Head to Head
| England Premier League 2 | 2020/12/14 19:00 | Chelsea U23 v Tottenham U23 | L | 3-2 |
| England Premier League 2 | 2020/01/06 19:00 | Tottenham U23 v Chelsea U23 | L | 0-1 |
| England Premier League 2 | 2019/08/30 18:00 | Chelsea U23 v Tottenham U23 | D | 2-2 |
| England Premier League 2 | 2019/03/01 19:00 | Tottenham U23 v Chelsea U23 | D | 1-1 |
| England Premier League 2 | 2018/11/23 19:00 | Chelsea U23 v Tottenham U23 | D | 1-1 |
| England Premier League 2 | 2018/04/13 18:05 | Chelsea U23 v Tottenham U23 | W | 1-2 |
| England Premier League 2 | 2017/11/18 12:00 | Tottenham U23 v Chelsea U23 | L | 2-3 |
| England Premier League 2 | 2017/01/06 13:05 | Tottenham U23 v Chelsea U23 | D | 2-2 |
| England Premier League 2 | 2016/09/09 18:05 | Chelsea U23 v Tottenham U23 | L | 3-1 |