| England Isthmian Premier Division | 2016/12/27 15:00 | Grays Athletic v Dulwich | W | 0-2 |
| England Isthmian Premier Division | 2015/12/19 15:00 | Grays Athletic v Dulwich | W | 1-2 |
| England Isthmian Premier Division | 2015/08/29 14:00 | Dulwich v Grays Athletic | D | 1-1 |
| England Isthmian Premier Division | 2015/01/31 15:00 | Dulwich v Grays Athletic | W | 2-0 |
| England Isthmian Premier Division | 2014/09/10 18:45 | Grays Athletic v Dulwich | L | 1-0 |
| England Isthmian Premier Division | 2017/01/28 15:00 | Leiston v Dulwich | D | 2-2 |
| England FA Trophy | 2017/01/14 15:00 | Whitehawk v Dulwich | W | 1-4 |
| England Isthmian Cup | 2017/01/10 19:10 | Dulwich v Faversham Town | W | 2-1 |
| England Isthmian Premier Division | 2017/01/07 15:00 | Canvey Island v Dulwich | L | 1-0 |
| England Isthmian Premier Division | 2017/01/02 15:00 | Dulwich v Hendon | W | 2-1 |
| England Isthmian Premier Division | 2016/12/31 13:00 | Dulwich v Wingate & Finchley | D | 1-1 |
| England Isthmian Premier Division | 2016/12/27 15:00 | Grays Athletic v Dulwich | W | 0-2 |
| England Isthmian Premier Division | 2016/12/19 19:45 | Kingstonian v Dulwich | W | 0-1 |
| England Isthmian Premier Division | 2017/01/28 15:00 | Bognor Regis Town v Grays Athletic | W | 1-2 |
| England Isthmian Premier Division | 2017/01/21 15:00 | Enfield Town v Grays Athletic | L | 2-0 |
| England Isthmian Premier Division | 2017/01/14 15:00 | Grays Athletic v Wingate & Finchley | L | 1-2 |
| England Isthmian Premier Division | 2017/01/07 15:00 | Grays Athletic v Worthing | L | 1-4 |
| England Isthmian Premier Division | 2017/01/02 15:00 | Staines Town v Grays Athletic | L | 3-0 |
| England Isthmian Premier Division | 2016/12/31 13:00 | Folkestone Invicta v Grays Athletic | W | 0-1 |
| England Isthmian Premier Division | 2016/12/27 15:00 | Grays Athletic v Dulwich | L | 0-2 |
| England Isthmian Premier Division | 2016/12/17 15:00 | Havant and W v Grays Athletic | L | 5-0 |