Home History
| 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 |
| England Premier League 2 | 2019/08/30 18:00 | Wolverhampton U23 v Leicester U23 | L | 0-2 |
| England Premier League 2 | 2019/08/23 18:00 | Blackburn U23 v Wolverhampton U23 | W | 1-2 |
| England Premier League 2 | 2019/08/18 13:00 | Wolverhampton U23 v Everton U23 | D | 0-0 |
Away History
| England Premier League 2 | 2019/10/18 18:00 | Tottenham U23 v Leicester U23 | L | 0-2 |
| England Premier League 2 | 2019/09/27 18:00 | Brighton U23 v Tottenham U23 | L | 4-1 |
| England Premier League 2 | 2019/09/23 18:00 | Blackburn U23 v Tottenham U23 | L | 4-0 |
| England Premier League 2 | 2019/09/13 11:00 | Tottenham U23 v Southampton U23 | D | 2-2 |
| England Premier League 2 | 2019/08/30 18:00 | Chelsea U23 v Tottenham U23 | D | 2-2 |
| England Premier League 2 | 2019/08/23 11:00 | Tottenham U23 v Derby U23 | L | 1-2 |
| England Premier League 2 | 2019/08/16 18:00 | Tottenham U23 v Man City U23 | W | 3-1 |
| England Premier League 2 | 2019/08/10 13:00 | Liverpool U23 v Tottenham U23 | W | 0-4 |