Head to Head
| England U23 Development League | 2019/01/14 19:00 | Everton U23 v Chelsea U23 | L | 2-0 |
| England Premier League 2 | 2018/08/12 12:00 | Chelsea U23 v Everton U23 | D | 1-1 |
| England Premier League 2 | 2018/01/29 19:00 | Everton U23 v Chelsea U23 | L | 2-1 |
| England Premier League 2 | 2017/08/25 18:05 | Chelsea U23 v Everton U23 | L | 0-3 |
| England Premier League 2 | 2017/04/21 18:05 | Chelsea U23 v Everton U23 | D | 2-2 |
| England Premier League 2 | 2016/10/31 19:05 | Everton U23 v Chelsea U23 | D | 1-1 |
Home History
| England Premier League 2 | 2019/12/14 15:00 | Liverpool U23 v Chelsea U23 | D | 1-1 |
| England Premier League 2 | 2019/12/07 12:00 | Chelsea U23 v Derby U23 | D | 3-3 |
| England Premier League 2 | 2019/11/23 12:45 | Wolverhampton U23 v Chelsea U23 | D | 1-1 |
| England Premier League 2 | 2019/11/02 12:00 | Chelsea U23 v Blackburn U23 | W | 2-1 |
| England Premier League 2 | 2019/10/18 18:00 | Chelsea U23 v Arsenal U23 | W | 3-1 |
| England Premier League 2 | 2019/09/28 11:00 | Leicester U23 v Chelsea U23 | D | 2-2 |
| England Premier League 2 | 2019/09/21 14:00 | Southampton U23 v Chelsea U23 | W | 0-2 |
| England Premier League 2 | 2019/09/13 18:00 | Chelsea U23 v Brighton U23 | W | 2-1 |
Away History
| Youth Tournament | 2019/12/20 18:56 | Everton U23 v FC Porto U23 | L | 2-3 |
| England Premier League 2 | 2019/12/16 19:00 | Everton U23 v Wolverhampton U23 | W | 3-2 |
| England Premier League 2 | 2019/12/09 19:00 | Leicester U23 v Everton U23 | L | 2-1 |
| England U23 Premier League Cup | 2019/12/02 19:00 | Everton U23 v Watford U23 | W | 3-0 |
| England Premier League 2 | 2019/11/22 19:00 | Everton U23 v Tottenham U23 | L | 1-3 |
| England U23 Premier League Cup | 2019/11/10 14:00 | Everton U23 v Plymouth U23 | D | 1-1 |
| England Premier League 2 | 2019/11/02 14:00 | Liverpool U23 v Everton U23 | L | 2-1 |
| England Premier League 2 | 2019/10/18 18:00 | Derby U23 v Everton U23 | L | 4-1 |