Head to Head
| England U23 Development League | 2021/03/29 13:00 | Charlton U23 v Ipswich U23 | W | 1-2 |
| England U23 Development League | 2021/03/16 13:00 | Ipswich U23 v Charlton U23 | W | 2-1 |
| England U23 Development League | 2020/01/06 13:00 | Charlton U23 v Ipswich U23 | W | 1-3 |
| England U23 Development League | 2019/09/23 18:00 | Ipswich U23 v Charlton U23 | L | 1-3 |
| England U23 Development League | 2018/12/17 13:00 | Ipswich U23 v Charlton U23 | W | 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 | L | 1-2 |
| England U23 Development League | 2017/11/27 13:02 | Charlton U23 v Ipswich U23 | D | 1-1 |
Home History
| England U23 Development League | 2021/11/30 13:00 | Watford U23 v Ipswich U23 | W | 1-4 |
| England U23 Development League | 2021/11/22 13:00 | Ipswich U23 v Millwall U23 | D | 4-4 |
| England U23 Development League | 2021/11/09 13:00 | QPR U23 v Ipswich U23 | L | 4-2 |
| England U23 Development League | 2021/11/01 19:00 | Ipswich U23 v Colchester U23 | W | 2-0 |
| England U23 Development League | 2021/10/26 11:00 | Ipswich U23 v Cardiff U23 | L | 1-2 |
| England U23 Development League | 2021/10/12 11:00 | Barnsley U23 v Ipswich U23 | D | 1-1 |
| England U23 Development League | 2021/10/04 11:00 | Swansea U23 v Ipswich U23 | W | 0-3 |
| England U23 Development League | 2021/09/27 12:00 | Ipswich U23 v Bristol City U23 | L | 1-2 |
Away History
| England U23 Development League | 2021/11/22 13:00 | Swansea U23 v Charlton U23 | W | 1-3 |
| England U23 Premier League Cup | 2021/11/19 19:00 | Norwich U23 v Charlton U23 | D | 1-1 |
| England U23 Development League | 2021/11/01 13:00 | Charlton U23 v Bristol City U23 | L | 0-3 |
| England U23 Development League | 2021/10/22 13:00 | Charlton U23 v Millwall U23 | W | 2-1 |
| England U23 Development League | 2021/10/19 12:00 | Cardiff U23 v Charlton U23 | L | 4-1 |
| England U23 Premier League Cup | 2021/10/11 18:00 | Derby U23 v Charlton U23 | L | 2-1 |
| England U23 Development League | 2021/10/04 13:00 | Charlton U23 v Colchester U23 | D | 2-2 |
| England U23 Development League | 2021/09/17 12:00 | Charlton U23 v Sheff Wed U23 | W | 2-0 |