| 1 | 25/9/2019 | 54-0 v FC RomaniaFC Romania 0-4 Bracknell Town | Velocity Trophy Group 5 |
| 2 | 28/9/2019 | 52-1 v Coggeshall TownBracknell Town 2-1 Coggeshall Town | Buildbase FA Trophy Extra Preliminary Round |
| 3 | 5/10/2019 | 54-2 v FC RomaniaBracknell Town 4-2 FC Romania | BetVictor Isthmian South Central Division |
| 4 | 9/10/2019 | 52-0 v Hanwell TownBracknell Town 2-0 Hanwell Town | Velocity Trophy Group 5 |
| 5 | 12/10/2019 | 51-2 v Haywards Heath TownHaywards Heath Town 2-1 Bracknell Town | Buildbase FA Trophy Preliminary Round |
| 6 | 19/10/2019 | 51-2 v Chertsey TownChertsey Town 2-1 Bracknell Town | BetVictor Isthmian South Central Division |
| 7 | 22/10/2019 | 63-1 v WestfieldWestfield 1-3 Bracknell Town | Velocity Trophy Group 5 |
| 8 | 2/11/2019 | 125-1 v Staines TownStaines Town 1-5 Bracknell Town | BetVictor Isthmian South Central Division |
| 9 | 6/11/2019 | 52-1 v Chalfont St PeterBracknell Town 2-1 Chalfont St Peter | Velocity Trophy Group 5 |
| 10 | 9/11/2019 | 41-1 v Waltham AbbeyBracknell Town 1-1 Waltham Abbey | BetVictor Isthmian South Central Division |
| 11 | 16/11/2019 | 63-0 v Harlow TownHarlow Town 0-3 Bracknell Town | BetVictor Isthmian South Central Division |
| 12 | 23/11/2019 | 63-4 v BarkingBarking 4-3 Bracknell Town | BetVictor Isthmian South Central Division |
| 13 | 26/11/2019 | 62-2 v Chalfont St PeterChalfont St Peter 2-2 Bracknell Town | Berks and Bucks County Cup First Round |
| 14 | 30/11/2019 | 61-6 v WareBracknell Town 1-6 Ware | BetVictor Isthmian South Central Division |
| 15 | 7/12/2019 | 62-4 v South ParkSouth Park 4-2 Bracknell Town | BetVictor Isthmian South Central Division |
| 16 | 14/12/2019 | 51-1 v Hanwell TownBracknell Town 1-1 Hanwell Town | BetVictor Isthmian South Central Division |
