Head to Head
| England EFL Trophy | 2021/09/07 18:30 | Colchester v Gillingham | W | 0-1 |
| Club Friendly List | 2021/07/24 14:00 | Colchester v Gillingham | W | 0-2 |
| England EFL Trophy | 2019/09/03 18:45 | Gillingham v Colchester | L | 2-3 |
| England EFL Trophy | 2017/10/03 18:45 | Colchester v Gillingham | W | 0-1 |
| England League 1 | 2015/12/28 15:00 | Gillingham v Colchester | W | 1-0 |
| England League 1 | 2015/09/19 14:00 | Colchester v Gillingham | L | 2-1 |
| England League 1 | 2015/03/21 15:00 | Gillingham v Colchester | D | 2-2 |
| England League 1 | 2014/12/26 15:00 | Colchester v Gillingham | W | 1-2 |
Home History
| England League 2 | 2022/10/08 14:00 | Crewe v Gillingham | D | 1-1 |
| England EFL Trophy | 2022/10/04 18:00 | Gillingham v Brighton U21 | W | 3-2 |
| England League 2 | 2022/10/01 14:00 | Gillingham v Sutton Utd | W | 1-0 |
| England League 2 | 2022/09/24 14:00 | Hartlepool v Gillingham | D | 0-0 |
| England League 2 | 2022/09/17 14:00 | Gillingham v Mansfield | L | 0-2 |
| England League 2 | 2022/09/13 18:45 | Grimsby v Gillingham | D | 1-1 |
| England League 2 | 2022/09/03 14:00 | Gillingham v Swindon | D | 0-0 |
| England EFL Trophy | 2022/08/31 18:00 | Charlton v Gillingham | L | 3-0 |
Away History
| England League 2 | 2022/10/08 14:00 | Colchester v Harrogate Town | W | 2-1 |
| England EFL Trophy | 2022/10/04 18:45 | Colchester v Charlton | W | 2-1 |
| England League 2 | 2022/10/01 14:00 | AFC Wimbledon v Colchester | L | 2-1 |
| England League 2 | 2022/09/24 14:00 | Colchester v Rochdale | L | 0-1 |
| England League 2 | 2022/09/17 14:00 | Colchester v Grimsby | L | 0-1 |
| England League 2 | 2022/09/13 18:45 | Walsall v Colchester | D | 1-1 |
| England EFL Trophy | 2022/09/06 18:45 | Colchester v Brighton U21 | W | 2-1 |
| England League 2 | 2022/09/03 14:00 | Colchester v Hartlepool | D | 1-1 |