Head to Head
| England - Premier League 2 | 2020/01/06 19:00 | Tottenham U23 v Chelsea U23 | W | 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 | L | 1-2 |
| England - Premier League 2 | 2017/11/18 12:00 | Tottenham U23 v Chelsea U23 | W | 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 | W | 3-1 |
Home History
| England - Premier League 2 | 2020/12/04 19:00 | Chelsea U23 v Leicester U23 | W | 2-1 |
| England - Premier League 2 | 2020/11/22 13:00 | Man City U23 v Chelsea U23 | D | 2-2 |
| England - Premier League 2 | 2020/11/08 13:00 | Everton U23 v Chelsea U23 | L | 2-0 |
| England - Premier League 2 | 2020/10/24 12:00 | Liverpool U23 v Chelsea U23 | L | 3-1 |
| England - Premier League 2 | 2020/10/17 11:00 | Chelsea U23 v Derby U23 | W | 3-2 |
| England - Premier League 2 | 2020/10/04 11:00 | Chelsea U23 v Arsenal U23 | W | 3-0 |
| England - Premier League 2 | 2020/09/25 18:00 | Brighton U23 v Chelsea U23 | L | 2-0 |
| England - Premier League 2 | 2020/09/18 18:00 | Southampton U23 v Chelsea U23 | W | 1-4 |
Away History
| England - Premier League 2 | 2020/12/07 19:00 | Blackburn U23 v Tottenham U23 | W | 2-3 |
| England - Premier League 2 | 2020/11/30 12:00 | Tottenham U23 v Leicester U23 | L | 1-5 |
| England - Premier League 2 | 2020/11/22 17:00 | Man Utd U23 v Tottenham U23 | L | 4-2 |
| England - Premier League 2 | 2020/11/06 12:00 | Tottenham U23 v Derby U23 | L | 1-2 |
| England - Premier League 2 | 2020/10/19 18:00 | Everton U23 v Tottenham U23 | D | 0-0 |
| England - Premier League 2 | 2020/10/03 13:00 | Tottenham U23 v Southampton U23 | W | 2-1 |
| England - Premier League 2 | 2020/09/26 12:00 | Arsenal U23 v Tottenham U23 | W | 0-1 |
| England - Premier League 2 | 2020/09/18 11:00 | Tottenham U23 v West Ham U23 | W | 3-0 |
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