Head to Head
| England Premier League 2 | 2023/04/24 18:00 | Tottenham U21 v Chelsea U21 | W | 3-2 |
| England Premier League 2 | 2022/11/07 19:00 | Chelsea U21 v Tottenham U21 | L | 3-0 |
Home History
| England Premier League 2 | 2023/09/25 18:00 | Stoke U21 v Tottenham U21 | W | 0-2 |
| England EFL Trophy | 2023/09/19 18:30 | Colchester v Tottenham U21 | W | 0-5 |
| England Premier League 2 | 2023/09/02 12:00 | Tottenham U21 v Blackburn U21 | W | 4-0 |
| England U21 Premier League Cup | 2023/08/29 18:00 | Tottenham U21 v Sunderland U21 | W | 3-2 |
| England Premier League 2 | 2023/08/25 18:00 | Derby U21 v Tottenham U21 | W | 0-2 |
| England Premier League 2 | 2023/08/19 12:00 | Tottenham U21 v Newcastle U21 | W | 4-1 |
| England Premier League 2 | 2023/08/12 12:00 | Man City U21 v Tottenham U21 | W | 0-5 |
| Club Friendly List | 2023/07/29 14:00 | Stevenage v Tottenham U21 | L | 4-0 |
Away History
| England EFL Trophy | 2023/09/26 18:00 | Northampton v Chelsea U21 | D | 2-2 |
| England Premier League 2 | 2023/09/22 18:00 | Man City U21 v Chelsea U21 | W | 1-2 |
| England U21 Premier League Cup | 2023/09/19 18:00 | Chelsea U21 v Luton U21 | W | 4-1 |
| Premier League International Cup | 2023/09/16 13:00 | Chelsea U21 v Lyon U21 | L | 1-3 |
| England Premier League 2 | 2023/09/01 18:00 | Chelsea U21 v West Brom U21 | W | 3-0 |
| England EFL Trophy | 2023/08/29 18:00 | Milton Keynes Dons v Chelsea U21 | L | 4-1 |
| England Premier League 2 | 2023/08/25 18:00 | Norwich U21 v Chelsea U21 | L | 3-2 |
| England Premier League 2 | 2023/08/18 18:00 | Chelsea U21 v Brighton U21 | L | 2-3 |