Head to Head
| Club Friendly List | 2021/07/24 14:00 | Colchester v Gillingham | L | 0-2 |
| England EFL Trophy | 2019/09/03 18:45 | Gillingham v Colchester | W | 2-3 |
| England EFL Trophy | 2017/10/03 18:45 | Colchester v Gillingham | L | 0-1 |
| England League 1 | 2015/12/28 15:00 | Gillingham v Colchester | L | 1-0 |
| England League 1 | 2015/09/19 14:00 | Colchester v Gillingham | W | 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 | L | 1-2 |
| England EFL Trophy | 2014/10/07 18:45 | Colchester v Gillingham | L | 5-7 |
Home History
| England League 2 | 2021/08/27 18:45 | Rochdale v Colchester | D | 1-1 |
| England League 2 | 2021/08/21 14:00 | Oldham v Colchester | W | 1-2 |
| England League 2 | 2021/08/17 18:45 | Colchester v Mansfield | D | 1-1 |
| England League 2 | 2021/08/14 14:00 | Colchester v Northampton | L | 0-1 |
| England EFL Cup | 2021/08/10 18:45 | Birmingham v Colchester | L | 1-0 |
| England League 2 | 2021/08/07 14:00 | Carlisle v Colchester | D | 0-0 |
| Club Friendly List | 2021/07/27 18:45 | Colchester v Ipswich | D | 3-3 |
| Club Friendly List | 2021/07/24 14:00 | Colchester v Gillingham | L | 0-2 |
Away History
| England League 1 | 2021/08/28 14:00 | Shrewsbury v Gillingham | L | 2-1 |
| England EFL Cup | 2021/08/24 18:45 | Gillingham v Cheltenham | L | 5-6 |
| England League 1 | 2021/08/21 14:00 | Gillingham v Morecambe | W | 2-1 |
| England League 1 | 2021/08/17 18:45 | AFC Wimbledon v Gillingham | D | 1-1 |
| England League 1 | 2021/08/14 14:00 | Plymouth v Gillingham | L | 1-0 |
| England EFL Cup | 2021/08/10 18:30 | Crawley Town v Gillingham | W | 11-12 |
| England League 1 | 2021/08/07 14:00 | Gillingham v Lincoln City | D | 1-1 |
| Elite Club Friendlies | 2021/08/03 19:00 | Norwich v Gillingham | L | 5-0 |