Chesterfield 1-0 Leyton Orient 2023-07-31 04:00
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
| Club Friendly List | 2023/07/29 12:00 | Bristol Rovers v Chesterfield | L | 2-0 |
| Club Friendly List | 2023/07/22 14:00 | Accrington Stanley v Chesterfield | W | 2-3 |
| Club Friendly List | 2023/07/19 18:00 | Chesterfield v Derby | L | 0-1 |
| Elite Club Friendlies | 2023/07/15 14:00 | Chesterfield v Sheff Utd | L | 0-2 |
| Club Friendly List | 2023/07/11 18:00 | Chesterfield v Sheff Wed | L | 1-2 |
| UK Friendlies | 2023/07/08 14:00 | Alfreton Town v Chesterfield | W | 1-5 |
| Club Friendly List | 2023/07/04 18:45 | Matlock Town v Chesterfield | W | 0-9 |
| England National League | 2023/05/13 14:30 | Chesterfield v Notts County | D | 1-1 |
Away History
| Club Friendly List | 2023/07/29 14:00 | Colchester v Leyton Orient | L | 2-1 |
| Club Friendly List | 2023/07/25 18:45 | Dag & Red v Leyton Orient | D | 1-1 |
| Club Friendly List | 2023/07/19 18:45 | Ebbsfleet United v Leyton Orient | L | 3-2 |
| Club Friendly List | 2023/07/19 18:45 | Chelmsford v Leyton Orient | L | 2-0 |
| Club Friendly List | 2023/07/14 09:00 | Charlton v Leyton Orient | D | 1-1 |
| Club Friendly List | 2023/07/07 18:45 | Billericay Town v Leyton Orient | D | 0-0 |
| England League 2 | 2023/05/08 11:30 | Bradford v Leyton Orient | D | 1-1 |
| England League 2 | 2023/04/29 14:00 | Leyton Orient v Stockport | L | 0-3 |
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