Head to Head
| England U23 Development League | 2019/09/23 18:00 | Ipswich U23 v Charlton U23 | W | 1-3 |
| England U23 Development League | 2018/12/17 13:00 | Ipswich U23 v Charlton U23 | L | 2-0 |
| England U23 Development League | 2018/10/22 13:01 | Charlton U23 v Ipswich U23 | D | 2-2 |
| England U23 Development League | 2018/02/19 13:02 | Ipswich U23 v Charlton U23 | W | 1-2 |
| England U23 Development League | 2017/11/27 13:02 | Charlton U23 v Ipswich U23 | D | 1-1 |
| England U23 Development League | 2017/01/30 13:00 | Charlton U23 v Ipswich U23 | W | 4-0 |
Home History
| England U23 Development League | 2019/12/16 19:00 | Colchester U23 v Charlton U23 | L | 3-2 |
| England U23 Development League | 2019/12/09 13:00 | Charlton U23 v Coventry U23 | W | 2-0 |
| England U23 Premier League Cup | 2019/11/28 15:00 | Reading U23 v Charlton U23 | L | 3-2 |
| England U23 Development League | 2019/11/25 13:00 | Cardiff U23 v Charlton U23 | D | 0-0 |
| England U23 Development League | 2019/11/18 13:00 | Charlton U23 v Watford U23 | W | 3-0 |
| England U23 Premier League Cup | 2019/11/07 19:01 | Colchester U23 v Charlton U23 | W | 0-1 |
| England U23 Development League | 2019/11/04 13:30 | Millwall U23 v Charlton U23 | D | 2-2 |
| England U23 Development League | 2019/10/28 14:00 | Charlton U23 v Bristol City U23 | W | 2-0 |
Away History
| England U23 Development League | 2019/12/16 13:00 | Ipswich U23 v Crystal Palace U23 | W | 2-1 |
| England U23 Development League | 2019/12/09 13:00 | Millwall U23 v Ipswich U23 | L | 4-1 |
| England U23 Development League | 2019/11/25 13:30 | Ipswich U23 v Bristol City U23 | L | 0-1 |
| England U23 Development League | 2019/11/21 13:00 | Ipswich U23 v Colchester U23 | D | 1-1 |
| England U23 Development League | 2019/11/04 13:00 | Watford U23 v Ipswich U23 | L | 3-0 |
| England U23 Development League | 2019/10/28 19:00 | Ipswich U23 v Coventry U23 | W | 2-1 |
| England U23 Development League | 2019/10/21 12:00 | QPR U23 v Ipswich U23 | D | 1-1 |
| England U23 Development League | 2019/10/14 12:00 | Ipswich U23 v Cardiff U23 | W | 3-1 |