Head to Head
| England National League South | 2020/02/01 15:00 | Dulwich v Chelmsford | W | 5-3 |
| 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 | 2020/03/14 15:00 | Dulwich v Hemel Hempstead | W | 2-1 |
| England National League South | 2020/03/07 15:00 | Wealdstone v Dulwich | L | 2-1 |
| England National League South | 2020/02/29 15:00 | Dulwich v Tonbridge Angels | L | 0-1 |
| England National League South | 2020/02/22 15:00 | Bath City v Dulwich | L | 3-2 |
| England National League South | 2020/02/15 15:00 | Dulwich v Welling | L | 0-1 |
| England National League South | 2020/02/08 15:00 | Havant and W v Dulwich | D | 0-0 |
| England National League South | 2020/02/01 15:00 | Dulwich v Chelmsford | W | 5-3 |
| England National League South | 2020/01/25 15:00 | Dartford v Dulwich | L | 1-0 |
Away History
| Club Friendly List | 2020/09/12 14:00 | Bishop's Stortford v Chelmsford | W | 0-1 |
| Club Friendly List | 2020/08/31 17:45 | Chelmsford v Cambridge City | W | 3-1 |
| Club Friendly List | 2020/08/18 18:45 | Enfield Town v Chelmsford | L | 3-1 |
| England National League South | 2020/03/14 15:00 | Dartford v Chelmsford | L | 3-0 |
| England National League South | 2020/03/07 15:00 | Chelmsford v Concord Rangers | D | 1-1 |
| England National League South | 2020/02/25 19:45 | Wealdstone v Chelmsford | W | 0-1 |
| England National League South | 2020/02/22 15:00 | Chelmsford v Slough | D | 1-1 |
| England National League South | 2020/02/17 19:45 | Chelmsford v Tonbridge Angels | W | 3-1 |