Home History
| England Isthmian Premier Division | 2019/09/28 14:00 | Cray Wanderers v East Thurrock | D | 1-1 |
| England FA Cup Qualification | 2019/09/22 14:00 | Cray Wanderers v Soham Town Rangers | W | 5-2 |
| England Isthmian Premier Division | 2019/09/17 18:45 | Bishop's Stortford v Cray Wanderers | W | 1-5 |
| England Isthmian Premier Division | 2019/09/14 14:00 | Cray Wanderers v Haringey Borough | D | 1-1 |
| England FA Cup Qualification | 2019/09/08 14:00 | Cray Wanderers v Bedfont Sports | W | 2-1 |
| England Isthmian Premier Division | 2019/08/31 14:00 | Potters Bar Town v Cray Wanderers | D | 1-1 |
| England FA Cup Qualification | 2019/08/25 13:59 | Cray Wanderers v Hythe Town | W | 5-0 |
| England Isthmian Premier Division | 2019/08/21 18:45 | Cray Wanderers v Margate | W | 3-2 |
Away History
| England Isthmian Premier Division | 2019/09/28 14:00 | Leatherhead v Bowers Pitsea | L | 1-0 |
| England FA Cup Qualification | 2019/09/21 14:00 | Lewes v Bowers Pitsea | W | 1-2 |
| England Isthmian Premier Division | 2019/09/14 14:00 | Kingstonian v Bowers Pitsea | D | 0-0 |
| England FA Cup Qualification | 2019/09/07 14:00 | Bowers Pitsea v Brentwood Town | W | 2-1 |
| England Isthmian Premier Division | 2019/08/31 14:00 | Bowers Pitsea v Enfield Town | L | 0-1 |
| England Isthmian Premier Division | 2019/08/26 14:00 | East Thurrock v Bowers Pitsea | L | 3-1 |
| England Isthmian Premier Division | 2019/08/17 14:00 | Lewes v Bowers Pitsea | W | 0-2 |
| England Isthmian Premier Division | 2019/08/13 18:45 | Brightlingsea Regent v Bowers Pitsea | W | 2-4 |