Head to Head
| England League 1 | 2017/02/04 15:00 | Chesterfield v Oldham | W | 0-1 |
| England League 1 | 2016/09/10 14:00 | Oldham v Chesterfield | D | 0-0 |
| England League 1 | 2016/03/28 14:00 | Oldham v Chesterfield | W | 1-0 |
| England League 1 | 2015/11/14 15:00 | Chesterfield v Oldham | W | 1-2 |
| England League 1 | 2015/04/18 14:00 | Oldham v Chesterfield | D | 0-0 |
| England League 1 | 2014/10/18 14:00 | Chesterfield v Oldham | D | 1-1 |
Home History
| England National League | 2022/08/29 14:00 | York v Oldham | D | 1-1 |
| England National League | 2022/08/26 18:45 | Oldham v Aldershot | W | 2-1 |
| England National League | 2022/08/20 14:00 | Southend v Oldham | L | 1-0 |
| England National League | 2022/08/16 18:45 | Oldham v Wealdstone | L | 1-2 |
| England National League | 2022/08/13 16:20 | Oldham v Dorking Wanderers | W | 3-2 |
| England National League | 2022/08/06 14:00 | Torquay v Oldham | D | 0-0 |
| UK Friendlies | 2022/07/30 14:00 | AFC Fylde v Oldham | L | 2-1 |
| Club Friendly List | 2022/07/26 18:45 | Radcliffe FC v Oldham | W | 1-2 |
Away History
| England National League | 2022/08/29 14:00 | Altrincham v Chesterfield | W | 1-2 |
| England National League | 2022/08/26 18:45 | Chesterfield v Barnet | W | 3-1 |
| England National League | 2022/08/20 16:20 | Notts County v Chesterfield | D | 2-2 |
| England National League | 2022/08/16 18:45 | Chesterfield v Wrexham | W | 2-0 |
| England National League | 2022/08/13 14:00 | Chesterfield v Aldershot | W | 1-0 |
| England National League | 2022/08/06 14:00 | Dorking Wanderers v Chesterfield | D | 2-2 |
| Club Friendly List | 2022/07/29 18:00 | Boston Utd v Chesterfield | W | 0-2 |
| Club Friendly List | 2022/07/23 14:00 | Chesterfield v Bradford | W | 3-0 |