Head to Head
| England Development League 2 | 2024/10/15 12:00 | Charlton U21 v Ipswich U21 | D | 2-2 |
| England Development League 2 | 2024/02/13 13:00 | Ipswich U21 v Charlton U21 | L | 1-8 |
| England Development League 2 | 2023/11/06 13:00 | Charlton U21 v Ipswich U21 | L | 5-0 |
| England Development League 2 | 2023/03/03 13:00 | Ipswich U21 v Charlton U21 | D | 1-1 |
| England Development League 2 | 2022/10/10 13:00 | Charlton U21 v Ipswich U21 | W | 1-3 |
Home History
| England Development League 2 | 2025/01/07 13:00 | Ipswich U21 v Cardiff U21 | W | 5-1 |
| England Development League 2 | 2024/12/17 13:00 | Ipswich U21 v Colchester U21 | D | 1-1 |
| England Development League 2 | 2024/12/10 13:30 | Millwall U21 v Ipswich U21 | L | 3-0 |
| England U21 Premier League Cup | 2024/12/06 19:00 | Everton U21 v Ipswich U21 | D | 0-0 |
| England Development League 2 | 2024/12/02 13:00 | Ipswich U21 v Swansea U21 | W | 3-2 |
| England U21 Premier League Cup | 2024/11/23 12:00 | Cardiff U21 v Ipswich U21 | W | 0-2 |
| England U21 Premier League Cup | 2024/11/09 13:00 | Watford U21 v Ipswich U21 | L | 2-0 |
| England Development League 2 | 2024/11/04 19:00 | Ipswich U21 v Bournemouth U21 | L | 1-2 |
Away History
| England Development League 2 | 2025/01/07 13:00 | Brentford U21 v Charlton U21 | L | 3-2 |
| England U21 Premier League Cup | 2025/01/04 12:00 | Leeds U21 v Charlton U21 | W | 0-3 |
| England Development League 2 | 2024/12/20 13:00 | Charlton U21 v Swansea U21 | W | 3-1 |
| England U21 Premier League Cup | 2024/12/17 19:00 | Charlton U21 v Birmingham U21 | D | 2-2 |
| England Development League 2 | 2024/12/10 13:00 | Bournemouth U21 v Charlton U21 | W | 2-3 |
| England Development League 2 | 2024/12/03 13:00 | Charlton U21 v QPR U21 | W | 6-3 |
| England Development League 2 | 2024/11/18 13:00 | Bristol City U21 v Charlton U21 | D | 0-0 |
| England U21 Premier League Cup | 2024/11/10 14:00 | Stockport U21 v Charlton U21 | W | 0-2 |