Head to Head
| 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 | 2018/03/31 12:00 | Derby U23 v Chelsea U23 | W | 0-3 |
| England Premier League 2 | 2018/03/17 12:00 | Arsenal U23 v Chelsea U23 | L | 3-1 |
| England Premier League 2 | 2018/03/11 12:05 | West Ham U23 v Chelsea U23 | W | 0-1 |
| England Premier League 2 | 2018/02/16 19:05 | Man Utd U23 v Chelsea U23 | W | 0-4 |
| England Premier League 2 | 2018/02/02 19:05 | Chelsea U23 v Leicester U23 | W | 1-0 |
| England Premier League 2 | 2018/01/29 19:00 | Everton U23 v Chelsea U23 | L | 2-1 |
| England Premier League 2 | 2018/01/14 12:00 | Sunderland U23 v Chelsea U23 | W | 0-5 |
| England Premier League 2 | 2017/12/19 19:05 | Chelsea U23 v Man City U23 | W | 3-2 |
Away History
| England Premier League 2 | 2018/04/07 11:00 | Tottenham U23 v Derby U23 | W | 4-2 |
| England Premier League 2 | 2018/02/16 19:00 | Swansea U23 v Tottenham U23 | D | 2-2 |
| England Premier League 2 | 2018/02/12 19:00 | West Ham U23 v Tottenham U23 | D | 2-2 |
| England Premier League 2 | 2018/02/05 19:00 | Tottenham U23 v Liverpool U23 | W | 1-0 |
| England Premier League 2 | 2018/01/29 19:00 | Man Utd U23 v Tottenham U23 | W | 1-3 |
| England Premier League 2 | 2018/01/15 12:00 | Tottenham U23 v Everton U23 | L | 1-2 |
| England Premier League 2 | 2018/01/03 19:00 | Leicester U23 v Tottenham U23 | L | 6-1 |
| England Premier League 2 | 2017/12/19 19:00 | Tottenham U23 v Sunderland U23 | D | 0-0 |