| 1 | Sat 10 Aug 2019 | 8 0-0 v MargateMargate 0-0 Brightlingsea Regent |
| 2 | Tue 13 Aug 2019 | 82-4 v Bowers & PitseaBrightlingsea Regent 2-4 Bowers & Pitsea |
| 3 | Sat 17 Aug 2019 | 40-0 v MersthamBrightlingsea Regent 0-0 Merstham |
| 4 | Sat 24 Aug 2019 | 41-5 v Haringey BoroughHaringey Borough 5-1 Brightlingsea Regent |
| 5 | Mon 26 Aug 2019 | 81-0 v HornchurchBrightlingsea Regent 1-0 Hornchurch |
| 6 | Sat 31 Aug 2019 | 8 1-0 v Corinthian-CasualsCorinthian-Casuals 0-1 Brightlingsea Regent |
| 7 | Sat 14 Sep 2019 | 80-4 v HorshamBrightlingsea Regent 0-4 Horsham |
| 8 | Sat 21 Sep 2019 | 4 1-2 v East Thurrock UnitedEast Thurrock United 2-1 Brightlingsea Regent |
| 9 | Sat 28 Sep 2019 | 42-3 v LewesBrightlingsea Regent 2-3 Lewes |
| 10 | Tue 1 Oct 2019 | 40-2 v Enfield TownBrightlingsea Regent 0-2 Enfield Town |
| 11 | Sat 5 Oct 2019 | 82-3 v Folkestone InvictaFolkestone Invicta 3-2 Brightlingsea Regent |
| 12 | Sat 12 Oct 2019 | 81-1 v Wingate & FinchleyBrightlingsea Regent 1-1 Wingate & Finchley |
| 13 | Sat 19 Oct 2019 | 80-3 v WorthingWorthing 3-0 Brightlingsea Regent |
| 14 | Sat 2 Nov 2019 | 40-2 v KingstonianBrightlingsea Regent 0-2 Kingstonian |
| 15 | Sat 16 Nov 2019 | 80-2 v Cray WanderersBrightlingsea Regent 0-2 Cray Wanderers |
| 16 | Mon 18 Nov 2019 | 80-2 v Carshalton AthleticCarshalton Athletic 2-0 Brightlingsea Regent |
| 17 | Sat 30 Nov 2019 | 41-1 v CheshuntBrightlingsea Regent 1-1 Cheshunt |
| 18 | Tue 3 Dec 2019 | 42-4 v Potters Bar TownPotters Bar Town 4-2 Brightlingsea Regent |
| 19 | Sat 7 Dec 2019 | 82-1 v Corinthian-CasualsBrightlingsea Regent 2-1 Corinthian-Casuals |
| 20 | Sat 14 Dec 2019 | 40-1 v LeatherheadLeatherhead 1-0 Brightlingsea Regent |
| 21 | Sat 28 Dec 2019 | 40-3 v HornchurchHornchurch 3-0 Brightlingsea Regent |
| 22 | Sat 4 Jan 2020 | 40-0 v Folkestone InvictaBrightlingsea Regent 0-0 Folkestone Invicta |
| 23 | Sat 11 Jan 2020 | 42-2 v Enfield TownEnfield Town 2-2 Brightlingsea Regent |
| 24 | Sat 18 Jan 2020 | 40-3 v WorthingBrightlingsea Regent 0-3 Worthing |
| 25 | Sat 25 Jan 2020 | 40-0 v Wingate & FinchleyWingate & Finchley 0-0 Brightlingsea Regent |
| 26 | Tue 28 Jan 2020 | 41-0 v Bishop's StortfordBrightlingsea Regent 1-0 Bishop's Stortford |
| 27 | Sat 1 Feb 2020 | 40-0 v Potters Bar TownBrightlingsea Regent 0-0 Potters Bar Town |
| 28 | Tue 4 Feb 2020 | 82-3 v Bognor Regis TownBognor Regis Town 3-2 Brightlingsea Regent |
| 29 | Sat 8 Feb 2020 | 81-2 v KingstonianKingstonian 2-1 Brightlingsea Regent |
| 30 | Sat 15 Feb 2020 | 81-1 v MargateBrightlingsea Regent 1-1 Margate |
| 31 | Tue 18 Feb 2020 | 80-7 v Bowers & PitseaBowers & Pitsea 7-0 Brightlingsea Regent |
| 32 | Sat 22 Feb 2020 | 81-0 v LewesLewes 0-1 Brightlingsea Regent |
| 33 | Sat 7 Mar 2020 | 4 0-1 v Cray WanderersCray Wanderers 1-0 Brightlingsea Regent |
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