Head to Head
| England National League | 2019/04/22 14:00 | Chesterfield v Boreham Wood | L | 3-2 |
| England National League | 2018/09/04 18:45 | Boreham Wood v Chesterfield | W | 1-0 |
Home History
| England National League | 2019/08/06 18:45 | Boreham Wood v Wrexham | D | 2-2 |
| England National League | 2019/08/03 14:00 | Torquay v Boreham Wood | L | 2-1 |
| Club Friendly List | 2019/07/27 14:00 | Billericay Town v Boreham Wood | W | 1-2 |
| Club Friendly List | 2019/07/20 14:00 | Haringey Borough v Boreham Wood | W | 0-2 |
| Club Friendly List | 2019/07/16 18:30 | Boreham Wood v QPR | W | 2-1 |
| Club Friendly List | 2019/07/13 14:00 | Hampton & Richmond v Boreham Wood | W | 1-3 |
| Club Friendly List | 2019/07/06 14:00 | Boreham Wood v Arsenal XI | D | 3-3 |
| England National League | 2019/04/27 11:30 | Boreham Wood v Eastleigh | D | 3-3 |
Away History
| England National League | 2019/08/06 18:45 | Maidenhead Utd v Chesterfield | D | 1-1 |
| England National League | 2019/08/03 14:00 | Chesterfield v Dover | L | 1-2 |
| Club Friendly List | 2019/07/27 14:00 | Chesterfield v Burton Albion | L | 2-5 |
| Club Friendly List | 2019/07/24 18:30 | Sheffield FC v Chesterfield | L | 2-1 |
| Elite Club Friendlies | 2019/07/23 18:30 | Chesterfield v Sheff Utd | L | 0-5 |
| Club Friendly List | 2019/07/20 14:00 | Chesterfield v Rotherham | L | 1-2 |
| Club Friendly List | 2019/07/16 18:30 | Matlock Town v Chesterfield | W | 1-2 |
| Club Friendly List | 2019/07/15 18:45 | Hallam v Chesterfield | W | 1-2 |