| 1 | Sat 3 Aug 2019 | 2-0 v 1. FC KölnSouthampton 2-0 1. FC Köln | Friendly |
| 2 | Sat 10 Aug 2019 | 0-3 v BurnleyBurnley 3-0 Southampton | Premier League |
| 3 | Sat 17 Aug 2019 | 1-2 v LiverpoolSouthampton 1-2 Liverpool | Premier League |
| 4 | Sat 24 Aug 2019 | 2-0 v Brighton & Hove AlbionBrighton & Hove Albion 0-2 Southampton | Premier League |
| 5 | Sat 31 Aug 2019 | 1-1 v Manchester UnitedSouthampton 1-1 Manchester United | Premier League |
| 6 | Sat 14 Sep 2019 | 1-0 v Sheffield UnitedSheffield United 0-1 Southampton | Premier League |
| 7 | Fri 20 Sep 2019 | 1-3 v AFC BournemouthSouthampton 1-3 AFC Bournemouth | Premier League |
| 8 | Tue 24 Sep 2019 | 4-0 v PortsmouthPortsmouth 0-4 Southampton | Carabao Cup Third Round |
| 9 | Sun 6 Oct 2019 | 1-4 v ChelseaSouthampton 1-4 Chelsea | Premier League |
| 10 | Tue 29 Oct 2019 | 1-3 v Manchester CityManchester City 3-1 Southampton | Carabao Cup Fourth Round |
| 11 | Sat 2 Nov 2019 | 1-2 v Manchester CityManchester City 2-1 Southampton | Premier League |
| 12 | Sat 9 Nov 2019 | 1-2 v EvertonSouthampton 1-2 Everton | Premier League |
| 13 | Wed 4 Dec 2019 | 2-1 v Norwich CitySouthampton 2-1 Norwich City | Premier League |
| 14 | Sun 8 Dec 2019 | 1-2 v Newcastle UnitedNewcastle United 2-1 Southampton | Premier League |
| 15 | Sat 14 Dec 2019 | 0-1 v West Ham UnitedSouthampton 0-1 West Ham United | Premier League |
| 16 | Sat 21 Dec 2019 | 3-1 v Aston VillaAston Villa 1-3 Southampton | Premier League |
| 17 | Thu 26 Dec 2019 | 2-0 v ChelseaChelsea 0-2 Southampton | Premier League |
| 18 | Sat 28 Dec 2019 | 1-1 v Crystal PalaceSouthampton 1-1 Crystal Palace | Premier League |
| 19 | Sat 4 Jan 2020 | 2-0 v Huddersfield TownSouthampton 2-0 Huddersfield Town | Emirates FA Cup Third Round |
| 20 | Sat 11 Jan 2020 | 2-1 v Leicester CityLeicester City 1-2 Southampton | Premier League |
| 21 | Sat 18 Jan 2020 | 2-3 v Wolverhampton WanderersSouthampton 2-3 Wolverhampton Wanderers | Premier League |
| 22 | Tue 21 Jan 2020 | 2-0 v Crystal PalaceCrystal Palace 0-2 Southampton | Premier League |
| 23 | Sat 25 Jan 2020 | 1-1 v Tottenham HotspurSouthampton 1-1 Tottenham Hotspur | Emirates FA Cup Fourth Round |
| 24 | Sat 1 Feb 2020 | 0-4 v LiverpoolLiverpool 4-0 Southampton | Premier League |
| 25 | Wed 5 Feb 2020 | 2-3 v Tottenham HotspurTottenham Hotspur 3-2 Southampton | Emirates FA Cup Fourth Round Replay |
| 26 | Sat 15 Feb 2020 | 1-2 v BurnleySouthampton 1-2 Burnley | Premier League |
| 27 | Sat 22 Feb 2020 | 2-0 v Aston VillaSouthampton 2-0 Aston Villa | Premier League |
| 28 | Sat 7 Mar 2020 | 0-1 v Newcastle UnitedSouthampton 0-1 Newcastle United | Premier League |
| 29 | Fri 19 Jun 2020 | 103-0 v Norwich CityNorwich City 0-3 Southampton | Premier League |
| 30 | Sun 28 Jun 2020 | 103-1 v WatfordWatford 1-3 Southampton | Premier League |
| 31 | Sun 5 Jul 2020 | 101-0 v Manchester CitySouthampton 1-0 Manchester City | Premier League |
| 32 | Thu 9 Jul 2020 | 101-1 v EvertonEverton 1-1 Southampton | Premier League |
| 33 | Mon 13 Jul 2020 | 102-2 v Manchester UnitedManchester United 2-2 Southampton | Premier League |
| 34 | Thu 16 Jul 2020 | 101-1 v Brighton & Hove AlbionSouthampton 1-1 Brighton & Hove Albion | Premier League |
| 35 | Sun 19 Jul 2020 | 102-0 v AFC BournemouthAFC Bournemouth 0-2 Southampton | Premier League |
| 36 | Sun 26 Jul 2020 | 103-1 v Sheffield UnitedSouthampton 3-1 Sheffield United | Premier League |
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