Home History
| England League 1 | 2014/08/16 14:00 | Chesterfield v Rochdale | W | 2-1 |
| England EFL Cup | 2014/08/12 18:45 | Chesterfield v Huddersfield | L | 3-5 |
| England League 1 | 2014/08/09 14:00 | Leyton Orient v Chesterfield | W | 1-2 |
| Club Friendly List | 2014/07/30 18:45 | Chesterfield v Aston Villa | W | 3-1 |
| Club Friendly List | 2014/07/26 14:00 | Chesterfield v Leeds | D | 2-2 |
| Europe Friendlies | 2014/07/15 18:30 | Alfreton Town v Chesterfield | W | 1-5 |
| Europe Friendlies | 2014/07/05 14:00 | Buxton v Chesterfield | D | 1-1 |
| England EFL Trophy | 2014/03/30 13:00 | Chesterfield v Peterborough | L | 1-3 |
Away History
| England League 1 | 2014/08/16 14:00 | Peterborough v Milton Keynes Dons | L | 3-2 |
| England EFL Cup | 2014/08/12 18:45 | Milton Keynes Dons v AFC Wimbledon | W | 3-1 |
| England League 1 | 2014/08/09 14:00 | Milton Keynes Dons v Gillingham | W | 4-2 |
| Club Friendly List | 2014/08/04 18:45 | Milton Keynes Dons v Leicester | L | 0-2 |
| Europe Friendlies | 2014/08/02 14:00 | Brackley v Milton Keynes Dons | W | 1-4 |
| Club Friendly List | 2014/07/29 18:45 | Cambridge Utd v Milton Keynes Dons | L | 3-1 |
| Club Friendly List | 2014/07/27 14:00 | Milton Keynes Dons v Nottm Forest | W | 1-0 |
| Club Friendly List | 2014/07/22 18:45 | Dag & Red v Milton Keynes Dons | W | 0-1 |