Head to Head
| England League 1 | 2025/02/22 15:00 | Bolton v Leyton Orient | W | 2-1 |
| England League 1 | 2024/08/10 16:30 | Leyton Orient v Bolton | W | 1-2 |
| England League 1 | 2024/01/20 15:00 | Leyton Orient v Bolton | L | 1-0 |
| England League 1 | 2023/12/23 15:00 | Bolton v Leyton Orient | W | 3-2 |
| England League 2 | 2021/01/30 15:00 | Bolton v Leyton Orient | W | 2-0 |
| England League 2 | 2020/10/31 15:00 | Leyton Orient v Bolton | L | 4-0 |
Home History
| England League 1 | 2025/08/23 14:00 | Bolton v Lincoln City | D | 1-1 |
| England League 1 | 2025/08/20 19:00 | Bolton v Reading | D | 1-1 |
| England League 1 | 2025/08/16 14:00 | Barnsley v Bolton | D | 1-1 |
| England EFL Cup | 2025/08/13 18:45 | Bolton v Sheff Wed | D | 3-3 |
| England League 1 | 2025/08/09 14:00 | Bolton v Plymouth | W | 2-0 |
| England League 1 | 2025/08/03 11:00 | Stockport v Bolton | L | 2-0 |
| UK Friendlies | 2025/07/26 14:00 | Bolton v Preston | W | 2-0 |
| UK Friendlies | 2025/07/22 18:00 | Shrewsbury v Bolton | W | 2-5 |
Away History
| England League 1 | 2025/08/23 14:00 | Mansfield v Leyton Orient | L | 4-1 |
| England League 1 | 2025/08/19 18:45 | Plymouth v Leyton Orient | W | 0-1 |
| England League 1 | 2025/08/16 14:00 | Leyton Orient v Stockport | D | 2-2 |
| England EFL Cup | 2025/08/12 18:45 | Leyton Orient v Wycombe | L | 0-1 |
| England League 1 | 2025/08/09 14:00 | Leyton Orient v Wigan | W | 2-0 |
| England League 1 | 2025/08/02 14:00 | Huddersfield v Leyton Orient | L | 3-0 |
| Club Friendly List | 2025/07/29 18:00 | Waltham Abbey v Leyton Orient | W | 1-3 |
| UK Friendlies | 2025/07/26 13:00 | Leyton Orient v Watford | D | 1-1 |