Head to Head
| 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 |
| England EFL Trophy | 2014/10/07 18:45 | Colchester v Gillingham | W | 5-7 |
Home History
| England League 1 | 2019/08/31 14:00 | Gillingham v Bolton | W | 5-0 |
| England League 1 | 2019/08/24 14:00 | Coventry v Gillingham | L | 1-0 |
| England League 1 | 2019/08/20 18:45 | Gillingham v Blackpool | D | 2-2 |
| England EFL Cup | 2019/08/13 18:45 | Gillingham v Newport County | L | 3-6 |
| England League 1 | 2019/08/10 14:00 | Gillingham v Burton Albion | L | 1-2 |
| England League 1 | 2019/08/03 14:00 | Doncaster v Gillingham | D | 1-1 |
| Club Friendly List | 2019/07/29 18:30 | Welling v Gillingham | L | 5-0 |
| Club Friendly List | 2019/07/26 18:00 | Gillingham v Southend | D | 1-1 |
Away History
| England League 2 | 2019/08/31 14:00 | Oldham v Colchester | W | 0-1 |
| England EFL Cup | 2019/08/27 18:45 | Crystal Palace v Colchester | W | 4-5 |
| England League 2 | 2019/08/24 14:00 | Colchester v Northampton | W | 1-0 |
| England League 2 | 2019/08/20 18:45 | Grimsby v Colchester | D | 2-2 |
| England League 2 | 2019/08/17 14:00 | Colchester v Cambridge Utd | L | 1-2 |
| England EFL Cup | 2019/08/13 18:45 | Colchester v Swindon | W | 3-0 |
| England League 2 | 2019/08/10 14:00 | Plymouth v Colchester | L | 1-0 |
| England League 2 | 2019/08/03 14:00 | Colchester v Port Vale | D | 1-1 |