Home History
| England National League North | 2019/04/27 14:00 | Nuneaton v Stockport | W | 0-3 |
| England National League North | 2019/04/22 14:00 | Stockport v Curzon Ashton | W | 2-0 |
| England National League North | 2019/04/20 12:00 | Chorley v Stockport | L | 2-0 |
| England National League North | 2019/04/13 14:00 | Stockport v Blyth Spartans | L | 0-1 |
| England National League North | 2019/04/09 18:45 | Chester v Stockport | W | 0-6 |
| England National League North | 2019/04/06 14:00 | Hereford FC v Stockport | D | 2-2 |
| England National League North | 2019/03/30 15:00 | Stockport v Darlington 1883 | W | 2-0 |
| England National League North | 2019/03/26 19:45 | Stockport v Ashton Utd | W | 2-1 |
Away History
| England National League | 2019/04/27 11:30 | Maidenhead Utd v Chesterfield | L | 2-0 |
| England National League | 2019/04/22 14:00 | Chesterfield v Boreham Wood | W | 3-2 |
| England National League | 2019/04/19 14:00 | Gateshead v Chesterfield | L | 1-0 |
| England National League | 2019/04/13 14:00 | Chesterfield v Maidstone Utd | W | 4-1 |
| England National League | 2019/04/06 14:00 | Dover v Chesterfield | D | 0-0 |
| England National League | 2019/03/30 15:00 | Chesterfield v Dag & Red | W | 2-0 |
| England National League | 2019/03/23 12:30 | Chesterfield v Sutton Utd | W | 3-0 |
| England National League | 2019/03/16 15:00 | Havant and W v Chesterfield | W | 1-2 |