Head to Head
| England Premier League 2 | 2021/03/21 10:30 | Chelsea U23 v Man City U23 | D | 2-2 |
| England Premier League 2 | 2020/11/22 13:00 | Man City U23 v Chelsea U23 | D | 2-2 |
| England Premier League 2 | 2020/01/11 12:00 | Chelsea U23 v Man City U23 | L | 2-1 |
| England Premier League 2 | 2019/08/23 18:00 | Man City U23 v Chelsea U23 | D | 2-2 |
| England Premier League 2 | 2019/03/08 19:00 | Chelsea U23 v Man City U23 | L | 2-0 |
| England Premier League 2 | 2018/10/20 11:00 | Man City U23 v Chelsea U23 | L | 1-4 |
| England Premier League 2 | 2017/12/19 19:05 | Chelsea U23 v Man City U23 | L | 3-2 |
| England Premier League 2 | 2017/08/11 18:05 | Man City U23 v Chelsea U23 | D | 0-0 |
Home History
| England Premier League 2 | 2021/08/28 13:00 | Man Utd U23 v Man City U23 | W | 2-4 |
| England Premier League 2 | 2021/08/20 18:00 | Man City U23 v Blackburn U23 | W | 4-2 |
| England Premier League 2 | 2021/08/15 13:00 | Liverpool U23 v Man City U23 | D | 0-0 |
| England Premier League 2 | 2021/05/07 16:00 | Tottenham U23 v Man City U23 | W | 1-6 |
| England Premier League 2 | 2021/04/30 18:00 | Man City U23 v Tottenham U23 | W | 4-1 |
| England Premier League 2 | 2021/04/23 15:00 | West Ham U23 v Man City U23 | W | 0-1 |
| England Premier League 2 | 2021/04/16 18:00 | Man City U23 v Man Utd U23 | W | 3-0 |
| England Premier League 2 | 2021/04/09 18:00 | Man City U23 v Liverpool U23 | W | 3-2 |
Away History
| 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 |
| England Premier League 2 | 2021/04/18 12:00 | Tottenham U23 v Chelsea U23 | W | 1-4 |