Head to Head
| Elite Club Friendlies | 2023/07/15 14:00 | Chesterfield v Sheff Utd | L | 0-2 |
| Elite Club Friendlies | 2019/07/23 18:30 | Chesterfield v Sheff Utd | L | 0-5 |
| Club Friendly List | 2017/07/18 18:30 | Chesterfield v Sheff Utd | L | 1-2 |
| England League 1 | 2017/04/30 11:00 | Sheff Utd v Chesterfield | L | 3-2 |
| England League 1 | 2016/11/13 14:15 | Chesterfield v Sheff Utd | L | 1-4 |
| England League 1 | 2016/04/16 12:00 | Chesterfield v Sheff Utd | L | 0-3 |
| England League 1 | 2015/08/15 14:00 | Sheff Utd v Chesterfield | L | 2-0 |
| England League 1 | 2015/05/03 11:15 | Sheff Utd v Chesterfield | D | 1-1 |
Home History
| Club Friendly List | 2024/07/16 18:45 | Alfreton Town v Chesterfield | W | 1-2 |
| Elite Club Friendlies | 2024/07/13 13:00 | Chesterfield v Nottm Forest | L | 0-3 |
| Club Friendly List | 2024/07/06 13:00 | Matlock Town v Chesterfield | D | 0-0 |
| England National League | 2024/04/20 11:15 | Chesterfield v Maidenhead Utd | W | 3-2 |
| England National League | 2024/04/15 18:45 | Gateshead v Chesterfield | L | 2-1 |
| England National League | 2024/04/13 14:00 | Wealdstone v Chesterfield | L | 1-0 |
| England National League | 2024/04/01 14:00 | Chesterfield v Kidderminster | L | 1-3 |
| England National League | 2024/03/29 15:00 | York v Chesterfield | L | 2-1 |
Away History
| Club Friendly List | 2024/07/13 11:30 | York v Sheff Utd | W | 1-2 |
| England Premier League | 2024/05/19 15:00 | Sheff Utd v Tottenham | L | 0-3 |
| England Premier League | 2024/05/11 14:00 | Everton v Sheff Utd | L | 1-0 |
| England Premier League | 2024/05/04 14:00 | Sheff Utd v Nottm Forest | L | 1-3 |
| England Premier League | 2024/04/27 14:00 | Newcastle v Sheff Utd | L | 5-1 |
| England Premier League | 2024/04/24 19:00 | Man Utd v Sheff Utd | L | 4-2 |
| England Premier League | 2024/04/20 14:00 | Sheff Utd v Burnley | L | 1-4 |
| England Premier League | 2024/04/13 14:00 | Brentford v Sheff Utd | L | 2-0 |