| 1 | 10/8/2019 | 41-1 v Wingate & FinchleyBowers & Pitsea 1-1 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 2 | 13/8/2019 | 44-2 v Brightlingsea RegentBrightlingsea Regent 2-4 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 3 | 17/8/2019 | 42-0 v LewesLewes 0-2 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 4 | 24/8/2019 | 44-2 v BarkingsideBowers & Pitsea 4-2 Barkingside | Emirates FA Cup Preliminary Round |
| 5 | 26/8/2019 | 41-3 v East Thurrock UnitedEast Thurrock United 3-1 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 6 | 31/8/2019 | 40-1 v Enfield TownBowers & Pitsea 0-1 Enfield Town | BetVictor Isthmian Premier Division |
| 7 | 7/9/2019 | 42-1 v Brentwood TownBowers & Pitsea 2-1 Brentwood Town | Emirates FA Cup First Qualifying Round |
| 8 | 21/9/2019 | 42-1 v LewesLewes 1-2 Bowers & Pitsea | Emirates FA Cup Second Qualifying Round |
| 9 | 28/9/2019 | 40-1 v LeatherheadLeatherhead 1-0 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 10 | 12/10/2019 | 41-2 v HornchurchHornchurch 2-1 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 11 | 19/10/2019 | 41-2 v Chichester CityBowers & Pitsea 1-2 Chichester City | Emirates FA Cup Fourth Qualifying Round |
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