| 1 | 26/8/2019 | 42-1 v Phoenix SportsPhoenix Sports 1-2 VCD Athletic | BetVictor Isthmian South East Division |
| 2 | 31/8/2019 | 42-2 v RamsgateVCD Athletic 2-2 Ramsgate | BetVictor Isthmian South East Division |
| 3 | 3/9/2019 | 41-1 v Uckfield TownUckfield Town 1-1 VCD Athletic | Emirates FA Cup Preliminary Round |
| 4 | 7/9/2019 | 41-2 v MoneyfieldsVCD Athletic 1-2 Moneyfields | Emirates FA Cup First Qualifying Round |
| 5 | 14/9/2019 | 112-1 v East Grinstead TownEast Grinstead Town 1-2 VCD Athletic | BetVictor Isthmian South East Division |
| 6 | 17/9/2019 | 112-1 v Faversham TownFaversham Town 1-2 VCD Athletic | BetVictor Isthmian South East Division |
| 7 | 21/9/2019 | 110-0 v Hastings UnitedVCD Athletic 0-0 Hastings United | BetVictor Isthmian South East Division |
| 8 | 24/9/2019 | 164-4 v SittingbourneSittingbourne 4-4 VCD Athletic | Velocity Trophy Group 9 |
| 9 | 28/9/2019 | 92-2 v Cray Valley PMVCD Athletic 2-2 Cray Valley PM | Velocity Trophy Group 9 |
| 10 | 6/10/2019 | 91-3 v GuernseyGuernsey 3-1 VCD Athletic | BetVictor Isthmian South East Division |
| 11 | 12/10/2019 | 151-4 v AFC SudburyVCD Athletic 1-4 AFC Sudbury | Buildbase FA Trophy Preliminary Round |
| 12 | 15/10/2019 | 81-1 v Phoenix SportsVCD Athletic 1-1 Phoenix Sports | Velocity Trophy Group 9 |
| 13 | 12/11/2019 | 142-2 v Sevenoaks TownSevenoaks Town 2-2 VCD Athletic | Velocity Trophy Group 9 |
| 14 | 16/11/2019 | 154-0 v Burgess Hill TownVCD Athletic 4-0 Burgess Hill Town | BetVictor Isthmian South East Division |
| 15 | 23/11/2019 | 151-2 v SittingbourneSittingbourne 2-1 VCD Athletic | BetVictor Isthmian South East Division |
| 16 | 30/11/2019 | 122-2 v Haywards Heath TownVCD Athletic 2-2 Haywards Heath Town | BetVictor Isthmian South East Division |
