Head to Head
| 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 | L | 1-3 |
Home History
| England Development League 2 | 2023/10/30 14:00 | Swansea U21 v Charlton U21 | L | 5-0 |
| England Development League 2 | 2023/10/16 12:00 | Charlton U21 v Millwall U21 | L | 2-3 |
| England U21 Premier League Cup | 2023/10/09 18:00 | Charlton U21 v Norwich U21 | L | 0-5 |
| England Development League 2 | 2023/10/02 12:00 | Charlton U21 v Bristol City U21 | W | 4-2 |
| England Development League 2 | 2023/09/26 12:00 | Bournemouth U21 v Charlton U21 | L | 1-0 |
| England U21 Premier League Cup | 2023/09/19 18:00 | Charlton U21 v Bournemouth U21 | L | 0-4 |
| England Development League 2 | 2023/09/08 13:00 | Sheffield Wed U21 v Charlton U21 | W | 0-2 |
| England Development League 2 | 2023/09/04 13:00 | Charlton U21 v Birmingham U21 | D | 2-2 |
Away History
| England Development League 2 | 2023/10/31 19:00 | Ipswich U21 v Colchester U21 | W | 2-0 |
| England Development League 2 | 2023/10/23 12:00 | QPR U21 v Ipswich U21 | D | 1-1 |
| England Development League 2 | 2023/10/17 12:30 | Ipswich U21 v Watford U21 | W | 4-1 |
| England U21 Premier League Cup | 2023/10/06 18:00 | Middlesbrough U21 v Ipswich U21 | L | 2-0 |
| England Development League 2 | 2023/10/03 12:00 | Ipswich U21 v Cardiff U21 | W | 5-2 |
| England Development League 2 | 2023/09/25 12:00 | Bristol City U21 v Ipswich U21 | L | 2-0 |
| England U21 Premier League Cup | 2023/09/18 18:00 | Ipswich U21 v Birmingham U21 | D | 0-0 |
| England Development League 2 | 2023/09/12 12:00 | Barnsley U21 v Ipswich U21 | W | 1-3 |