| Date | Home | Result | Away | |
| 27-10-20 | Ashford Town | 0 - 3 |
Chertsey Town | |
| 24-10-20 | Chertsey Town | 4 - 1 |
Hertford Town | |
| 20-10-20 | Chertsey Town | 0 - 3 |
Marlow | |
| 13-10-20 | South Park | 2 - 2 |
Chertsey Town | |
| 10-10-20 | Northwood | 1 - 3 |
Chertsey Town | |
| 06-10-20 | Chertsey Town | 1 - 2 |
Bracknell Town FC | |
| 19-09-20 | Chertsey Town | 1 - 0 |
Uxbridge |