| 1 | Sat 24 Aug 2019 | 2-0 v Brighton & Hove AlbionBrighton & Hove Albion 0-2 Southampton | Premier League |
| 2 | Tue 27 Aug 2019 | 1-0 v FulhamFulham 0-1 Southampton | Carabao Cup Second Round |
| 3 | Sat 14 Sep 2019 | 1-0 v Sheffield UnitedSheffield United 0-1 Southampton | Premier League |
| 4 | Sat 2 Nov 2019 | 1-2 v Manchester CityManchester City 2-1 Southampton | Premier League |
| 5 | Sat 9 Nov 2019 | 1-2 v EvertonSouthampton 1-2 Everton | Premier League |
| 6 | Sat 23 Nov 2019 | 2-2 v ArsenalArsenal 2-2 Southampton | Premier League |
| 7 | Sat 30 Nov 2019 | 2-1 v WatfordSouthampton 2-1 Watford | Premier League |
| 8 | Wed 4 Dec 2019 | 2-1 v Norwich CitySouthampton 2-1 Norwich City | Premier League |
| 9 | Sun 8 Dec 2019 | 1-2 v Newcastle UnitedNewcastle United 2-1 Southampton | Premier League |
| 10 | Sat 14 Dec 2019 | 0-1 v West Ham UnitedSouthampton 0-1 West Ham United | Premier League |
| 11 | Sat 28 Dec 2019 | 1-1 v Crystal PalaceSouthampton 1-1 Crystal Palace | Premier League |
| 12 | Wed 1 Jan 2020 | 1-0 v Tottenham HotspurSouthampton 1-0 Tottenham Hotspur | Premier League |
| 13 | Sat 11 Jan 2020 | 2-1 v Leicester CityLeicester City 1-2 Southampton | Premier League |
| 14 | Sat 18 Jan 2020 | 2-3 v Wolverhampton WanderersSouthampton 2-3 Wolverhampton Wanderers | Premier League |
| 15 | Sat 25 Jan 2020 | 1-1 v Tottenham HotspurSouthampton 1-1 Tottenham Hotspur | Emirates FA Cup Fourth Round |
| 16 | Sat 1 Feb 2020 | 0-4 v LiverpoolLiverpool 4-0 Southampton | Premier League |
| 17 | Sat 15 Feb 2020 | 1-2 v BurnleySouthampton 1-2 Burnley | Premier League |
| 18 | Sat 22 Feb 2020 | 2-0 v Aston VillaSouthampton 2-0 Aston Villa | Premier League |
| 19 | Sat 7 Mar 2020 | 0-1 v Newcastle UnitedSouthampton 0-1 Newcastle United | Premier League |
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