Head to Head
| England League 1 | 2014/08/09 14:00 | Leyton Orient v Chesterfield | W | 1-2 |
Home History
| England League 1 | 2015/02/10 19:45 | Chesterfield v Preston | L | 0-2 |
| England League 1 | 2015/02/07 15:00 | Notts County v Chesterfield | W | 0-1 |
| England League 1 | 2015/01/31 15:00 | Chesterfield v Doncaster | D | 2-2 |
| England League 1 | 2015/01/27 19:45 | Chesterfield v Crawley Town | W | 3-0 |
| England FA Cup | 2015/01/24 15:00 | Derby v Chesterfield | L | 2-0 |
| England League 1 | 2015/01/17 15:00 | Swindon v Chesterfield | L | 3-1 |
| England FA Cup | 2015/01/13 19:45 | Chesterfield v Scunthorpe | W | 2-0 |
| England League 1 | 2015/01/10 15:00 | Chesterfield v Port Vale | W | 3-0 |
Away History
| England League 1 | 2015/02/10 19:45 | Leyton Orient v Notts County | L | 0-1 |
| England League 1 | 2015/01/31 15:00 | Leyton Orient v Scunthorpe | L | 1-4 |
| England League 1 | 2015/01/24 15:00 | Colchester v Leyton Orient | L | 2-0 |
| England League 1 | 2015/01/16 19:45 | Preston v Leyton Orient | D | 2-2 |
| England League 1 | 2015/01/10 15:00 | Leyton Orient v Fleetwood Town | L | 0-1 |
| England League 1 | 2014/12/29 19:45 | Yeovil v Leyton Orient | W | 0-3 |
| England League 1 | 2014/12/26 15:00 | Leyton Orient v Crawley Town | W | 4-1 |
| England League 1 | 2014/12/20 15:00 | Barnsley v Leyton Orient | L | 2-0 |