Head to Head
| England National League | 2022/09/03 14:00 | Oldham v Chesterfield | W | 0-2 |
| England League 1 | 2017/02/04 15:00 | Chesterfield v Oldham | L | 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 | L | 1-0 |
| England League 1 | 2015/11/14 15:00 | Chesterfield v Oldham | L | 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 | 2023/02/21 19:45 | Chesterfield v Wealdstone | D | 1-1 |
| England National League | 2023/02/18 15:00 | Solihull Moors v Chesterfield | D | 0-0 |
| England National League | 2023/02/14 19:45 | Aldershot v Chesterfield | D | 1-1 |
| England National League | 2023/02/11 17:20 | Chesterfield v Notts County | L | 1-2 |
| England National League | 2023/02/07 19:45 | Chesterfield v Woking | L | 1-3 |
| England National League | 2023/02/04 15:00 | Boreham Wood v Chesterfield | L | 1-0 |
| England National League | 2023/01/28 15:00 | Barnet v Chesterfield | L | 3-0 |
| England National League | 2023/01/24 19:45 | Chesterfield v Altrincham | W | 1-0 |
Away History
| England National League | 2023/02/21 19:45 | Gateshead v Oldham | L | 2-1 |
| England National League | 2023/02/18 15:00 | Oldham v Maidstone Utd | W | 2-0 |
| England National League | 2023/02/14 19:45 | Oldham v Gateshead | D | 2-2 |
| England National League | 2023/02/07 19:45 | Oldham v Dag & Red | W | 4-2 |
| England National League | 2023/02/04 15:00 | Oldham v Halifax | L | 0-1 |
| England National League | 2023/01/28 15:00 | Aldershot v Oldham | D | 1-1 |
| England National League | 2023/01/24 19:45 | Oldham v York | W | 2-0 |
| England FA Trophy | 2023/01/14 15:00 | Oldham v Gateshead | L | 1-3 |