Head to Head
| England Premier League 2 | 2019/04/15 18:00 | Chelsea U23 v Arsenal U23 | L | 1-3 |
| 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 | 2019/09/28 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 |
| England Premier League 2 | 2019/08/30 18:00 | Chelsea U23 v Tottenham U23 | D | 2-2 |
| England Premier League 2 | 2019/08/23 18:00 | Man City U23 v Chelsea U23 | D | 2-2 |
| England Premier League 2 | 2019/08/19 18:00 | Chelsea U23 v Liverpool U23 | W | 3-0 |
| England Premier League 2 | 2019/08/12 18:00 | Derby U23 v Chelsea U23 | W | 0-1 |
| Club Friendly List | 2019/07/27 14:00 | Sutton Utd v Chelsea U23 | D | 2-2 |
Away History
| England Premier League 2 | 2019/09/28 12:00 | Arsenal U23 v Liverpool U23 | D | 2-2 |
| England Premier League 2 | 2019/09/20 18:00 | Wolverhampton U23 v Arsenal U23 | D | 2-2 |
| England Premier League 2 | 2019/09/14 11:30 | Arsenal U23 v Leicester U23 | W | 2-1 |
| England Premier League 2 | 2019/08/30 18:00 | Derby U23 v Arsenal U23 | D | 2-2 |
| England Premier League 2 | 2019/08/23 18:00 | Arsenal U23 v Everton U23 | D | 2-2 |
| England Premier League 2 | 2019/08/16 18:00 | Arsenal U23 v Brighton U23 | W | 2-1 |
| England Premier League 2 | 2019/08/12 18:00 | Blackburn U23 v Arsenal U23 | W | 1-3 |
| Europe Friendlies | 2019/07/18 09:00 | Arsenal U23 v Slavia Prague B | D | 1-1 |