Head to Head
| England Premier League 2 | 2021/02/05 19:00 | Arsenal U23 v Chelsea U23 | D | 2-2 |
| England Premier League 2 | 2020/10/04 11:00 | Chelsea U23 v Arsenal U23 | W | 3-0 |
| England Premier League 2 | 2020/02/17 19:00 | Arsenal U23 v Chelsea U23 | W | 1-2 |
| England Premier League 2 | 2019/10/18 18:00 | Chelsea U23 v Arsenal U23 | W | 3-1 |
| 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 |
Home History
| England Premier League 2 | 2021/09/11 14:00 | Man City U23 v Chelsea U23 | L | 4-1 |
| England Premier League 2 | 2021/08/29 12:00 | West Ham U23 v Chelsea U23 | L | 2-1 |
| England Premier League 2 | 2021/08/20 18:00 | Chelsea U23 v Man Utd U23 | D | 1-1 |
| England Premier League 2 | 2021/08/16 18:00 | Tottenham U23 v Chelsea U23 | D | 2-2 |
| UK Friendlies | 2021/07/27 17:00 | Chelsea U23 v Portsmouth | W | 2-0 |
| England Premier League 2 | 2021/05/07 15:00 | Blackburn U23 v Chelsea U23 | W | 2-4 |
| England Premier League 2 | 2021/04/30 18:00 | Chelsea U23 v Blackburn U23 | W | 1-0 |
| England Premier League 2 | 2021/04/23 18:00 | Man Utd U23 v Chelsea U23 | L | 4-2 |
Away History
| England Premier League 2 | 2021/09/11 12:00 | Arsenal U23 v Man Utd U23 | W | 3-1 |
| England U23 Premier League Cup | 2021/09/02 18:00 | Arsenal U23 v Southampton U23 | D | 1-1 |
| England Premier League 2 | 2021/08/27 11:00 | Tottenham U23 v Arsenal U23 | W | 1-2 |
| England Premier League 2 | 2021/08/20 18:00 | Arsenal U23 v Crystal Palace U23 | W | 4-2 |
| England Premier League 2 | 2021/08/16 18:00 | West Ham U23 v Arsenal U23 | L | 6-1 |
| England Premier League 2 | 2021/05/07 18:00 | West Ham U23 v Arsenal U23 | D | 2-2 |
| England Premier League 2 | 2021/05/01 14:00 | Arsenal U23 v West Ham U23 | L | 1-2 |
| England Premier League 2 | 2021/04/26 18:00 | Leicester U23 v Arsenal U23 | D | 1-1 |
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