Home History
| England National League South | 2019/04/27 14:00 | Weston Super Mare v Dulwich | D | 1-1 |
| England National League South | 2019/04/22 14:00 | Dulwich v Woking | L | 1-3 |
| England National League South | 2019/04/20 14:00 | Wealdstone v Dulwich | W | 1-3 |
| England National League South | 2019/04/13 14:00 | Dulwich v Hungerford Town | W | 3-1 |
| England National League South | 2019/04/06 14:00 | Chippenham Town v Dulwich | W | 1-2 |
| England National League South | 2019/03/30 15:00 | Dulwich v Billericay Town | D | 2-2 |
| England National League South | 2019/03/23 15:00 | Oxford City v Dulwich | L | 4-1 |
| England National League South | 2019/03/16 15:00 | Dulwich v Truro City | W | 3-2 |
Away History
| Club Friendly List | 2019/07/05 18:30 | Bowers Pitsea v Colchester | W | 0-2 |
| England League 2 | 2019/05/04 14:00 | Lincoln City v Colchester | W | 0-3 |
| England League 2 | 2019/04/27 14:00 | Colchester v Milton Keynes Dons | W | 2-0 |
| England League 2 | 2019/04/22 14:00 | Yeovil v Colchester | D | 1-1 |
| England League 2 | 2019/04/19 14:00 | Colchester v Grimsby | W | 1-0 |
| England League 2 | 2019/04/13 14:00 | Bury v Colchester | L | 2-0 |
| England League 2 | 2019/04/06 14:00 | Colchester v Oldham | L | 0-2 |
| England League 2 | 2019/03/30 15:00 | Cambridge Utd v Colchester | W | 0-1 |