Head to Head
| 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 |
| England League 1 | 2014/10/04 12:00 | Chesterfield v Sheff Utd | W | 3-2 |
Home History
| Club Friendly List | 2023/07/11 18:00 | Chesterfield v Sheff Wed | L | 1-2 |
| UK Friendlies | 2023/07/08 14:00 | Alfreton Town v Chesterfield | W | 1-5 |
| Club Friendly List | 2023/07/04 18:45 | Matlock Town v Chesterfield | W | 0-9 |
| England National League | 2023/05/13 14:30 | Chesterfield v Notts County | L | 5-6 |
| England National League | 2023/05/07 14:30 | Chesterfield v Bromley | W | 3-2 |
| England National League | 2023/04/29 16:30 | Chesterfield v Maidstone Utd | W | 4-0 |
| England National League | 2023/04/22 14:00 | Bromley v Chesterfield | L | 2-0 |
| England National League | 2023/04/18 18:45 | Chesterfield v Torquay | W | 5-1 |
Away History
| England Championship | 2023/05/08 14:00 | Birmingham v Sheff Utd | W | 1-2 |
| England Championship | 2023/05/04 18:45 | Huddersfield v Sheff Utd | L | 1-0 |
| England Championship | 2023/04/29 14:00 | Sheff Utd v Preston | W | 4-1 |
| England Championship | 2023/04/26 19:00 | Sheff Utd v West Brom | W | 2-0 |
| England FA Cup | 2023/04/22 15:45 | Man City v Sheff Utd | L | 3-0 |
| England Championship | 2023/04/18 18:45 | Sheff Utd v Bristol City | W | 1-0 |
| England Championship | 2023/04/15 11:30 | Sheff Utd v Cardiff | W | 4-1 |
| England Championship | 2023/04/10 19:00 | Burnley v Sheff Utd | L | 2-0 |