Head to Head
| England Premier League 2 | 2019/09/21 14:00 | Southampton U23 v Chelsea U23 | L | 0-2 |
| 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 | 2020/09/11 14:00 | Arsenal U23 v Southampton U23 | W | 1-2 |
| England Premier League 2 | 2020/03/02 19:00 | Southampton U23 v Leicester U23 | L | 1-3 |
| England U23 Premier League Cup | 2020/02/25 14:00 | Stoke U23 v Southampton U23 | L | 4-1 |
| England U23 Premier League Cup | 2020/02/21 19:01 | Bournemouth U23 v Southampton U23 | L | 3-2 |
| England Premier League 2 | 2020/02/14 19:00 | Blackburn U23 v Southampton U23 | D | 2-2 |
| England U23 Premier League Cup | 2020/02/07 18:58 | Nottm Forest U23 v Southampton U23 | L | 2-1 |
| England Premier League 2 | 2020/02/03 19:00 | Southampton U23 v Wolverhampton U23 | W | 1-0 |
| England Premier League 2 | 2020/01/13 19:00 | Liverpool U23 v Southampton U23 | L | 5-0 |
Away History
| England Premier League 2 | 2020/09/14 12:00 | Chelsea U23 v West Ham U23 | W | 1-0 |
| England Premier League 2 | 2020/03/02 19:00 | Chelsea U23 v Everton U23 | W | 1-0 |
| England Premier League 2 | 2020/02/17 19:00 | Arsenal U23 v Chelsea U23 | W | 1-2 |
| England Premier League 2 | 2020/01/31 19:00 | Chelsea U23 v Leicester U23 | D | 2-2 |
| England Premier League 2 | 2020/01/24 19:00 | Everton U23 v Chelsea U23 | D | 2-2 |
| England Premier League 2 | 2020/01/11 12:00 | Chelsea U23 v Man City U23 | W | 2-1 |
| England Premier League 2 | 2020/01/06 19:00 | Tottenham U23 v Chelsea U23 | W | 0-1 |
| England Premier League 2 | 2019/12/14 15:00 | Liverpool U23 v Chelsea U23 | D | 1-1 |