[10] Leyton Orient 1-0 Bolton [4] 2024-01-20 15:00
Stadium: Matchroom Stadium Round: 29
Referee: Alex Chilowicz Home Manager: Richie Wellens Away Manager: Ian Ross Evatt
Head to Head
| England - League 1 | 2023/12/23 15:00 | Bolton v Leyton Orient | L | 3-2 |
| England - League 2 | 2021/01/30 15:00 | Bolton v Leyton Orient | L | 2-0 |
| England - League 2 | 2020/10/31 15:00 | Leyton Orient v Bolton | W | 4-0 |
Home History
| England - League 1 | 2024/01/13 15:00 | Portsmouth v Leyton Orient | W | 0-3 |
| England - League 1 | 2024/01/01 15:00 | Cambridge Utd v Leyton Orient | W | 0-2 |
| England - League 1 | 2023/12/29 19:45 | Leyton Orient v Wycombe | D | 0-0 |
| England - League 1 | 2023/12/26 13:00 | Leyton Orient v Charlton | W | 1-0 |
| England - League 1 | 2023/12/23 15:00 | Bolton v Leyton Orient | L | 3-2 |
| England - League 1 | 2023/12/16 15:00 | Cheltenham v Leyton Orient | W | 1-2 |
| England - League 1 | 2023/12/09 15:00 | Leyton Orient v Derby | L | 0-3 |
| England - FA Cup | 2023/12/03 14:00 | Chesterfield v Leyton Orient | L | 1-0 |
Away History
| England - FA Cup | 2024/01/16 19:45 | Bolton v Luton | L | 1-2 |
| England - EFL Trophy | 2024/01/10 19:30 | Accrington Stanley v Bolton | W | 1-3 |
| England - FA Cup | 2024/01/07 14:00 | Luton v Bolton | D | 0-0 |
| England - League 1 | 2024/01/01 15:00 | Bolton v Burton Albion | W | 1-0 |
| England - League 1 | 2023/12/29 19:45 | Fleetwood Town v Bolton | W | 0-2 |
| England - League 1 | 2023/12/26 15:00 | Lincoln City v Bolton | W | 0-1 |
| England - League 1 | 2023/12/23 15:00 | Bolton v Leyton Orient | W | 3-2 |
| England - League 1 | 2023/12/16 15:00 | Bolton v Bristol Rovers | L | 1-2 |