Saturday 22 August
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 17h30 |   Brentford vs Tottenham | 3 - 0 | Premier League Stage : MD1 | Brentford Community Stadium |
Saturday 29 August
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 17h30 |  Tottenham vs Newcastle | 0 - 2 | Premier League Stage : MD2 | Tottenham Hotspur Stadium |
Saturday 5 September
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 15h00 |  Nottingham Forest vs Tottenham | 0 - 0 | Premier League Stage : MD3 | City Ground |
Saturday 12 September
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 17h30 |  Tottenham vs Everton | - | Premier League Stage : MD4 | Tottenham Hotspur Stadium |
Saturday 19 September
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 12h30 |  Tottenham vs Aston Villa | - | Premier League Stage : MD5 | Tottenham Hotspur Stadium |
Saturday 10 October
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 17h30 |  Manchester United vs Tottenham | - | Premier League Stage : MD6 | Old Trafford |
Monday 19 October
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 20h00 |  Tottenham vs Coventry | - | Premier League Stage : MD7 | Tottenham Hotspur Stadium |
Saturday 24 October
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 17h30 |  Chelsea vs Tottenham | - | Premier League Stage : MD8 | Stamford Bridge |
Saturday 31 October
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 18h30 |  Tottenham vs Crystal Palace | - | Premier League Stage : MD9 | Tottenham Hotspur Stadium |
Saturday 7 November
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 |  Leeds vs Tottenham | - | Premier League Stage : MD10 | Elland Road |
Saturday 21 November
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 |  Tottenham vs Ipswich | - | Premier League Stage : MD11 | Tottenham Hotspur Stadium |
Saturday 28 November
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 |  Sunderland vs Tottenham | - | Premier League Stage : MD12 | Stadium of Light |
Wednesday 2 December
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 21h00 |  Tottenham vs Fulham | - | Premier League Stage : MD13 | Tottenham Hotspur Stadium |
Saturday 5 December
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 |  Tottenham vs Arsenal | - | Premier League Stage : MD14 | Tottenham Hotspur Stadium |
Saturday 12 December
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 |  Hull City vs Tottenham | - | Premier League Stage : MD15 | MKM Stadium |
Saturday 19 December
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 |  Liverpool vs Tottenham | - | Premier League Stage : MD16 | Anfield |
Saturday 26 December
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 |  Tottenham vs Bournemouth | - | Premier League Stage : MD17 | Tottenham Hotspur Stadium |
Wednesday 30 December
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 21h00 |  Tottenham vs Brighton | - | Premier League Stage : MD18 | Tottenham Hotspur Stadium |
Saturday 2 January
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 |  Manchester City vs Tottenham | - | Premier League Stage : MD19 | Etihad Stadium |
Wednesday 6 January
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 21h00 | Fulham vs Tottenham | - | Premier League Stage : MD20 | Craven Cottage |
Saturday 16 January
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 | Tottenham vs Leeds | - | Premier League Stage : MD21 | Tottenham Hotspur Stadium |
Saturday 23 January
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 | Crystal Palace vs Tottenham | - | Premier League Stage : MD22 | Selhurst Park |
Saturday 30 January
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 | Tottenham vs Sunderland | - | Premier League Stage : MD23 | Tottenham Hotspur Stadium |
Saturday 6 February
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 | Ipswich vs Tottenham | - | Premier League Stage : MD24 | Portman Road |
Wednesday 10 February
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 21h00 | Tottenham vs Manchester City | - | Premier League Stage : MD25 | Tottenham Hotspur Stadium |
Saturday 20 February
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 | Brighton vs Tottenham | - | Premier League Stage : MD26 | Amex Stadium |
Saturday 27 February
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 | Tottenham vs Liverpool | - | Premier League Stage : MD27 | Tottenham Hotspur Stadium |
Wednesday 3 March
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 21h00 | Bournemouth vs Tottenham | - | Premier League Stage : MD28 | Vitality Stadium |
Saturday 13 March
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 | Tottenham vs Nottingham Forest | - | Premier League Stage : MD29 | Tottenham Hotspur Stadium |
Saturday 20 March
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 | Everton vs Tottenham | - | Premier League Stage : MD30 | Hill Dickinson Stadium |
Saturday 10 April
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 15h00 | Tottenham vs Brentford | - | Premier League Stage : MD31 | Tottenham Hotspur Stadium |
Saturday 17 April
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 15h00 | Newcastle vs Tottenham | - | Premier League Stage : MD32 | St James’ Park |
Saturday 24 April
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 15h00 | Tottenham vs Hull City | - | Premier League Stage : MD33 | Tottenham Hotspur Stadium |
Saturday 1 May
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 15h00 | Arsenal vs Tottenham | - | Premier League Stage : MD34 | Emirates Stadium |
Saturday 8 May
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 15h00 | Tottenham vs Chelsea | - | Premier League Stage : MD35 | Tottenham Hotspur Stadium |
Saturday 15 May
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 15h00 | Coventry vs Tottenham | - | Premier League Stage : MD36 | Coventry Building Society Arena |
Sunday 23 May
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 15h00 | Tottenham vs Manchester United | - | Premier League Stage : MD37 | Tottenham Hotspur Stadium |
Sunday 30 May
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 16h00 | Aston Villa vs Tottenham | - | Premier League Stage : MD38 | Villa Park |