Head to Head
| England Premier League 2 | 2021/08/16 18:00 | Tottenham U23 v Chelsea U23 | D | 2-2 |
| England Premier League 2 | 2021/04/18 12:00 | Tottenham U23 v Chelsea U23 | W | 1-4 |
| England Premier League 2 | 2020/12/14 19:00 | Chelsea U23 v Tottenham U23 | W | 3-2 |
| 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 |
Home History
| England Premier League 2 | 2022/05/01 12:00 | Blackburn U23 v Chelsea U23 | L | 4-3 |
| England Premier League 2 | 2022/04/25 18:00 | Brighton U23 v Chelsea U23 | W | 1-2 |
| England Premier League 2 | 2022/04/15 18:00 | Everton U23 v Chelsea U23 | L | 2-0 |
| England Premier League 2 | 2022/04/08 18:00 | Man Utd U23 v Chelsea U23 | L | 1-0 |
| England Premier League 2 | 2022/04/02 11:00 | Liverpool U23 v Chelsea U23 | D | 2-2 |
| England Premier League 2 | 2022/03/20 13:00 | Chelsea U23 v Leeds U23 | W | 1-0 |
| England Premier League 2 | 2022/03/11 19:00 | Chelsea U23 v West Ham U23 | D | 1-1 |
| England Premier League 2 | 2022/02/04 19:00 | Arsenal U23 v Chelsea U23 | L | 3-1 |
Away History
| England Premier League 2 | 2022/05/02 12:00 | Tottenham U23 v Brighton U23 | D | 0-0 |
| England Premier League 2 | 2022/04/25 18:00 | Derby U23 v Tottenham U23 | W | 0-1 |
| England Premier League 2 | 2022/04/04 18:00 | West Ham U23 v Tottenham U23 | L | 3-1 |
| England Premier League 2 | 2022/03/18 19:00 | Tottenham U23 v Leicester U23 | W | 3-1 |
| England Premier League 2 | 2022/03/12 12:00 | Liverpool U23 v Tottenham U23 | L | 7-1 |
| England Premier League 2 | 2022/03/04 19:00 | Arsenal U23 v Tottenham U23 | L | 2-1 |
| England Premier League 2 | 2022/02/28 19:00 | Tottenham U23 v Leeds U23 | D | 1-1 |
| England Premier League 2 | 2022/02/07 12:00 | Tottenham U23 v Crystal Palace U23 | L | 1-4 |