| 1 | 10/8/2019 | 81-1 v Wingate & FinchleyBowers & Pitsea 1-1 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 2 | 13/8/2019 | 8 4-2 v Brightlingsea RegentBrightlingsea Regent 2-4 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 3 | 17/8/2019 | 82-0 v LewesLewes 0-2 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 4 | 24/8/2019 | 84-2 v BarkingsideBowers & Pitsea 4-2 Barkingside | Emirates FA Cup Preliminary Round |
| 5 | 26/8/2019 | 81-3 v East Thurrock UnitedEast Thurrock United 3-1 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 6 | 31/8/2019 | 80-1 v Enfield TownBowers & Pitsea 0-1 Enfield Town | BetVictor Isthmian Premier Division |
| 7 | 7/9/2019 | 8 2-1 v Brentwood TownBowers & Pitsea 2-1 Brentwood Town | Emirates FA Cup First Qualifying Round |
| 8 | 14/9/2019 | 80-0 v KingstonianKingstonian 0-0 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 9 | 21/9/2019 | 82-1 v LewesLewes 1-2 Bowers & Pitsea | Emirates FA Cup Second Qualifying Round |
| 10 | 28/9/2019 | 80-1 v LeatherheadLeatherhead 1-0 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 11 | 2/10/2019 | 81-3 v Cray WanderersCray Wanderers 3-1 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 12 | 8/10/2019 | 161-1 v Canvey IslandBowers & Pitsea 1-1 Canvey Island | Emirates FA Cup Third Qualifying Round Replay |
| 13 | 12/10/2019 | 81-2 v HornchurchHornchurch 2-1 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 14 | 19/10/2019 | 161-2 v Chichester CityBowers & Pitsea 1-2 Chichester City | Emirates FA Cup Fourth Qualifying Round |
| 15 | 26/10/2019 | 80-3 v AveleyAveley 3-0 Bowers & Pitsea | Buildbase FA Trophy First Qualifying Round |
| 16 | 29/10/2019 | 8 1-2 v Bognor Regis TownBowers & Pitsea 1-2 Bognor Regis Town | BetVictor Isthmian Premier Division |
| 17 | 5/11/2019 | 82-0 v Brightlingsea RegentBowers & Pitsea 2-0 Brightlingsea Regent | Essex County Cup Third Round |
| 18 | 9/11/2019 | 80-4 v HorshamHorsham 4-0 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 19 | 12/11/2019 | 82-0 v Bishop's StortfordBowers & Pitsea 2-0 Bishop's Stortford | BetVictor Isthmian Premier Division |
| 20 | 16/11/2019 | 80-1 v MargateBowers & Pitsea 0-1 Margate | BetVictor Isthmian Premier Division |
| 21 | 19/11/2019 | 81-2 v WorthingBowers & Pitsea 1-2 Worthing | BetVictor Isthmian Premier Division |
