Head to Head
| England National League South | 2019/10/26 14:00 | Chelmsford v Dulwich | D | 1-1 |
| England National League South | 2019/01/26 15:00 | Dulwich v Chelmsford | L | 1-3 |
| England National League South | 2018/08/13 18:45 | Chelmsford v Dulwich | D | 2-2 |
Home History
| England National League South | 2019/12/21 15:00 | Hungerford Town v Dulwich | W | 1-4 |
| England FA Trophy | 2019/12/14 15:00 | AFC Hornchurch v Dulwich | L | 1-0 |
| England National League South | 2019/12/07 15:00 | Dulwich v Dartford | D | 1-1 |
| England National League South | 2019/11/30 15:00 | Oxford City v Dulwich | L | 2-1 |
| England FA Trophy | 2019/11/26 19:45 | Chippenham Town v Dulwich | W | 1-2 |
| England FA Trophy | 2019/11/23 15:00 | Dulwich v Chippenham Town | D | 2-2 |
| England National League South | 2019/11/16 15:00 | Dulwich v Billericay Town | L | 0-1 |
| England National League South | 2019/11/12 19:45 | Welling v Dulwich | D | 0-0 |
Away History
| England National League South | 2019/12/21 15:00 | Chippenham Town v Chelmsford | L | 2-1 |
| England FA Trophy | 2019/12/14 15:00 | Chelmsford v Havant and W | W | 2-1 |
| England National League South | 2019/12/07 15:00 | Chelmsford v Hungerford Town | W | 4-1 |
| England National League South | 2019/11/30 15:00 | St Albans v Chelmsford | D | 1-1 |
| England FA Trophy | 2019/11/23 15:00 | Chelmsford v Hungerford Town | W | 2-1 |
| England National League South | 2019/11/16 15:00 | Chelmsford v Oxford City | L | 2-6 |
| England National League South | 2019/11/09 15:00 | Chelmsford v Dorking Wanderers | D | 2-2 |
| England National League South | 2019/11/02 15:00 | Slough v Chelmsford | L | 2-1 |