[16] Southampton 1-4 Chelsea [9] 2019-10-06 13:00
Stadium: St. Mary's Stadium Round: 8
Referee: Paul Tierney Home Manager: Ralph Hasenhuttl Away Manager: Frank Lampard
Head to Head
| England Premier League | 2019/01/02 19:45 | Chelsea v Southampton | D | 0-0 |
| England Premier League | 2018/10/07 13:15 | Southampton v Chelsea | L | 0-3 |
| England FA Cup | 2018/04/22 14:00 | Chelsea v Southampton | L | 2-0 |
| England Premier League | 2018/04/14 11:30 | Southampton v Chelsea | L | 2-3 |
| England Premier League | 2017/12/16 15:00 | Chelsea v Southampton | L | 1-0 |
| England Premier League | 2017/04/25 18:45 | Chelsea v Southampton | L | 4-2 |
| England Premier League | 2016/10/30 16:00 | Southampton v Chelsea | L | 0-2 |
| England Premier League | 2016/02/27 15:00 | Southampton v Chelsea | L | 1-2 |
Home History
| England Premier League | 2019/09/28 14:00 | Tottenham v Southampton | L | 2-1 |
| England EFL Cup | 2019/09/24 18:45 | Portsmouth v Southampton | W | 0-4 |
| England Premier League | 2019/09/20 19:00 | Southampton v Bournemouth | L | 1-3 |
| England Premier League | 2019/09/14 14:00 | Sheff Utd v Southampton | W | 0-1 |
| England Premier League | 2019/08/31 11:30 | Southampton v Man Utd | D | 1-1 |
| England EFL Cup | 2019/08/27 18:45 | Fulham v Southampton | W | 0-1 |
| England Premier League | 2019/08/24 14:00 | Brighton v Southampton | W | 0-2 |
| England Premier League | 2019/08/17 14:00 | Southampton v Liverpool | L | 1-2 |
Away History
| UEFA Champions League | 2019/10/02 19:00 | Lille v Chelsea | W | 1-2 |
| England Premier League | 2019/09/28 14:00 | Chelsea v Brighton | W | 2-0 |
| England EFL Cup | 2019/09/25 18:45 | Chelsea v Grimsby | W | 7-1 |
| England Premier League | 2019/09/22 15:30 | Chelsea v Liverpool | L | 1-2 |
| UEFA Champions League | 2019/09/17 19:00 | Chelsea v Valencia | L | 0-1 |
| England Premier League | 2019/09/14 14:00 | Wolverhampton v Chelsea | W | 2-5 |
| England Premier League | 2019/08/31 14:00 | Chelsea v Sheff Utd | D | 2-2 |
| England Premier League | 2019/08/24 11:30 | Norwich v Chelsea | W | 2-3 |