Head to Head
| England EFL Trophy | 2021/11/09 19:00 | Leyton Orient v Charlton | L | 1-0 |
| England EFL Trophy | 2020/11/10 19:00 | Charlton v Leyton Orient | W | 3-1 |
Home History
| Club Friendly List | 2023/07/08 14:00 | Dartford v Charlton | W | 1-2 |
| Club Friendly List | 2023/07/01 14:15 | Welling v Charlton | W | 0-4 |
| England League 1 | 2023/05/07 11:00 | Cheltenham v Charlton | D | 2-2 |
| England League 1 | 2023/04/29 14:00 | Charlton v Port Vale | W | 3-2 |
| England League 1 | 2023/04/22 14:00 | Charlton v Morecambe | L | 2-3 |
| England League 1 | 2023/04/18 18:45 | Milton Keynes Dons v Charlton | W | 0-1 |
| England League 1 | 2023/04/15 14:00 | Ipswich v Charlton | L | 6-0 |
| England League 1 | 2023/04/10 14:00 | Charlton v Burton Albion | W | 3-2 |
Away History
| Club Friendly List | 2023/07/07 18:45 | Billericay Town v Leyton Orient | D | 0-0 |
| England League 2 | 2023/05/08 11:30 | Bradford v Leyton Orient | D | 1-1 |
| England League 2 | 2023/04/29 14:00 | Leyton Orient v Stockport | L | 0-3 |
| England League 2 | 2023/04/25 18:45 | Mansfield v Leyton Orient | W | 1-2 |
| England League 2 | 2023/04/22 14:00 | Leyton Orient v Crewe | W | 2-0 |
| England League 2 | 2023/04/18 18:45 | Gillingham v Leyton Orient | L | 2-0 |
| England League 2 | 2023/04/15 14:00 | Sutton Utd v Leyton Orient | W | 0-2 |
| England League 2 | 2023/04/10 14:00 | Leyton Orient v Harrogate Town | D | 2-2 |