Home History
| England EFL Trophy | 2016/11/08 19:30 | Chelsea U23 v Oxford Utd | W | 14-13 |
| England Premier League 2 | 2016/10/31 19:05 | Everton U23 v Chelsea U23 | D | 1-1 |
| England Premier League 2 | 2016/10/24 18:05 | Chelsea U23 v Derby U23 | D | 2-2 |
| England EFL Trophy | 2016/10/18 18:45 | Exeter v Chelsea U23 | L | 3-2 |
| England Premier League 2 | 2016/10/14 18:05 | Chelsea U23 v Leicester U23 | D | 0-0 |
| England Premier League 2 | 2016/09/23 18:05 | Chelsea U23 v Arsenal U23 | L | 1-2 |
| England Premier League 2 | 2016/09/19 18:05 | Reading U23 v Chelsea U23 | L | 2-1 |
| England EFL Trophy | 2016/09/13 18:45 | Swindon v Chelsea U23 | L | 2-1 |
Away History
| England EFL Trophy | 2016/11/09 19:45 | Southampton U23 v Crawley Town | W | 4-0 |
| England U23 Premier League Cup | 2016/11/04 19:00 | Swansea U23 v Southampton U23 | W | 0-1 |
| England Premier League 2 | 2016/10/31 19:00 | Derby U23 v Southampton U23 | L | 2-0 |
| England Premier League 2 | 2016/10/24 18:00 | Southampton U23 v Man City U23 | L | 0-3 |
| England Premier League 2 | 2016/10/14 18:00 | Arsenal U23 v Southampton U23 | D | 0-0 |
| England EFL Trophy | 2016/10/04 18:45 | Colchester v Southampton U23 | W | 1-2 |
| England U23 Premier League Cup | 2016/09/30 17:55 | Southampton U23 v Bristol City U23 | L | 1-2 |
| England Premier League 2 | 2016/09/23 18:00 | Southampton U23 v Tottenham U23 | W | 1-0 |