| 1 | Sat 10 Aug 2019 | 100-0 v MargateMargate 0-0 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 2 | Tue 13 Aug 2019 | 72-4 v Bowers & PitseaBrightlingsea Regent 2-4 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 3 | Sat 17 Aug 2019 | 100-0 v MersthamBrightlingsea Regent 0-0 Merstham | BetVictor Isthmian Premier Division |
| 4 | Sat 24 Aug 2019 | 71-5 v Haringey BoroughHaringey Borough 5-1 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 5 | Mon 26 Aug 2019 | 71-0 v HornchurchBrightlingsea Regent 1-0 Hornchurch | BetVictor Isthmian Premier Division |
| 6 | Sat 31 Aug 2019 | 71-0 v Corinthian-CasualsCorinthian-Casuals 0-1 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 7 | Sat 21 Sep 2019 | 81-2 v East Thurrock UnitedEast Thurrock United 2-1 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 8 | Sat 28 Sep 2019 | 102-3 v LewesBrightlingsea Regent 2-3 Lewes | BetVictor Isthmian Premier Division |
| 9 | Tue 1 Oct 2019 | 100-2 v Enfield TownBrightlingsea Regent 0-2 Enfield Town | BetVictor Isthmian Premier Division |
| 10 | Sat 12 Oct 2019 | 101-1 v Wingate & FinchleyBrightlingsea Regent 1-1 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 11 | Sat 19 Oct 2019 | 100-3 v WorthingWorthing 3-0 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 12 | Sat 26 Oct 2019 | 111-2 v Royston TownBrightlingsea Regent 1-2 Royston Town | Buildbase FA Trophy First Qualifying Round |
| 13 | Sat 16 Nov 2019 | 160-2 v Cray WanderersBrightlingsea Regent 0-2 Cray Wanderers | BetVictor Isthmian Premier Division |
| 14 | Sat 30 Nov 2019 | 21-1 v CheshuntBrightlingsea Regent 1-1 Cheshunt | BetVictor Isthmian Premier Division |
| 15 | Tue 3 Dec 2019 | 22-4 v Potters Bar TownPotters Bar Town 4-2 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 16 | Sat 7 Dec 2019 | 2 2-1 v Corinthian-CasualsBrightlingsea Regent 2-1 Corinthian-Casuals | BetVictor Isthmian Premier Division |
| 17 | Tue 10 Dec 2019 | 101-0 v HistonBrightlingsea Regent 1-0 Histon | Velocity Trophy |
| 18 | Sat 14 Dec 2019 | 20-1 v LeatherheadLeatherhead 1-0 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 19 | Sat 28 Dec 2019 | 20-3 v HornchurchHornchurch 3-0 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 20 | Tue 28 Jan 2020 | 121-0 v Bishop's StortfordBrightlingsea Regent 1-0 Bishop's Stortford | BetVictor Isthmian Premier Division |
| 21 | Sat 1 Feb 2020 | 140-0 v Potters Bar TownBrightlingsea Regent 0-0 Potters Bar Town | BetVictor Isthmian Premier Division |
| 22 | Tue 4 Feb 2020 | 142-3 v Bognor Regis TownBognor Regis Town 3-2 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 23 | Sat 8 Feb 2020 | 21-2 v KingstonianKingstonian 2-1 Brightlingsea Regent | BetVictor Isthmian Premier Division |
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