| 1 | Sun 11 Aug 2019 | 0-4 v Manchester UnitedManchester United 4-0 Chelsea | Premier League |
| 2 | Sun 18 Aug 2019 | 1-1 v Leicester CityChelsea 1-1 Leicester City | Premier League |
| 3 | Sat 24 Aug 2019 | 3-2 v Norwich CityNorwich City 2-3 Chelsea | Premier League |
| 4 | Sat 31 Aug 2019 | 2-2 v Sheffield UnitedChelsea 2-2 Sheffield United | Premier League |
| 5 | Wed 25 Sep 2019 | 7-1 v Grimsby TownChelsea 7-1 Grimsby Town | Carabao Cup Third Round |
| 6 | Sun 6 Oct 2019 | 4-1 v SouthamptonSouthampton 1-4 Chelsea | Premier League |
| 7 | Sat 19 Oct 2019 | 1-0 v Newcastle UnitedChelsea 1-0 Newcastle United | Premier League |
| 8 | Wed 23 Oct 2019 | 1-0 v AjaxAjax 0-1 Chelsea | UEFA Champions League Group H |
| 9 | Sat 26 Oct 2019 | 4-2 v BurnleyBurnley 2-4 Chelsea | Premier League |
| 10 | Sat 2 Nov 2019 | 2-1 v WatfordWatford 1-2 Chelsea | Premier League |
| 11 | Tue 5 Nov 2019 | 4-4 v AjaxChelsea 4-4 Ajax | UEFA Champions League Group H |
| 12 | Sat 9 Nov 2019 | 2-0 v Crystal PalaceChelsea 2-0 Crystal Palace | Premier League |
| 13 | Sat 23 Nov 2019 | 1-2 v Manchester CityManchester City 2-1 Chelsea | Premier League |
| 14 | Wed 27 Nov 2019 | 2-2 v ValenciaValencia 2-2 Chelsea | UEFA Champions League Group H |
| 15 | Sat 30 Nov 2019 | 0-1 v West Ham UnitedChelsea 0-1 West Ham United | Premier League |
| 16 | Wed 4 Dec 2019 | 2-1 v Aston VillaChelsea 2-1 Aston Villa | Premier League |
| 17 | Sat 7 Dec 2019 | 1-3 v EvertonEverton 3-1 Chelsea | Premier League |
| 18 | Tue 10 Dec 2019 | 2-1 v LilleChelsea 2-1 Lille | UEFA Champions League Group H |
| 19 | Sat 14 Dec 2019 | 0-1 v AFC BournemouthChelsea 0-1 AFC Bournemouth | Premier League |
| 20 | Thu 26 Dec 2019 | 0-2 v SouthamptonChelsea 0-2 Southampton | Premier League |
| 21 | Wed 1 Jan 2020 | 1-1 v Brighton & Hove AlbionBrighton & Hove Albion 1-1 Chelsea | Premier League |
| 22 | Sun 21 Jun 2020 | 222-1 v Aston VillaAston Villa 1-2 Chelsea | Premier League |
| 23 | Thu 25 Jun 2020 | 222-1 v Manchester CityChelsea 2-1 Manchester City | Premier League |
| 24 | Sun 28 Jun 2020 | 221-0 v Leicester CityLeicester City 0-1 Chelsea | Emirates FA Cup Sixth Round |
| 25 | Wed 1 Jul 2020 | 222-3 v West Ham UnitedWest Ham United 3-2 Chelsea | Premier League |
| 26 | Sat 4 Jul 2020 | 223-0 v WatfordChelsea 3-0 Watford | Premier League |
| 27 | Tue 7 Jul 2020 | 223-2 v Crystal PalaceCrystal Palace 2-3 Chelsea | Premier League |
| 28 | Sat 11 Jul 2020 | 220-3 v Sheffield UnitedSheffield United 3-0 Chelsea | Premier League |
| 29 | Tue 14 Jul 2020 | 221-0 v Norwich CityChelsea 1-0 Norwich City | Premier League |
| 30 | Wed 22 Jul 2020 | 223-5 v LiverpoolLiverpool 5-3 Chelsea | Premier League |
| 31 | Sun 26 Jul 2020 | 222-0 v Wolverhampton WanderersChelsea 2-0 Wolverhampton Wanderers | Premier League |
| 32 | Sat 1 Aug 2020 | 221-2 v ArsenalArsenal 2-1 Chelsea | Emirates FA Cup Final |
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