Home History
| 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 |
| England Premier League 2 | 2019/08/12 18:00 | Brighton U23 v Wolverhampton U23 | L | 2-0 |
| Europe Friendlies | 2019/07/21 17:00 | Villarreal B v Wolverhampton U23 | L | 1-0 |
| Europe Friendlies | 2019/07/18 17:00 | Real Murcia B v Wolverhampton U23 | L | 1-0 |
| Club Friendly List | 2019/07/10 18:30 | Hednesford v Wolverhampton U23 | W | 1-6 |
Away History
| England Premier League 2 | 2019/09/14 11:30 | Arsenal U23 v Leicester U23 | W | 2-1 |
| England Premier League 2 | 2019/08/30 18:00 | Derby U23 v Arsenal U23 | D | 2-2 |
| England Premier League 2 | 2019/08/23 18:00 | Arsenal U23 v Everton U23 | D | 2-2 |
| England Premier League 2 | 2019/08/16 18:00 | Arsenal U23 v Brighton U23 | W | 2-1 |
| England Premier League 2 | 2019/08/12 18:00 | Blackburn U23 v Arsenal U23 | W | 1-3 |
| Europe Friendlies | 2019/07/18 09:00 | Arsenal U23 v Slavia Prague B | D | 1-1 |
| England Premier League 2 | 2019/04/26 18:00 | Arsenal U23 v Leicester U23 | W | 3-0 |
| England Premier League 2 | 2019/04/15 18:00 | Chelsea U23 v Arsenal U23 | W | 1-3 |