Home History
| England U23 Premier League Cup | 2019/11/09 13:05 | Wolverhampton U23 v Birmingham U23 | W | 2-1 |
| England Premier League 2 | 2019/11/01 19:00 | Derby U23 v Wolverhampton U23 | D | 2-2 |
| England Premier League 2 | 2019/10/26 12:00 | Wolverhampton U23 v Tottenham U23 | L | 1-2 |
| England Premier League 2 | 2019/10/20 13:00 | Liverpool U23 v Wolverhampton U23 | L | 4-3 |
| England U23 Premier League Cup | 2019/10/07 17:58 | Derby U23 v Wolverhampton U23 | W | 1-2 |
| England Premier League 2 | 2019/09/27 18:00 | Wolverhampton U23 v Southampton U23 | L | 1-2 |
| England Premier League 2 | 2019/09/20 18:00 | Wolverhampton U23 v Arsenal U23 | D | 2-2 |
| England Premier League 2 | 2019/09/14 12:00 | Man City U23 v Wolverhampton U23 | W | 1-2 |
Away History
| England Premier League 2 | 2019/11/02 12:00 | Chelsea U23 v Blackburn U23 | W | 2-1 |
| England Premier League 2 | 2019/10/18 18:00 | Chelsea U23 v Arsenal U23 | W | 3-1 |
| England Premier League 2 | 2019/09/28 11:00 | Leicester U23 v Chelsea U23 | D | 2-2 |
| England Premier League 2 | 2019/09/21 14:00 | Southampton U23 v Chelsea U23 | W | 0-2 |
| England Premier League 2 | 2019/09/13 18:00 | Chelsea U23 v Brighton U23 | W | 2-1 |
| England Premier League 2 | 2019/08/30 18:00 | Chelsea U23 v Tottenham U23 | D | 2-2 |
| England Premier League 2 | 2019/08/23 18:00 | Man City U23 v Chelsea U23 | D | 2-2 |
| England Premier League 2 | 2019/08/19 18:00 | Chelsea U23 v Liverpool U23 | W | 3-0 |