| Match date | Home / Away | Opponent | Competition | Score | PL Points | K.O. Time (UK) | T.V. (UK) | |
| July 2019 | ||||||||
| 21 Sun | Singapore National Stadium | Juventus | International Champions Cup | 2-3 | 07:30 Local | |||
| 25 Thu | Hongkou Stadium, Shanghai | Manchester United | International Champions Cup | 2-1 | 07:30 Local | |||
| 30 Tue | Allianz Arena, Munich, Germany | Real Madrid | Audi Cup | 17:00 | ||||
| 31 Wed | Allianz Arena, Munich, Germany | T.B.C. | Audi Cup | T.B.C. | ||||
| August 2019 | ||||||||
| 04 Sun | Home | Inter Milan | International Champions Cup | T.B.C | ||||
| 10 Sat | Home | Aston Villa | Premier League | Match Week 1 | 17:30 | |||
| 17 Sat | Away | Manchester City | Premier League | Match Week 2 | 17:30 | |||
| 25 Sun | Home | Newcastle United | Premier League | Match Week 3 | 16:00 | |||
| 29 Thu | Draw for group stages Champions League | |||||||
| September 2019 | ||||||||
| 01 Sun | Away | Arsenal | Premier League | Match Week 4 | 16:30 | |||
| 14 Sat | Home | Crystal Palace | Premier League | Match Week 5 | 15:00 | |||
| 17 / 18 | Champions League | 1st match group stage | ||||||
| 21 Sat | Away | Leicester City | Premier League | Match Week 6 | 12:30 | |||
| 28 Sat | Home | Southampton | Premier League | Match Week 7 | 15:00 | |||
| October 2019 | ||||||||
| 01 / 02 | Champions League | 2nd match group stage | ||||||
| 05 Sat | Away | Brighton | Premier League | Match Week 8 | 15:00 | |||
| 19 Sat | Home | Watford | Premier League | Match Week 9 | 15:00 | |||
| 22 / 23 | Champions League | 3rd match group stage | ||||||
| 26 Sat | Away | Liverpool | Premier League | Match Week 10 | 15:00 | |||
| November 2019 | ||||||||
| 02 Sat | Away | Everton | Premier League | Match Week 11 | 15:00 | |||
| 05 / 06 | Champions League | 4th match group stage | ||||||
| 09 Sat | Home | Sheffield United | Premier League | Match Week 12 | 15:00 | |||
| 23 Sat | Away | West Ham United | Premier League | Match Week 13 | 15:00 | |||
| 26 / 27 | Champions League | 5th match group stage | ||||||
| 30 Sat | Home | Bournemouth | Premier League | Match Week 14 | 15:00 | |||
| December 2019 | ||||||||
| 03 Tue | Away | Manchester United | Premier League | Match Week 15 | 20:00 | |||
| 07 Sat | Home | Burnley | Premier League | Match Week 16 | 15:00 | |||
| 10 / 11 | Champions League | 6th match group stage | ||||||
| 14 Sat | Away | Wolverhampton | Premier League | Match Week 17 | 15:00 | |||
| 16/12/2019 | draw for 2nd round (round of 16) Champions League | |||||||
| 21 Sat | Home | Chelsea | Premier League | Match Week 18 | 15:00 | |||
| 26 Thu | Home | Brighton | Premier League | Match Week 19 | 15:00 | |||
| 28 Sat | Away | Norwich City | Premier League | Match Week 20 | 15:00 | |||
| January 2020 | ||||||||
| 01 Wed | Away | Southampton | Premier League | Match Week 21 | 15:00 | |||
| 04 Fri | FA Cup | Third Round | ||||||
| 11 Sat | Home | Liverpool | Premier League | Match Week 22 | 15:00 | |||
| 18 Sat | Away | Watford | Premier League | Match Week 23 | 15:00 | |||
| 22 Wed | Home | Norwich City | Premier League | Match Week 24 | 19:45 | |||
| February 2020 | ||||||||
| 01 Sat | Home | Manchester City | Premier League | Match Week 25 | 15:00 | |||
| 08 Sat | Away | Aston Villa | Premier League | Match Week 26 | 15:00 | |||
| 18/19/25/26 | Champions League | 2nd round 1st leg | ||||||
| 22 Sat | Away | Chelsea | Premier League | Match Week 27 | 15:00 | |||
| 25 Fri | FA Cup | Fourth Round | ||||||
| 29 Sat | Home | Wolverhampton | Premier League | Match Week 28 | 15:00 | |||
| March 2020 | ||||||||
| 04 Mon | FA Cup | Fifth Round | ||||||
| 07 Sat | Away | Burnley | Premier League | Match Week 29 | 15:00 | |||
| 10/11/17/18 | Champions League | 2nd round 2nd leg | ||||||
| 14 Sat | Home | Manchester United | Premier League | Match Week 30 | 15:00 | |||
| 20 Wed | draw for quarter-finals and semi-finals Champions League | |||||||
| 21 Sat | FA Cup | Quarter Final | ||||||
| 21 Sat | Home | West Ham United | Premier League | Match Week 31 | 15:00 | |||
| April 2019 | ||||||||
| 04 Sat | Away | Sheffield United | Premier League | Match Week 32 | 15:00 | |||
| 07 / 08 | Champions League | Quarter Finals 1st leg | ||||||
| 11 Sat | Home | Everton | Premier League | Match Week 33 | 15:00 | |||
| 14 / 15 | Champions League | Quarter Finals 2nd leg | ||||||
| 18 Thu | Wembley | FA Cup | Semi Final | |||||
| 18 Sat | Away | Bournemouth | Premier League | Match Week 34 | 15:00 | |||
| 25 Sat | Home | Arsenal | Premier League | Match Week 35 | 15:00 | |||
| 28 / 29 | Champions League | Semi Finals 1st leg | ||||||
| May 2019 | ||||||||
| 02 Sat | Away | Newcastle United | Premier League | Match Week 36 | 15:00 | |||
| 05 / 06 | Champions League | Semi Finals 2nd leg | ||||||
| 09 Sat | Home | Leicester City | Premier League | Match Week 37 | 15:00 | |||
| 17 Sun | Away | Crystal Palace | Premier League | Match Week 38 | 15:00 | |||
| 23 Thu | Wembley | FA Cup | Final | |||||
| 30 Sat | Istanbul | Champions League | Final | |||||