| 1 | Sun 11 Aug 2019 | 5 0-4 v Manchester UnitedManchester United 4-0 Chelsea | Premier League |
| 2 | Sun 18 Aug 2019 | 5 1-1 v Leicester CityChelsea 1-1 Leicester City | Premier League |
| 3 | Sat 24 Aug 2019 | 5 3-2 v Norwich CityNorwich City 2-3 Chelsea | Premier League |
| 4 | Sat 31 Aug 2019 | 52-2 v Sheffield UnitedChelsea 2-2 Sheffield United | Premier League |
| 5 | Sat 14 Sep 2019 | 55-2 v Wolverhampton WanderersWolverhampton Wanderers 2-5 Chelsea | Premier League |
| 6 | Tue 17 Sep 2019 | 5 0-1 v ValenciaChelsea 0-1 Valencia | UEFA Champions League Group H |
| 7 | Sun 22 Sep 2019 | 51-2 v LiverpoolChelsea 1-2 Liverpool | Premier League |
| 8 | Sat 28 Sep 2019 | 52-0 v Brighton & Hove AlbionChelsea 2-0 Brighton & Hove Albion | Premier League |
| 9 | Wed 2 Oct 2019 | 52-1 v LilleLille 1-2 Chelsea | UEFA Champions League Group H |
| 10 | Sun 6 Oct 2019 | 5 4-1 v SouthamptonSouthampton 1-4 Chelsea | Premier League |
| 11 | Sat 19 Oct 2019 | 51-0 v Newcastle UnitedChelsea 1-0 Newcastle United | Premier League |
| 12 | Wed 23 Oct 2019 | 51-0 v AjaxAjax 0-1 Chelsea | UEFA Champions League Group H |
| 13 | Sat 26 Oct 2019 | 54-2 v BurnleyBurnley 2-4 Chelsea | Premier League |
| 14 | Sat 2 Nov 2019 | 5 2-1 v WatfordWatford 1-2 Chelsea | Premier League |
| 15 | Tue 5 Nov 2019 | 54-4 v AjaxChelsea 4-4 Ajax | UEFA Champions League Group H |
| 16 | Sat 23 Nov 2019 | 5 1-2 v Manchester CityManchester City 2-1 Chelsea | Premier League |
| 17 | Wed 27 Nov 2019 | 5 2-2 v ValenciaValencia 2-2 Chelsea | UEFA Champions League Group H |
| 18 | Sat 30 Nov 2019 | 50-1 v West Ham UnitedChelsea 0-1 West Ham United | Premier League |
| 19 | Wed 4 Dec 2019 | 52-1 v Aston VillaChelsea 2-1 Aston Villa | Premier League |
| 20 | Tue 10 Dec 2019 | 52-1 v LilleChelsea 2-1 Lille | UEFA Champions League Group H |
| 21 | Sat 14 Dec 2019 | 50-1 v AFC BournemouthChelsea 0-1 AFC Bournemouth | Premier League |
| 22 | Sun 22 Dec 2019 | 52-0 v Tottenham HotspurTottenham Hotspur 0-2 Chelsea | Premier League |
| 23 | Thu 26 Dec 2019 | 5 0-2 v SouthamptonChelsea 0-2 Southampton | Premier League |
| 24 | Sun 29 Dec 2019 | 5 2-1 v ArsenalArsenal 1-2 Chelsea | Premier League |
| 25 | Wed 1 Jan 2020 | 51-1 v Brighton & Hove AlbionBrighton & Hove Albion 1-1 Chelsea | Premier League |
| 26 | Sun 5 Jan 2020 | 52-0 v Nottingham ForestChelsea 2-0 Nottingham Forest | Emirates FA Cup Third Round |
| 27 | Sat 11 Jan 2020 | 53-0 v BurnleyChelsea 3-0 Burnley | Premier League |
| 28 | Sat 18 Jan 2020 | 50-1 v Newcastle UnitedNewcastle United 1-0 Chelsea | Premier League |
| 29 | Tue 21 Jan 2020 | 52-2 v ArsenalChelsea 2-2 Arsenal | Premier League |
| 30 | Sat 1 Feb 2020 | 5 2-2 v Leicester CityLeicester City 2-2 Chelsea | Premier League |
| 31 | Mon 17 Feb 2020 | 50-2 v Manchester UnitedChelsea 0-2 Manchester United | Premier League |
| 32 | Sat 22 Feb 2020 | 52-1 v Tottenham HotspurChelsea 2-1 Tottenham Hotspur | Premier League |
| 33 | Tue 25 Feb 2020 | 5 0-3 v Bayern MunichChelsea 0-3 Bayern Munich | UEFA Champions League Round of 16 |
| 34 | Sat 29 Feb 2020 | 5 2-2 v AFC BournemouthAFC Bournemouth 2-2 Chelsea | Premier League |
| 35 | Tue 3 Mar 2020 | 52-0 v LiverpoolChelsea 2-0 Liverpool | Emirates FA Cup Fifth Round |
| 36 | Tue 7 Jul 2020 | 53-2 v Crystal PalaceCrystal Palace 2-3 Chelsea | Premier League |
| 37 | Sat 11 Jul 2020 | 50-3 v Sheffield UnitedSheffield United 3-0 Chelsea | Premier League |
| 38 | Tue 14 Jul 2020 | 51-0 v Norwich CityChelsea 1-0 Norwich City | Premier League |
| 39 | Sun 19 Jul 2020 | 53-1 v Manchester UnitedManchester United 1-3 Chelsea | Emirates FA Cup Semi Final |
| 40 | Wed 22 Jul 2020 | 53-5 v LiverpoolLiverpool 5-3 Chelsea | Premier League |
| 41 | Sun 26 Jul 2020 | 52-0 v Wolverhampton WanderersChelsea 2-0 Wolverhampton Wanderers | Premier League |
| 42 | Sat 1 Aug 2020 | 51-2 v ArsenalArsenal 2-1 Chelsea | Emirates FA Cup Final |
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