[13] Leyton Orient 4-0 Bolton [16] 2020-10-31 15:00
Stadion: Matchroom Stadium Round: 10
Schiedsrichter: Brett Huxtable Home Manager: Ross Embleton Away Manager: Ian Evatt
Home History
| 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 |
| England - League 2 | 2020/10/10 14:00 | Barrow v Leyton Orient | D | 1-1 |
| England - EFL Trophy | 2020/10/06 18:00 | Leyton Orient v AFC Wimbledon | W | 2-0 |
| England - League 2 | 2020/10/03 14:00 | Leyton Orient v Cheltenham | L | 0-2 |
Away History
| England - League 2 | 2020/10/27 19:00 | Bolton v Bradford | W | 1-0 |
| England - League 2 | 2020/10/24 14:00 | Cambridge Utd v Bolton | D | 1-1 |
| England - League 2 | 2020/10/20 18:00 | Barrow v Bolton | D | 3-3 |
| England - League 2 | 2020/10/17 14:00 | Bolton v Oldham | L | 1-2 |
| England - League 2 | 2020/10/10 14:00 | Bolton v Grimsby | D | 0-0 |
| England - EFL Trophy | 2020/10/06 16:30 | Shrewsbury v Bolton | L | 2-1 |
| England - League 2 | 2020/10/03 14:00 | Harrogate Town v Bolton | W | 1-2 |
| England - League 2 | 2020/09/26 14:00 | Bolton v Newport County | L | 0-2 |