Head to Head
| England EFL Trophy | 2020/11/10 19:00 | Charlton v Leyton Orient | L | 3-1 |
Home History
| England FA Cup | 2021/11/06 15:00 | Leyton Orient v Ebbsfleet United | W | 1-0 |
| England League 2 | 2021/10/30 14:00 | Leyton Orient v Hartlepool | W | 5-0 |
| England League 2 | 2021/10/23 14:00 | Stevenage v Leyton Orient | D | 0-0 |
| England League 2 | 2021/10/19 18:45 | Leyton Orient v Forest Green | D | 1-1 |
| England League 2 | 2021/10/16 14:00 | Leyton Orient v Walsall | D | 0-0 |
| England League 2 | 2021/10/09 14:00 | Barrow v Leyton Orient | D | 1-1 |
| England EFL Trophy | 2021/10/05 18:00 | Crawley Town v Leyton Orient | W | 0-4 |
| England League 2 | 2021/10/02 14:00 | Port Vale v Leyton Orient | L | 3-2 |
Away History
| England FA Cup | 2021/11/06 15:00 | Charlton v Havant and W | W | 4-0 |
| England League 1 | 2021/11/02 19:45 | Charlton v Rotherham | D | 1-1 |
| England League 1 | 2021/10/30 14:00 | Charlton v Doncaster | W | 4-0 |
| England League 1 | 2021/10/23 14:00 | Sunderland v Charlton | W | 0-1 |
| England League 1 | 2021/10/19 18:45 | Charlton v Accrington Stanley | L | 2-3 |
| England League 1 | 2021/10/16 14:00 | Lincoln City v Charlton | L | 2-1 |
| England EFL Trophy | 2021/10/05 18:00 | Charlton v Southampton U21 | W | 4-1 |
| England League 1 | 2021/10/02 14:00 | Fleetwood Town v Charlton | W | 1-2 |