| 1 | Sat 19 Sep 2020 | 6 1-2 v MargateBrightlingsea Regent 1-2 Margate | Isthmian League - Premier Division |
| 2 | Tue 22 Sep 2020 | 61-2 v Bury TownBury Town 2-1 Brightlingsea Regent | Emirates FA Cup First Qualifying Round |
| 3 | Sat 26 Sep 2020 | 62-1 v LewesLewes 1-2 Brightlingsea Regent | Isthmian League - Premier Division |
| 4 | Tue 29 Sep 2020 | 61-2 v Bowers & PitseaBowers & Pitsea 2-1 Brightlingsea Regent | Isthmian League - Premier Division |
| 5 | Sat 3 Oct 2020 | 6 1-1 v East Thurrock UnitedBrightlingsea Regent 1-1 East Thurrock United | Isthmian League - Premier Division |
| 6 | Tue 6 Oct 2020 | 60-2 v Corinthian-CasualsCorinthian-Casuals 2-0 Brightlingsea Regent | Isthmian League - Premier Division |
| 7 | Sat 10 Oct 2020 | 60-3 v Haringey BoroughBrightlingsea Regent 0-3 Haringey Borough | Isthmian League - Premier Division |
| 8 | Sat 17 Oct 2020 | 50-4 v HorshamHorsham 4-0 Brightlingsea Regent | Isthmian League - Premier Division |
| 9 | Tue 20 Oct 2020 | 63-0 v LeatherheadBrightlingsea Regent 3-0 Leatherhead | Isthmian League - Premier Division |
| 10 | Sat 24 Oct 2020 | 5 1-2 v Folkestone InvictaBrightlingsea Regent 1-2 Folkestone Invicta | Isthmian League - Premier Division |
| 11 | Sat 31 Oct 2020 | 6 1-4 v Kings LangleyKings Langley 4-1 Brightlingsea Regent | Buildbase FA Trophy Third Qualifying Round |
| 12 | Tue 3 Nov 2020 | 6 2-3 v Enfield TownEnfield Town 3-2 Brightlingsea Regent | Isthmian League - Premier Division |
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