Head to Head
| England U23 Development League | 2019/11/18 19:00 | Bolton U23 v Sheff Utd U23 | D | 3-3 |
| England U23 Development League | 2019/02/04 13:49 | Sheff Utd U23 v Bolton U23 | W | 4-0 |
| England U23 Development League | 2018/11/19 19:01 | Bolton U23 v Sheff Utd U23 | D | 1-1 |
| England U23 Development League | 2018/01/15 19:01 | Bolton U23 v Sheff Utd U23 | L | 3-2 |
| England U23 Development League | 2017/10/16 13:00 | Sheff Utd U23 v Bolton U23 | W | 3-2 |
| England U23 Development League | 2017/04/19 18:01 | Bolton U23 v Sheff Utd U23 | L | 3-1 |
| England U23 Development League | 2017/03/06 19:00 | Sheff Utd U23 v Bolton U23 | L | 1-2 |
Home History
| England U23 Development League | 2020/02/17 19:00 | Sheff Utd U23 v Hull U23 | L | 0-3 |
| England U23 Development League | 2020/02/13 14:00 | Wigan U23 v Sheff Utd U23 | L | 1-0 |
| England U23 Development League | 2020/02/03 19:00 | Sheff Utd U23 v Barnsley U23 | D | 1-1 |
| England U23 Development League | 2020/01/24 13:00 | Nottm Forest U23 v Sheff Utd U23 | L | 1-0 |
| England U23 Development League | 2020/01/20 19:00 | Sheff Utd U23 v Crewe U23 | L | 2-3 |
| England U23 Development League | 2020/01/13 14:00 | Burnley U23 v Sheff Utd U23 | L | 2-0 |
| England U23 Development League | 2020/01/06 19:00 | Sheff Utd U23 v Birmingham U23 | L | 1-2 |
| England U23 Development League | 2019/12/16 19:00 | Sheff Utd U23 v Wigan U23 | D | 2-2 |
Away History
| England U23 Development League | 2020/02/17 14:00 | Wigan U23 v Bolton U23 | L | 3-0 |
| England U23 Development League | 2020/02/10 13:00 | Leeds U23 v Bolton U23 | L | 4-1 |
| England U23 Development League | 2020/02/03 19:00 | Bolton U23 v Burnley U23 | L | 0-2 |
| England U23 Development League | 2020/01/27 13:00 | Crewe U23 v Bolton U23 | L | 2-0 |
| England U23 Development League | 2020/01/20 19:00 | Bolton U23 v Sheff Wed U23 | L | 1-2 |
| England U23 Development League | 2020/01/10 13:00 | Hull U23 v Bolton U23 | L | 4-0 |
| England U23 Development League | 2020/01/10 12:58 | Hull U23 v Bolton U23 | L | 4-0 |
| England U23 Development League | 2019/12/20 13:00 | Bolton U23 v Millwall U23 | L | 0-1 |