[1] Portsmouth 1-2 Chelsea U21 [2] 2018-01-09 19:45
Weer: Kalt Stadion: Fratton Park Spielfeld: Gut Round: 9
Home History
| England - League 1 | 2018/01/01 15:00 | Bristol Rovers v Portsmouth | L | 2-1 |
| England - League 1 | 2017/12/30 15:00 | Portsmouth v Northampton | W | 3-1 |
| England - League 1 | 2017/12/26 15:00 | Portsmouth v AFC Wimbledon | W | 2-1 |
| England - League 1 | 2017/12/23 15:00 | Shrewsbury v Portsmouth | L | 2-0 |
| England - League 1 | 2017/12/16 15:00 | Portsmouth v Bury | W | 1-0 |
| England - League 1 | 2017/12/09 15:00 | Charlton v Portsmouth | W | 0-1 |
| England - EFL Trophy | 2017/12/02 12:30 | Portsmouth v Northampton | W | 2-0 |
| England - League 1 | 2017/11/25 15:00 | Portsmouth v Plymouth | W | 1-0 |
Away History
| England - Premier League 2 | 2018/01/06 14:00 | Swansea U23 v Chelsea U21 | L | 2-0 |
| England - EFL Trophy | 2017/12/06 19:45 | Milton Keynes Dons v Chelsea U21 | W | 0-4 |
| England - EFL Trophy | 2017/11/28 19:45 | Exeter v Chelsea U21 | W | 1-3 |
| England - Premier League 2 | 2017/11/25 14:00 | Chelsea U21 v Liverpool U21 | L | 1-3 |
| England - EFL Trophy | 2017/10/25 18:45 | Yeovil v Chelsea U21 | L | 6-4 |
| England - Premier League 2 | 2017/09/09 13:00 | Chelsea U21 v Sunderland U21 | D | 2-2 |
| England - EFL Trophy | 2017/08/15 18:00 | Plymouth v Chelsea U21 | L | 7-6 |
| England - Premier League 2 | 2016/08/22 18:05 | Chelsea U21 v Liverpool U21 | W | 4-1 |