Head to Head
| England League 2 | 2025/09/13 14:00 | Chesterfield v Milton Keynes Dons | D | 1-1 |
| England League 2 | 2025/01/01 15:00 | Chesterfield v Milton Keynes Dons | W | 1-2 |
| England League 2 | 2024/12/03 19:45 | Milton Keynes Dons v Chesterfield | W | 3-0 |
| England League 1 | 2017/01/02 15:00 | Chesterfield v Milton Keynes Dons | D | 0-0 |
| England League 1 | 2016/11/22 19:45 | Milton Keynes Dons v Chesterfield | L | 2-3 |
| England League 1 | 2015/03/03 19:45 | Milton Keynes Dons v Chesterfield | L | 1-2 |
| England FA Cup | 2015/01/02 19:45 | Milton Keynes Dons v Chesterfield | L | 0-1 |
| England League 1 | 2014/08/19 18:45 | Chesterfield v Milton Keynes Dons | W | 0-1 |
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