[2] Port Vale 2-0 Middlesbrough U21 [3] 2018-10-16 18:45
Weer: Gut Stadion: Vale Park Spielfeld: Gut Round: 1
Home History
| England - League 2 | 2018/10/13 14:00 | Port Vale v Lincoln City | L | 2-6 |
| England - EFL Trophy | 2018/10/09 18:45 | Port Vale v Burton Albion | W | 1-0 |
| England - League 2 | 2018/10/06 14:00 | Grimsby v Port Vale | L | 2-0 |
| England - League 2 | 2018/10/02 18:45 | Port Vale v Milton Keynes Dons | L | 0-2 |
| England - League 2 | 2018/09/29 14:00 | Port Vale v Exeter | D | 1-1 |
| England - League 2 | 2018/09/22 14:00 | Crewe v Port Vale | W | 0-1 |
| England - League 2 | 2018/09/15 14:00 | Port Vale v Northampton | W | 2-0 |
| England - League 2 | 2018/09/08 14:00 | Forest Green v Port Vale | D | 1-1 |
Away History
| England - EFL Trophy | 2018/10/09 18:00 | Walsall v Middlesbrough U21 | L | 3-1 |
| England - Premier League 2 | 2018/04/27 18:00 | Brighton U21 v Middlesbrough U21 | L | 3-0 |
| England - EFL Trophy | 2017/11/01 19:00 | Blackpool v Middlesbrough U21 | L | 4-1 |
| England - EFL Trophy | 2017/10/24 18:45 | Wigan v Middlesbrough U21 | L | 4-1 |
| England - EFL Trophy | 2017/09/19 18:30 | Accrington Stanley v Middlesbrough U21 | L | 3-2 |
| England - Premier League 2 | 2017/02/06 14:00 | Fulham U21 v Middlesbrough U21 | L | 1-0 |
| England - Premier League 2 | 2016/08/25 18:00 | Norwich U21 v Middlesbrough U21 | W | 1-2 |
| England - Premier League 2 | 2016/08/22 18:00 | Blackburn U21 v Middlesbrough U21 | D | 0-0 |