Chesterfield 1-0 Leyton Orient 2023-10-25 00:00
Stadium: Proact Stadium Round: 8
Referee: Scott Oldham Home Manager: Paul Cook Away Manager: Richie Wellens
Head to Head
| England National League | 2018/12/22 15:00 | Leyton Orient v Chesterfield | L | 3-1 |
| England National League | 2018/09/01 14:00 | Chesterfield v Leyton Orient | L | 0-1 |
| England League 1 | 2015/02/14 15:00 | Chesterfield v Leyton Orient | L | 2-3 |
| England League 1 | 2014/08/09 14:00 | Leyton Orient v Chesterfield | W | 1-2 |
Home History
| England National League | 2023/10/24 18:45 | Chesterfield v York | W | 4-0 |
| England FA Cup Qualification | 2023/10/14 14:00 | Chesterfield v Kettering | W | 5-0 |
| England National League | 2023/10/07 14:00 | Boreham Wood v Chesterfield | W | 0-2 |
| England National League | 2023/10/03 18:45 | Chesterfield v Bromley | W | 2-0 |
| England National League | 2023/09/30 14:00 | Maidenhead Utd v Chesterfield | D | 1-1 |
| England National League | 2023/09/26 19:00 | Rochdale v Chesterfield | W | 1-2 |
| England National League | 2023/09/23 14:00 | Chesterfield v Wealdstone | W | 3-2 |
| England National League | 2023/09/19 18:45 | Chesterfield v Halifax | W | 3-2 |
Away History
| England League 1 | 2023/10/24 18:45 | Northampton v Leyton Orient | D | 2-2 |
| England League 1 | 2023/10/21 14:00 | Leyton Orient v Barnsley | D | 1-1 |
| England League 1 | 2023/10/14 14:00 | Carlisle v Leyton Orient | W | 0-1 |
| England League 1 | 2023/10/07 14:00 | Leyton Orient v Reading | W | 2-1 |
| England League 1 | 2023/09/30 14:00 | Fleetwood Town v Leyton Orient | L | 1-0 |
| England League 1 | 2023/09/23 14:00 | Leyton Orient v Shrewsbury | W | 1-0 |
| England EFL Trophy | 2023/09/19 18:00 | Leyton Orient v Fulham U21 | D | 2-2 |
| England League 1 | 2023/09/16 14:00 | Peterborough v Leyton Orient | D | 1-1 |