Home History
| England - FA Cup | 2020/11/07 15:00 | Charlton v Plymouth | L | 0-1 |
| England - League 1 | 2020/11/03 19:00 | Charlton v Fleetwood Town | W | 3-2 |
| England - League 1 | 2020/10/31 15:00 | Portsmouth v Charlton | W | 0-2 |
| England - League 1 | 2020/10/27 19:00 | Charlton v Oxford Utd | W | 2-0 |
| England - League 1 | 2020/10/24 14:00 | Northampton v Charlton | W | 0-2 |
| England - League 1 | 2020/10/20 18:00 | Blackpool v Charlton | W | 0-1 |
| England - League 1 | 2020/10/17 14:00 | Charlton v Wigan | W | 1-0 |
| England - League 1 | 2020/10/03 14:00 | Charlton v Sunderland | D | 0-0 |
Away History
| England - FA Cup | 2020/11/07 15:00 | Leyton Orient v Newport County | L | 1-2 |
| England - League 2 | 2020/11/03 19:00 | Forest Green v Leyton Orient | L | 2-1 |
| England - League 2 | 2020/10/31 15:00 | Leyton Orient v Bolton | W | 4-0 |
| England - League 2 | 2020/10/27 19:00 | Leyton Orient v Exeter | D | 1-1 |
| England - League 2 | 2020/10/24 14:00 | Stevenage v Leyton Orient | W | 0-2 |
| England - League 2 | 2020/10/20 18:00 | Tranmere v Leyton Orient | W | 0-1 |
| England - League 2 | 2020/10/17 16:30 | Leyton Orient v Grimsby | L | 2-3 |
| England - League 2 | 2020/10/13 18:00 | Walsall v Leyton Orient | L | 2-1 |