| DAT | MOTSTÅNDARE | RES | MÅLGÖRARE | pl | |
| 11 aug | b | Manchester United | 0-4 | (Rashford str 18, 67 Martial 65, James 81) | 19 |
| 14 | neu | LIVERPOOL - Supercupen | 2-3 | Giroud 36 Jorginho str 100 (Mané 48, Firmino 95) strf lägg: 5-4, Abraham missade sista straffen. | - |
| 18 | H | LEICESTER | 1-1 | Mount 7 (Ndidi 67) | 15 |
| 24 | b | Norwich | 3-1 | Abraham 3, 68, Mount 17 (Cantwell 6, Pukki 30) | 10 |
| 31 | H | SHEFFIELD UNITED | 2-2 | Abraham 19, 43 (Robinson 46, Zouma sjvm 89) | 8 |
| 14 sep | b | Wolverhampton | 5-2 | Tomori 31, Abraham 34, 41, 55 Mount 90+6 (Abraham sjvm 69, Cutrone 85) | 6 |
| 17 | H | VALENCIA - CL | 0-1 | (Rodrigo 74) Barkley missar straff 87 | 3 |
| 22 | H | LIVERPOOL | 1-2 | (Alexander-Arnold 14, Firmino 30) Kanté 71 | 11 |
| 25 | H | GRIMSBY - LIGACUPEN | 7-1 | Barkley 4, Batshuayi 7, Pedro 43 str, Zouma 56, James 82, Hudson-Odoi 89 (Green 19) | - |
| 28 | H | BRIGHTON & HOVE | 2-0 | Jorginho 50 str, Willian 76 | 6 |
| 2 okt | b | LOSC Lille - CL omg 2 | 2-1 | Abraham 22, Willian 78 (Osinhem 33) | 2 |
| 6 | b | Southampton | 4-1 | Abraham 17, Mount 24, Kanté 40, Batshuayi 89 (Ings 30) | 5 |
| 19 | H | NEWCASTLE | 1-0 | Alonso 73 | 3 |
| 23 | b | Ajax - CL omg 3 | 1-0 | Batshuayi 86 | 2 |
| 26 | b | Burnley | 4-2 | Pulisic 21, 45, 56, Willian 58 (Rodriguez 86, McNeil 89) | 4 |
| 30 | H | MANCHESTER UNITED LC omg 4 | 1-2 | (Rashford 25, straff, 73 frispark) Batshuayi 61 | - |
| 2 nov | b | Watford | 2-1 | Abraham 5, Pulisic 55 (Deulofeu, straff 80) | 3 |
| 5 | H | AJAX - CL omg 4 | 4-4 | (Abraham självmål 2, Promes 20, Kepa självmål 35, van den Beek 55) Jorginho 4 straff, 72 straff, Azpilicueta 63, James 74 //Ajax fick Blind + Veltman utv 71 | 3 |
| 9 | H | CRYSTAL PALACE | 2-0 | Abraham 52, Pulisic 79 | 2 |
| 23 | b | Manchester City | 1-2 | Kanté 21 (de Bruyne 29, Mahrez 37) | 4 |
| 27 | b | Valencia - CL omg 5 | 2-2 | (Soler 40, Wass 82) Kovacic 41, Pulisic 50 //Str-miss Valencia, räddning 64 | Cahill2 |
| 30 | H | WEST HAM | 0-1 | (Cresswell 48) | 4 |
| 4 dec | H | ASTON VILLA | 2-1 | Abraham 24, Mount 48 (Trezeguet 41) | 4 |
| 7 | b | Everton | 1-3 | (Richarlison 5, Calvert-Lewin 49, 84) Kovacic 84 | 4 |
| 10 | H | LOSC LILLE - CL omg 6 | 2-1 | Abraham 19, Azpilicueta 35 (Remy 78) | 2 |
| 14 | H | BOURNEMOUTH | 0-1 | (Gosling 84) | 4 |
| 22 | b | Tottenham | 2-0 | Willian 12, 45+4 straff //Son utvisad direkt rött 62// | 4 |
| 26 | H | SOUTHAMPTON | 0-2 | (Obafemi 31, Redmond 73) | 4 |
| 29 | b | Arsenal | 2-1 | (Aubameyang 13) Jorginho 83, Abraham 87 | 4 |
| 1 jan 2020 |
b | Brighton & Hove | 1-1 | Azpilicueta 10 (Jahanbaksh 84) | 4 |
| 5 | H | NOTTINGHAM - FA Cupen omg 3 | 2-0 | Hudson-Odoi 6, Barkley 33 | - |
| 11 | H | BURNLEY | 3-0 | Jorginho 27 straff, Abraham 38, Hudson-Odoi 49 | 4 |
| 18 | b | Newcastle | 0-1 | (Hayden 90+4) | 4 |
| 21 | H | ARSENAL | 2-2 | Jorginho 28 straff Azpl,icueta 84 (Martinelli 63 Bellerin 88) //Luiz utv 26// | |
| 25 | b | Hull City - FA Cupen omg 4 | 2-0 | Batshuayi 6, Tomori 64 (Grosicki 78) | - |
| 1 feb | b | Leicester | 2-2 | Rüdiger 46, 71 (Barnes 54, Chilwell 64) | 4 |
| 17 | H | MANCHESTER UNITED | 0-2 | (Martial 45, Maguire 66) | 4 |
| 22 | H | TOTTENHAM | 2-1 | Giroud 15, Alonso 48 (Rüdiger självmål 89) | 4 |
| 25 | H | BAYERN MÜNCHEN - CL 16-del | 0-3 | (Gnabry 51, 54, Lewandowski 74) //Alonso utv. 84 | - |
| 29 | b | Bournemouth | 2-2 | Alonso 33, 85 (Lerma 54, King 67) | 4 |
| 3 mars | H | LIVERPOOL - FA Cupen omg 5 | 2-0 | Willian 13, Barkley 64 | - |
| 8 | H | EVERTON | 4-0 | Mount 14, Pedro 21; Willian 51, Giroud 54 | |
| 14 | b | Aston Villa | UPPSKJJUTEN | ||
| 18 | b | Bayern München - CL - 16 del | UPPSKJJUTEN | ||
| 21/22 | b | Leicester - FA Cupen QF | UPPSKJJUTEN | ||
| H | MANCHESTER CITY | FLYTTAS TILL NYTT DATUM | |||
| 5 april | b | West Ham | UPPSKJJUTEN | ||
7/8 |
CL - kvartsfinal I | UPPSKJJUTEN | |||
| 12 | H | WATFORD | UPPSKJJUTEN | ||
| 14/15 | CL - kvartsfinal II | UPPSKJJUTEN | |||
| 18 | b | Crystal Palace | UPPSKJJUTEN | ||
| 18 | FA Cupen semi | UPPSKJJUTEN | |||
| 26 | b | Sheffield United | UPPSKJJUTEN | ||
| 28/29 | CL - semi I | UPPSKJJUTEN | |||
| 2 maj | H | NORWICH | UPPSKJJUTEN | ||
| 5/6 | CL - semi II | UPPSKJJUTEN | |||
| 9 | b | Liverpool | UPPSKJJUTEN | ||
| 17 | H | WOLVERHAMPTON | UPPSKJJUTEN | ||
| 23 | We | FA Cupen Final | UPPSKJJUTEN | ||
| 30 | - | CL Final Istanbul | FINUPPSKJJUTEN |
 |
AKTUELL LIGAPLACERING, se även Resultat för målgörare | |||||||
| 4 |  Chelsea FC |
29 sp | 14 v | 6 o | 9 f | 51 -39 mål | 48 p | |