Head to Head
| England League 2 | 2018/03/30 14:00 | Port Vale v Chesterfield | L | 2-1 |
| England League 2 | 2017/08/19 14:00 | Chesterfield v Port Vale | W | 2-0 |
| England League 1 | 2017/04/08 14:00 | Chesterfield v Port Vale | W | 1-0 |
| England League 1 | 2016/12/30 19:45 | Port Vale v Chesterfield | L | 1-0 |
| England League 1 | 2016/04/02 14:00 | Chesterfield v Port Vale | W | 4-2 |
| England League 1 | 2015/11/21 15:00 | Port Vale v Chesterfield | L | 3-2 |
| England League 1 | 2015/01/10 15:00 | Chesterfield v Port Vale | W | 3-0 |
| England League 1 | 2014/08/30 14:00 | Port Vale v Chesterfield | W | 1-2 |
Home History
| Club Friendly List | 2021/07/27 18:30 | Chesterfield v Bradford | W | 2-1 |
| Club Friendly List | 2021/07/21 18:30 | Matlock Town v Chesterfield | W | 1-3 |
| UK Friendlies | 2021/07/17 14:00 | Alfreton Town v Chesterfield | L | 3-2 |
| England National League | 2021/06/05 15:00 | Notts County v Chesterfield | L | 3-2 |
| England National League | 2021/05/29 11:30 | Halifax v Chesterfield | W | 1-2 |
| England National League | 2021/05/22 14:00 | Chesterfield v Dag & Red | W | 2-1 |
| England National League | 2021/05/15 14:00 | Chesterfield v Wealdstone | D | 0-0 |
| England National League | 2021/05/11 18:45 | Chesterfield v Kings Lynn Town | W | 4-1 |
Away History
| Club Friendly List | 2021/07/27 18:30 | Port Vale v Sheff Wed | L | 1-2 |
| Club Friendly List | 2021/07/10 14:00 | Newcastle Town v Port Vale | W | 2-6 |
| Club Friendly List | 2021/07/09 18:00 | Stafford Rangers v Port Vale | L | 2-0 |
| Club Friendly List | 2021/07/03 14:00 | Kidsgrove Ath v Port Vale | W | 0-2 |
| England League 2 | 2021/05/08 14:00 | Port Vale v Mansfield | L | 0-3 |
| England League 2 | 2021/05/01 14:00 | Grimsby v Port Vale | L | 1-0 |
| England League 2 | 2021/04/24 14:00 | Port Vale v Bradford | W | 2-1 |
| England League 2 | 2021/04/20 18:00 | Barrow v Port Vale | W | 0-2 |