| 8.10.20162016-10-8 16:00:00 | 16:00 | FA Trophy Qualification | 1. R | Corinthian Casuals - Thamesmead Town | 2:1 |
| 1.10.20162016-10-1 16:00:00 | 16:00 | FA Cup Qualification | 3. R | Merstham - Thamesmead Town | 5:1 |
| 20.9.20162016-9-20 20:45:00 | 20:45 | FA Cup Qualification | 2. R | Thamesmead Town - Hanwell Town | 5:1 |
| 17.9.20162016-9-17 16:00:00 | 16:00 | FA Cup Qualification | 2. R | Hanwell Town - Thamesmead Town | 1:1 |
| 3.9.20162016-9-3 16:00:00 | 16:00 | FA Cup Qualification | 1. R | Thamesmead Town - Chertsey Town | 1:0 |
| 28.11.20152015-11-28 16:00:00 | 16:00 | FA Trophy Qualification | 3. R | Hungerford Town - Thamesmead Town | 3:0 |
| 22.11.20162016-11-22 20:45:00 | 20:45 | FA Trophy Qualification | 3. R | Harlow Town - Brightlingsea Regent | 2:1 (0:0) |
| 15.11.20162016-11-15 20:45:00 | 20:45 | FA Trophy Qualification | 3. R | Brightlingsea Regent - Harlow Town | 1:1 (0:1) |
| 29.10.20162016-10-29 16:00:00 | 16:00 | FA Trophy Qualification | 2. R | Metropolitan Police FC - Brightlingsea Regent | 2:6 (2:6) |
| 8.10.20162016-10-8 16:00:00 | 16:00 | FA Trophy Qualification | 1. R | Brightlingsea Regent - Dereham Town | 2:1 |
| 3.9.20162016-9-3 16:00:00 | 16:00 | FA Cup Qualification | 1. R | Brightlingsea Regent - Billericay | 1:2 |
| 6.10.20152015-10-6 20:45:00 | 20:45 | FA Trophy Qualification | 1. R | Brightlingsea Regent - Thamesmead Town | 1:4 |