont SportsAshford Town (Middx) 0-2 Bedfont Sports | Velocity Trophy Group 8 |
| 7 | 7/9/2019 | 60-1 v NorthwoodAshford Town (Middx) 0-1 Northwood | Velocity Trophy Group 8 |
| 8 | 14/9/2019 | 111-1 v BarkingAshford Town (Middx) 1-1 Barking | BetVictor Isthmian South Central Division |
| 9 | 17/9/2019 | 11 1-2 v Chertsey TownAshford Town (Middx) 1-2 Chertsey Town | BetVictor Isthmian South Central Division |
| 10 | 21/9/2019 | 113-3 v South ParkSouth Park 3-3 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 11 | 5/10/2019 | 111-2 v Harlow TownAshford Town (Middx) 1-2 Harlow Town | BetVictor Isthmian South Central Division |
| 12 | 12/10/2019 | 112-2 v Canvey IslandAshford Town (Middx) 2-2 Canvey Island | Buildbase FA Trophy Preliminary Round |
| 13 | 15/10/2019 | 30-5 v Canvey IslandCanvey Island 5-0 Ashford Town (Middx) | Buildbase FA Trophy Preliminary Round |
| 14 | 19/10/2019 | 82-3 v UxbridgeUxbridge 3-2 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 15 | 26/10/2019 | 85-3 v Hertford TownHertford Town 3-5 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 16 | 29/10/2019 | 143-0 v UxbridgeUxbridge 0-3 Ashford Town (Middx) | Velocity Trophy Group 8 |
| 17 | 9/11/2019 | 111-1 v MarlowMarlow 1-1 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 18 | 12/11/2019 | 8 0-2 v Staines TownStaines Town 2-0 Ashford Town (Middx) | Velocity Trophy Group 8 |
| 19 | 16/11/2019 | 71-3 v NorthwoodAshford Town (Middx) 1-3 Northwood | BetVictor Isthmian South Central Division |
| 20 | 23/11/2019 | 71-0 v Hanwell TownHanwell Town 0-1 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 21 | 30/11/2019 | 70-1 v Waltham AbbeyAshford Town (Middx) 0-1 Waltham Abbey | BetVictor Isthmian South Central Division |
| 22 | 7/12/2019 | 110-6 v WareWare 6-0 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 23 | 14/12/2019 | 80-2 v ChipsteadAshford Town (Middx) 0-2 Chipstead | BetVictor Isthmian South Central Division |
| 24 | 28/12/2019 | 110-5 v WestfieldWestfield 5-0 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 25 | 4/1/2020 | 72-4 v Bracknell TownAshford Town (Middx) 2-4 Bracknell Town | BetVictor Isthmian South Central Division |
| 26 | 11/1/2020 | 112-3 v FC RomaniaFC Romania 3-2 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 27 | 18/1/2020 | 110-5 v UxbridgeAshford Town (Middx) 0-5 Uxbridge | BetVictor Isthmian South Central Division |
| 28 | 25/1/2020 | 11 1-1 v Harlow TownHarlow Town 1-1 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 29 | 1/2/2020 | 103-0 v South ParkAshford Town (Middx) 3-0 South Park | BetVictor Isthmian South Central Division |
| 30 | 4/2/2020 | 10 0-4 v Chertsey TownChertsey Town 4-0 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 31 | 8/2/2020 | 100-3 v WareAshford Town (Middx) 0-3 Ware | BetVictor Isthmian South Central Division |
| 32 | 18/2/2020 | 102-0 v Staines TownAshford Town (Middx) 2-0 Staines Town | BetVictor Isthmian South Central Division |
| 33 | 22/2/2020 | 10 0-0 v Bedfont SportsBedfont Sports 0-0 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 34 | 7/3/2020 | 41-2 v NorthwoodNorthwood 2-1 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
| 35 | 10/3/2020 | 102-0 v ChipsteadChipstead 0-2 Ashford Town (Middx) | BetVictor Isthmian South Central Division |
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