Head to Head
| England FA Trophy | 2021/01/20 19:45 | Boston Utd v Chesterfield | L | 2-5 |
| Club Friendly List | 2018/07/14 14:00 | Boston Utd v Chesterfield | D | 1-1 |
Home History
| Club Friendly List | 2022/07/20 18:45 | Boston Utd v Notts County | D | 1-1 |
| UK Friendlies | 2022/07/12 18:45 | Gainsborough v Boston Utd | W | 2-3 |
| England National League North | 2022/05/21 14:00 | York v Boston Utd | L | 2-0 |
| England National League North | 2022/05/15 14:00 | AFC Fylde v Boston Utd | W | 0-2 |
| England National League North | 2022/05/12 18:45 | Kidderminster v Boston Utd | W | 1-2 |
| England National League North | 2022/05/07 14:00 | Farsley Celtic v Boston Utd | W | 0-2 |
| England National League North | 2022/05/02 14:00 | Boston Utd v Gloucester | D | 1-1 |
| England National League North | 2022/04/30 14:00 | AFC Telford v Boston Utd | D | 1-1 |
Away History
| Club Friendly List | 2022/07/23 14:00 | Chesterfield v Bradford | W | 3-0 |
| UK Friendlies | 2022/07/16 14:00 | Matlock Town v Chesterfield | W | 0-2 |
| England National League | 2022/05/29 11:30 | Solihull Moors v Chesterfield | L | 3-1 |
| England National League | 2022/05/24 18:45 | Halifax v Chesterfield | W | 1-2 |
| England National League | 2022/05/15 14:00 | Chesterfield v Woking | D | 0-0 |
| England National League | 2022/05/07 11:30 | Torquay v Chesterfield | L | 2-0 |
| England National League | 2022/05/02 14:00 | Chesterfield v Stockport | L | 0-1 |
| England National League | 2022/04/30 14:00 | Bromley v Chesterfield | L | 4-2 |