| Match date | Home / Away | Opponent | Competition | Score | PL Points | |
| July 2018 | ||||||
| 25 Wed | San Diego | Roma | International Champions Cup | 1-4 | ||
| 28 Sat | Los Angeles | Barcelona | International Champions Cup | 2-2 | ||
| 31 Tue | Minneapolis | AC Milan | International Champions Cup | 1-0 | ||
| August 2018 | ||||||
| 04 Sat | Estadi Montilivi | Girona | Friendly | 1-4 | ||
| 11 Sat | Away | Newcastle | Premier League | Matchday 1 | 1-2 | 3 |
| 18 Sat | Wembley | Fulham | Premier League | Matchday 2 | 3-1 | 6 |
| 27 Mon | Away | Man Utd | Premier League | Matchday 3 | 0-3 | 9 |
| September 2018 | ||||||
| 02 Sun | Away | Watford | Premier League | Matchday 4 | 2-1 | 9 |
| 15 Sat | Wembley | Liverpool | Premier League | Matchday 5 | 1-2 | 9 |
| 18 Tue | Away | Inter Milan | 1st match Champions League group stage | 2-1 | ||
| 22 Sat | Away | Brighton | Premier League | Matchday 6 | 1-2 | 12 |
| 26 Wed | Milton Keynes | Watford | Carabao Cup | 3rd Round | 2-2 | |
| 29 Sat | Away | Huddersfield | Premier League | Matchday 7 | 0-2 | 15 |
| October 2018 | ||||||
| 03 Wed | Wembley | Barcelona | 2nd match Champions League group stage | 2-4 | ||
| 06 Sat | Wembley | Cardiff | Premier League | Matchday 8 | 1-0 | 18 |
| 20 Sat | Away | West Ham | Premier League | Matchday 9 | 0-1 | 21 |
| 24 Wed | Away | P.S.V Eindhoven | 3rd match Champions League group stage | 1-1 | ||
| 29 Mon | Wembley | Man City | Premier League | Matchday 10 | 0-1 | 21 |
| 31 Wed | Away | West Ham | Carabao Cup | 4th Round | 1-3 | |
| November 2018 | ||||||
| 03 Sat | Away | Wolves | Premier League | Matchday 11 | 2-3 | 24 |
| 06 Tue | Wembley | P.S.V Eindhoven | 4th match Champions League group stage | 2-1 | ||
| 10 Sat | Away | Crystal Palace | Premier League | Matchday 12 | 0-1 | 27 |
| 24 Sat | Wembley | Chelsea | Premier League | Matchday 13 | 3-1 | 30 |
| 28 Wed | Wembley | Inter Milan | 5th match Champions League group stage | 1-0 | ||
| December 2018 | ||||||
| 02 Sun | Away | Arsenal | Premier League | Matchday 14 | 4-2 | 30 |
| 05 Wed | Wembley | Southampton | Premier League | Matchday 15 | 3-1 | 33 |
| 08 Sat | Away | Leicester | Premier League | Matchday 16 | 0-2 | 36 |
| 11 Tue | Away | Barcelona | 6th match Champions League group stage | 1-1 | ||
| 15 Sat | Wembley | Burnley | Premier League | Matchday 17 | 1-0 | 39 |
| 19 Wed | Away | Arsenal | Carabao Cup | 5th Round | 0-2 | |
| 23 Sun | Away | Everton | Premier League | Matchday 18 | 2-6 | 42 |
| 26 Wed | Wembley | Bournemouth | Premier League | Matchday 19 | 5-0 | 45 |
| 29 Sat | Wembley | Wolves | Premier League | Matchday 20 | 1-3 | 45 |
| January 2019 | ||||||
| 01 Tue | Away | Cardiff | Premier League | Matchday 21 | 0-3 | 48 |
| 04 Fri | Away | Tranmere Rovers | FA Cup | 3rd round | 0-7 | |
| 08 Tue | Wembley | Chelsea | Carabao Cup | Semi final 1st rd | 1-0 | |
| 13 Sun | Wembley | Man Utd | Premier League | Matchday 22 | 0-1 | 48 |
| 20 Sun | Away | Fulham | Premier League | Matchday 23 | 1-2 | 51 |
| 24 Thu | Away | Chelsea | Carabao Cup | Semi final 2nd rd | 2-1 | |
| 27 Sun | Away | Crystal Palace | FA Cup | 4th round | 2-0 | |
| 30 Wed | Wembley | Watford | Premier League | Matchday 24 | 2-1 | 54 |
| February 2019 | ||||||
| 02 Sat | Wembley | Newcastle | Premier League | Matchday 25 | 1-0 | 57 |
| 10 Sun | Wembley | Leicester | Premier League | Matchday 26 | 3-1 | 60 |
| 13 Wed | Wembley | Borussia Dortmund | 2nd round Champions League, 1st leg | 3-0 | ||
| 23 Sat | Away | Burnley | Premier League | Matchday 27 | 2-1 | 60 |
| 27 Wed | Away | Chelsea | Premier League | Matchday 28 | 2-0 | 60 |
| March 2019 | ||||||
| 02 Sat | Wembley | Arsenal | Premier League | Matchday 29 | 1-1 | 61 |
| 05 Tue | Away | Borussia Dortmund | 2nd round Champions League, 2nd leg | 0-1 | ||
| 09 Sat | Away | Southampton | Premier League | Matchday 30 | 2-1 | 61 |
| 31 Sun | Away | Liverpool | Premier League | Matchday 31 | 2-1 | 61 |
| April 2019 | ||||||
| 03 Wed | Home | Crystal Palace | Premier League | Matchday 32 | 2-0 | 64 |
| 09 Tue | Home | Manchester City | Quarter Finals Champions League, 1st leg | 1-0 | ||
| 13 Sat | Home | Huddersfield | Premier League | Matchday 33 | 4-0 | 67 |
| 17 Wed | Away | Manchester City | Quarter Finals Champions League, 2nd leg | 4-3 | ||
| 20 Sat | Away | Manchester City | Premier League | Matchday 34 | 1-0 | 67 |
| 23 Tue | Home | Brighton | Premier League | Matchday 35 | 1-0 | 70 |
| 27 Sat | Home | West Ham | Premier League | Matchday 36 | 0-1 | 70 |
| 30 Tue | Home | Ajax | Semi Finals Champions League, 1st leg | 0-1 | ||
| May 2019 | ||||||
| 04 Sat | Away | Bournemouth | Premier League | Matchday 37 | 1-0 | 70 |
| 08 Wed | Away | Ajax | Semi Finals Champions League, 2nd leg | 2-3 | ||
| 12 Sun | Home | Everton | Premier League | Matchday 38 | 1-1 | 71 |
| June 2019 | ||||||
| 01 Sat | Madrid | Liverpool | Final Champions League (Madrid) | 0-2 | ||