| 1 | Sat 2 Nov 2019 | 30-2 v KingstonianBrightlingsea Regent 0-2 Kingstonian | BetVictor Isthmian Premier Division |
| 2 | Tue 5 Nov 2019 | 30-2 v Bowers & PitseaBowers & Pitsea 2-0 Brightlingsea Regent | Essex County Cup Third Round |
| 3 | Mon 18 Nov 2019 | 20-2 v Carshalton AthleticCarshalton Athletic 2-0 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 4 | Sat 28 Dec 2019 | 10 0-3 v HornchurchHornchurch 3-0 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 5 | Sat 4 Jan 2020 | 140-0 v Folkestone InvictaBrightlingsea Regent 0-0 Folkestone Invicta | BetVictor Isthmian Premier Division |
| 6 | Sat 18 Jan 2020 | 120-3 v WorthingBrightlingsea Regent 0-3 Worthing | BetVictor Isthmian Premier Division |
| 7 | Tue 21 Jan 2020 | 22-1 v Enfield TownEnfield Town 1-2 Brightlingsea Regent | Velocity Trophy |
| 8 | Sat 25 Jan 2020 | 20-0 v Wingate & FinchleyWingate & Finchley 0-0 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 9 | Tue 28 Jan 2020 | 21-0 v Bishop's StortfordBrightlingsea Regent 1-0 Bishop's Stortford | BetVictor Isthmian Premier Division |
| 10 | Sat 1 Feb 2020 | 2 0-0 v Potters Bar TownBrightlingsea Regent 0-0 Potters Bar Town | BetVictor Isthmian Premier Division |
| 11 | Tue 4 Feb 2020 | 22-3 v Bognor Regis TownBognor Regis Town 3-2 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 12 | Sat 22 Feb 2020 | 121-0 v LewesLewes 0-1 Brightlingsea Regent | BetVictor Isthmian Premier Division |
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