Head to Head
| England Premier League 2 | 2017/03/06 19:00 | Southampton U23 v Chelsea U23 | D | 0-0 |
| England Premier League 2 | 2016/11/21 14:05 | Chelsea U23 v Southampton U23 | L | 3-2 |
Home History
| England Premier League 2 | 2019/09/13 11:00 | Tottenham U23 v Southampton U23 | D | 2-2 |
| England Premier League 2 | 2019/08/30 18:00 | Everton U23 v Southampton U23 | L | 8-2 |
| England Premier League 2 | 2019/08/26 18:00 | Southampton U23 v Liverpool U23 | L | 2-4 |
| England Premier League 2 | 2019/08/19 18:00 | Southampton U23 v Derby U23 | L | 0-1 |
| England Premier League 2 | 2019/08/11 12:00 | Man City U23 v Southampton U23 | W | 3-4 |
| UK Friendlies | 2019/07/30 17:58 | Eastleigh v Southampton U23 | W | 0-1 |
| England Premier League 2 | 2019/05/13 18:00 | Southampton U23 v Newcastle U23 | W | 2-1 |
| England Premier League 2 | 2019/05/03 18:00 | Southampton U23 v Aston Villa U23 | W | 2-0 |
Away History
| 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 |
| England Premier League 2 | 2019/05/03 18:00 | Brighton U23 v Chelsea U23 | W | 1-2 |
| England Premier League 2 | 2019/04/15 18:00 | Chelsea U23 v Arsenal U23 | L | 1-3 |