Chesterfield 1-0 Leyton Orient 2023-12-03 14:00
Stadium: Proact Stadium Round: 8
Referee: Scott Oldham Home Manager: Paul Cook Away Manager: Richie Wellens
Head to Head
| Anglia - National League | 2018/12/22 15:00 | Leyton Orient v Chesterfield | L | 3-1 |
| Anglia - National League | 2018/09/01 14:00 | Chesterfield v Leyton Orient | L | 0-1 |
| Anglia - League 1 | 2015/02/14 15:00 | Chesterfield v Leyton Orient | L | 2-3 |
| Anglia - League 1 | 2014/08/09 14:00 | Leyton Orient v Chesterfield | W | 1-2 |