| Date | Home | Result | Away | |
| 31-10-20 | Chipstead | 1 - 3 |
Hanwell Town | |
| 27-10-20 | Chipstead | 3 - 1 |
South Park | |
| 24-10-20 | Uxbridge | 1 - 3 |
Chipstead | |
| 20-10-20 | Waltham Abbey | 1 - 1 |
Chipstead | |
| 10-10-20 | Chipstead | 0 - 5 |
Bedfont Sports FC | |
| 06-10-20 | Harlow Town | 2 - 3 |
Chipstead | |
| 26-09-20 | Chipstead | 1 - 4 |
Westfield FC | |
| 19-09-20 | Bracknell Town FC | 2 - 0 |
Chipstead |