Head to Head
| England Premier League 2 | 2018/11/03 13:00 | Arsenal U23 v Chelsea U23 | W | 4-5 |
| England Premier League 2 | 2018/03/17 12:00 | Arsenal U23 v Chelsea U23 | L | 3-1 |
| England Premier League 2 | 2017/10/28 12:00 | Chelsea U23 v Arsenal U23 | D | 2-2 |
| England Premier League 2 | 2017/02/24 13:30 | Arsenal U23 v Chelsea U23 | L | 4-1 |
| England Premier League 2 | 2016/09/23 18:05 | Chelsea U23 v Arsenal U23 | L | 1-2 |
Home History
| England Premier League 2 | 2019/04/06 14:00 | Liverpool U23 v Chelsea U23 | L | 3-2 |
| England Premier League 2 | 2019/03/08 19:00 | Chelsea U23 v Man City U23 | W | 2-0 |
| England Premier League 2 | 2019/03/01 19:00 | Tottenham U23 v Chelsea U23 | D | 1-1 |
| England Premier League 2 | 2019/02/15 19:00 | Chelsea U23 v Swansea U23 | L | 0-2 |
| England Premier League 2 | 2019/02/04 19:00 | Derby U23 v Chelsea U23 | W | 0-1 |
| England U23 Development League | 2019/01/14 19:00 | Everton U23 v Chelsea U23 | L | 2-0 |
| England Premier League 2 | 2019/01/05 12:00 | Chelsea U23 v Blackburn U23 | L | 0-1 |
| England Premier League 2 | 2018/12/17 19:00 | Leicester U23 v Chelsea U23 | L | 2-1 |
Away History
| England Premier League 2 | 2019/04/08 18:00 | Arsenal U23 v Derby U23 | W | 5-0 |
| England Premier League 2 | 2019/03/29 19:00 | Arsenal U23 v West Ham U23 | W | 1-0 |
| England Premier League 2 | 2019/03/11 19:00 | Everton U23 v Arsenal U23 | D | 0-0 |
| England Premier League 2 | 2019/03/04 19:00 | Arsenal U23 v Swansea U23 | D | 2-2 |
| England Premier League 2 | 2019/02/15 19:00 | Tottenham U23 v Arsenal U23 | W | 0-4 |
| England Premier League 2 | 2019/01/14 19:00 | Arsenal U23 v Man City U23 | W | 5-1 |
| England Premier League 2 | 2019/01/07 19:00 | Brighton U23 v Arsenal U23 | D | 2-2 |
| England Premier League 2 | 2018/12/17 19:00 | Arsenal U23 v Blackburn U23 | L | 0-4 |