Head to Head
| Anglia - Premier League 2 | 2018/04/13 18:05 | Chelsea - U23 v Tottenham - U23 | L | 1-2 |
| Anglia - Premier League 2 | 2017/11/18 12:00 | Tottenham - U23 v Chelsea - U23 | W | 2-3 |
| Anglia - Premier League 2 | 2017/01/06 13:05 | Tottenham - U23 v Chelsea - U23 | D | 2-2 |
| Anglia - Premier League 2 | 2016/09/09 18:05 | Chelsea - U23 v Tottenham - U23 | W | 3-1 |
Home History
| Anglia - Premier League 2 | 2018/11/03 13:00 | Arsenal - U23 v Chelsea - U23 | W | 4-5 |
| Anglia - Premier League 2 | 2018/10/27 11:00 | Chelsea - U23 v Brighton - U23 | L | 2-3 |
| Anglia - Premier League 2 | 2018/10/20 11:00 | Man City - U23 v Chelsea - U23 | W | 1-4 |
| Anglia - Premier League 2 | 2018/09/29 11:00 | Chelsea - U23 v Liverpool - U23 | L | 1-3 |
| Anglia - Premier League 2 | 2018/09/22 12:00 | West Ham - U23 v Chelsea - U23 | W | 1-2 |
| Anglia - Premier League 2 | 2018/09/16 11:00 | Chelsea - U23 v Leicester - U23 | D | 1-1 |
| Anglia - Premier League 2 | 2018/09/02 13:00 | Swansea - U23 v Chelsea - U23 | W | 0-1 |
| Anglia - Premier League 2 | 2018/08/24 18:00 | Chelsea - U23 v Derby - U23 | L | 0-1 |
Away History
| Anglia - Premier League 2 | 2018/11/02 12:00 | Tottenham - U23 v Swansea - U23 | L | 1-4 |
| Anglia - Premier League 2 | 2018/10/28 14:00 | Derby - U23 v Tottenham - U23 | L | 1-0 |
| Anglia - Premier League 2 | 2018/10/19 11:00 | Tottenham - U23 v Leicester - U23 | W | 1-0 |
| Anglia - Premier League 2 | 2018/09/28 18:00 | Blackburn - U23 v Tottenham - U23 | W | 1-3 |
| Anglia - Premier League 2 | 2018/09/23 12:00 | Everton - U23 v Tottenham - U23 | L | 6-0 |
| Anglia - Premier League 2 | 2018/09/14 18:00 | Tottenham - U23 v Man City - U23 | W | 2-0 |
| Anglia - Premier League 2 | 2018/08/31 18:00 | Arsenal - U23 v Tottenham - U23 | L | 2-1 |
| Anglia - Premier League 2 | 2018/08/24 18:00 | Tottenham - U23 v Brighton - U23 | D | 1-1 |