Home History
| England Premier League 2 | 2022/10/30 16:00 | Brighton U21 v Chelsea U21 | D | 2-2 |
| England Premier League 2 | 2022/10/22 11:00 | Chelsea U21 v Blackburn U21 | W | 3-0 |
| England EFL Trophy | 2022/10/18 19:30 | Leyton Orient v Chelsea U21 | W | 2-3 |
| England Premier League 2 | 2022/10/15 11:00 | Chelsea U21 v Man Utd U21 | D | 3-3 |
| England Premier League 2 | 2022/10/08 15:00 | West Ham U21 v Chelsea U21 | W | 0-1 |
| England EFL Trophy | 2022/10/04 18:45 | Oxford Utd v Chelsea U21 | W | 1-2 |
| England Premier League 2 | 2022/10/01 11:00 | Chelsea U21 v Leicester U21 | D | 2-2 |
| England Premier League 2 | 2022/09/17 13:00 | Crystal Palace U21 v Chelsea U21 | D | 3-3 |
Away History
| England Premier League 2 | 2022/10/29 11:00 | Tottenham U21 v Man Utd U21 | D | 1-1 |
| England Premier League 2 | 2022/10/22 11:00 | Tottenham U21 v Fulham U21 | D | 1-1 |
| England EFL Trophy | 2022/10/18 18:00 | Stevenage v Tottenham U21 | L | 1-0 |
| England Premier League 2 | 2022/10/15 10:00 | Wolverhampton U21 v Tottenham U21 | L | 4-1 |
| England Premier League 2 | 2022/10/08 10:00 | Tottenham U21 v Arsenal U21 | D | 0-0 |
| England Premier League 2 | 2022/09/30 18:00 | Brighton U21 v Tottenham U21 | L | 4-0 |
| England EFL Trophy | 2022/09/20 18:30 | Peterborough v Tottenham U21 | L | 3-0 |
| England Premier League 2 | 2022/09/17 12:00 | Tottenham U21 v Blackburn U21 | L | 1-3 |