| 1 | 17/8/2019 | 13-3 v WareWare 3-3 Staines Town | BetVictor Isthmian South Central Division |
| 2 | 20/8/2019 | 12-2 v MarlowStaines Town 2-2 Marlow | BetVictor Isthmian South Central Division |
| 3 | 24/8/2019 | 16-0 v Phoenix SportsPhoenix Sports 0-6 Staines Town | Emirates FA Cup Preliminary Round |
| 4 | 26/8/2019 | 11-2 v UxbridgeUxbridge 2-1 Staines Town | BetVictor Isthmian South Central Division |
| 5 | 31/8/2019 | 11-2 v Harlow TownStaines Town 1-2 Harlow Town | BetVictor Isthmian South Central Division |
| 6 | 3/9/2019 | 13-2 v NorthwoodNorthwood 2-3 Staines Town | Velocity Trophy Group 8 |
| 7 | 7/9/2019 | 13-2 v Hanwell TownHanwell Town 2-3 Staines Town | Emirates FA Cup First Qualifying Round |
| 8 | 14/9/2019 | 10-3 v South ParkSouth Park 3-0 Staines Town | BetVictor Isthmian South Central Division |
| 9 | 17/9/2019 | 11-3 v NorthwoodNorthwood 3-1 Staines Town | BetVictor Isthmian South Central Division |
