Home History
| England League 1 | 2014/11/15 15:00 | Crewe v Chesterfield | D | 0-0 |
| England FA Cup | 2014/11/09 14:00 | Braintree Town v Chesterfield | W | 0-6 |
| England League 1 | 2014/11/01 15:00 | Chesterfield v Yeovil | D | 0-0 |
| England League 1 | 2014/10/28 19:45 | Chesterfield v Swindon | L | 0-3 |
| England League 1 | 2014/10/25 14:00 | Walsall v Chesterfield | L | 1-0 |
| England League 1 | 2014/10/21 18:45 | Colchester v Chesterfield | L | 2-1 |
| England League 1 | 2014/10/18 14:00 | Chesterfield v Oldham | D | 1-1 |
| England League 1 | 2014/10/11 14:00 | Bristol City v Chesterfield | L | 3-2 |
Away History
| England League 1 | 2014/11/14 19:45 | Barnsley v Colchester | W | 3-2 |
| England FA Cup | 2014/11/08 15:00 | Barnsley v Burton Albion | W | 5-0 |
| England League 1 | 2014/11/01 15:00 | Sheff Utd v Barnsley | W | 0-1 |
| England League 1 | 2014/10/25 14:00 | Barnsley v Bristol City | D | 2-2 |
| England League 1 | 2014/10/21 18:45 | Barnsley v Notts County | L | 2-3 |
| England League 1 | 2014/10/18 14:00 | Peterborough v Barnsley | L | 2-1 |
| England League 1 | 2014/10/12 14:00 | Barnsley v Bradford | W | 3-1 |
| England EFL Trophy | 2014/10/07 18:30 | Oldham v Barnsley | L | 6-4 |