| Date | Ground | Comp. | Match | Score | Attendance |
| 14/07/2014 | Sandygate | Fr | Hallam v Chesterfield | 1-1 | |
| 15/07/2014 | Coach and Horses Ground | Fr | Sheffield FC v Chesterfield | 2-0 | 143 |
| 03/08/2014 | Goodison Park | Fr | Everton v Porto | 1-1 | 19,757 |
| 16/08/2014 | Proact Stadium | L1 | Chesterfield v Rochdale | 2-1 | 5,682 |
| 19/08/2014 | Proact Stadium | L1 | Chesterfield v MK Dons | 0-1 | 5,811 |
| 13/09/2014 | Proact Stadium | L1 | Chesterfield v Scunthorpe | 4-1 | 6,227 |
| 27/09/2014 | Proact Stadium | L1 | Chesterfield v Notts County | 1-1 | 7,422 |
| 04/10/2014 | Proact Stadium | L1 | Chesterfield v Sheffield United | 3-2 | 9,723 |
| 18/10/2014 | Proact Stadium | L1 | Chesterfield v Oldham Athletic | 1-1 | 7,130 |
| 25/10/2014 | Hillsborough | Champs | Sheffield Wednesday v Norwich City | 0-0 | 20,898 |
| 28/10/2014 | Proact Stadium | L1 | Chesterfield v Swindon Town | 0-3 | 6,144 |
| 01/11/2014 | Proact Stadium | L1 | Chesterfield v Yeovil Town | 0-0 | 6,462 |
| 22/11/2014 | Proact Stadium | L1 | Chesterfield v Barnsley | 2-1 | 8,544 |
| 13/12/2014 | Proact Stadium | L1 | Chesterfield v Bradford City | 0-1 | 6,809 |
| 26/12/2014 | Proact Stadium | L1 | Chesterfield v Peterborough United | 3-2 | 8,353 |
| 10/01/2015 | Proact Stadium | L1 | Chesterfield v Port Vale | 3-0 | 7,034 |
| 24/01/2015 | iPro Stadium | FA Cup R4 | Derby County v Chesterfield | 2-0 | 28,392 |
| 27/01/2015 | Proact Stadium | L1 | Chesterfield v Crawley Town | 3-0 | 5,329 |
| 31/01/2015 | Proact Stadium | L1 | Chesterfield v Doncaster Rovers | 2-2 | 7,839 |
| 10/02/2015 | Proact Stadium | L1 | Chesterfield v Preston North End | 0-2 | 6,309 |
| 14/02/2015 | Proact Stadium | L1 | Chesterfield v Leyton Orient | 2-3 | 6,524 |
| 28/02/2015 | Proact Stadium | L1 | Chesterfield v Fleetwood Town | 3-0 | 6,497 |
| 14/03/2015 | Proact Stadium | L1 | Chesterfield v Coventry City | 2-3 | 7,205 |
| 17/03/2015 | Proact Stadium | L1 | Chesterfield v Gillingham | 3-0 | 4,804 |
| 28/03/2015 | Proact Stadium | L1 | Chesterfield v Walsall | 1-0 | 6,358 |
| 06/04/2015 | Proact Stadium | L1 | Chesterfield v Crewe Alexandra | 1-0 | 6,942 |
| 11/04/2015 | Oakwell | L1 | Barnsley v Chesterfield | 1-1 | 11,268 |
| 14/04/2015 | Proact Stadium | L1 | Chesterfield v Colchester Utd | 6-0 | 6,508 |
| 18/04/2015 | Boundary Park | L1 | Oldham Ath v Chesterfield | 0-0 | 4,557 |
| 25/04/2015 | Proact Stadium | L1 | Chesterfield v Bristol City | 0-2 | 9,615 |
| 03/05/2015 | Bramall Lane | L1 | Sheffield Utd v Chesterfield | 1-1 | 26,078 |
| 07/05/2015 | Proact Stadium | L1POSF1 | Chesterfield v Preston NE | 0-1 | 8,409 |
| 10/05/2015 | Deepdale | L1POSF2 | Preston NE v Chesterfield | 3-0 | 15,641 |
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