| 1 | 10/8/2019 | 90-0 v MargateMargate 0-0 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 2 | 13/8/2019 | 92-4 v Bowers & PitseaBrightlingsea Regent 2-4 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 3 | 17/8/2019 | 90-0 v MersthamBrightlingsea Regent 0-0 Merstham | BetVictor Isthmian Premier Division |
| 4 | 24/8/2019 | 91-5 v Haringey BoroughHaringey Borough 5-1 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 5 | 26/8/2019 | 151-0 v HornchurchBrightlingsea Regent 1-0 Hornchurch | BetVictor Isthmian Premier Division |
| 6 | 31/8/2019 | 91-0 v Corinthian-CasualsCorinthian-Casuals 0-1 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 7 | 7/9/2019 | 90-1 v CheshuntCheshunt 1-0 Brightlingsea Regent | Emirates FA Cup First Qualifying Round |
| 8 | 14/9/2019 | 110-4 v HorshamBrightlingsea Regent 0-4 Horsham | BetVictor Isthmian Premier Division |
| 9 | 21/9/2019 | 171-2 v East Thurrock UnitedEast Thurrock United 2-1 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 10 | 28/9/2019 | 92-3 v LewesBrightlingsea Regent 2-3 Lewes | BetVictor Isthmian Premier Division |
| 11 | 1/10/2019 | 90-2 v Enfield TownBrightlingsea Regent 0-2 Enfield Town | BetVictor Isthmian Premier Division |
| 12 | 5/10/2019 | 92-3 v Folkestone InvictaFolkestone Invicta 3-2 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 13 | 12/10/2019 | 91-1 v Wingate & FinchleyBrightlingsea Regent 1-1 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 14 | 19/10/2019 | 90-3 v WorthingWorthing 3-0 Brightlingsea Regent | BetVictor Isthmian Premier Division |
| 15 | 2/11/2019 | 90-2 v KingstonianBrightlingsea Regent 0-2 Kingstonian | BetVictor Isthmian Premier Division |
| 16 | 5/11/2019 | 90-2 v Bowers & PitseaBowers & Pitsea 2-0 Brightlingsea Regent | Essex County Cup Third Round |
| 17 | 16/11/2019 | 90-2 v Cray WanderersBrightlingsea Regent 0-2 Cray Wanderers | BetVictor Isthmian Premier Division |
