| Tottenham Hotspur | Season 1958-1959 | Played | Won | Drew | Lost | For | Against | Points | |||||||
| Division 1 - 18th | 42 | 13 | 10 | 19 | 85 | 95 | 36 | ||||||||
| F.A. Cup | 4 | 2 | 1 | 1 | 7 | 3 | 5th Rnd | ||||||||
| Manager: Anderson/Nicholson | Total - Season 1958-1959 | 46 | 15 | 11 | 20 | 92 | 98 | 18th | |||||||
| 23-Aug-58 | Division 1 | 57,043 | H | Blackpool | L | 2 | - | 3 | Smith R, Broooks | ||||||
| 27-Aug-58 | Division 1 | 59,203 | A | Chelsea | L | 2 | - | 4 | Medwin, Smith R | ||||||
| 30-Aug-58 | Division 1 | 41,830 | A | Blackburn Rovers | L | 0 | - | 5 | |||||||
| 03-Sep-58 | Division 1 | 50,299 | H | Chelsea | W | 4 | - | 0 | Medwin (3), Robb | ||||||
| 06-Sep-58 | Division 1 | 41,805 | H | Newcastle United | L | 1 | - | 3 | Medwin | ||||||
| 10-Sep-58 | Division 1 | 26,097 | A | Nottingham Forest | D | 1 | - | 1 | Smith R | ||||||
| 13-Sep-58 | Division 1 | 65,565 | A | Arsenal | L | 1 | - | 3 | Clayton | ||||||
| 17-Sep-58 | Division 1 | 39,431 | H | Nottingham Forest | W | 1 | - | 0 | Sharpe | ||||||
| 20-Sep-58 | Division 1 | 62,277 | A | Manchester United | D | 2 | - | 2 | Smith R (2) | ||||||
| 27-Sep-58 | Division 1 | 48,563 | H | Wolverhampton Wanderers | W | 2 | - | 1 | Smith R, Clayton | ||||||
| 04-Oct-58 | Division 1 | 26,402 | A | Portsmouth | D | 1 | - | 1 | Stokes | ||||||
| 11-Oct-58 | Division 1 | 37,794 | H | Everton | W | 10 | - | 4 | Ryden, Medwin, Harmer, Smith R (4), Stokes (2), Robb | ||||||
| 18-Oct-58 | Division 1 | 31,509 | A | Leicester City | W | 4 | - | 3 | Harmer (pen), Smith R, Stokes (2) | ||||||
| 25-Oct-58 | Division 1 | 38,691 | H | Leeds United | L | 2 | - | 3 | Iley, Smith R | ||||||
| 01-Nov-58 | Division 1 | 30,601 | A | Manchester City | L | 1 | - | 5 | Smith R | ||||||
| 08-Nov-58 | Division 1 | 39,820 | H | Bolton Wanderers | D | 1 | - | 1 | Smith R | ||||||
| 15-Nov-58 | Division 1 | 23,592 | A | Luton Town | W | 2 | - | 1 | Dunmore, Medwin | ||||||
| 22-Nov-58 | Division 1 | 28,708 | H | Birmingham City | L | 0 | - | 4 | |||||||
| 29-Nov-58 | Division 1 | 21,753 | H | West Bromwich Albion | L | 3 | - | 4 | Dunmore, Smith R (2) | ||||||
| 06-Dec-58 | Division 1 | 31,806 | H | Preston North End | L | 1 | - | 2 | Smith R | ||||||
| 13-Dec-58 | Division 1 | 17,047 | A | Burnley | L | 1 | - | 3 | Stokes | ||||||
| 20-Dec-58 | Division 1 | 12,939 | A | Blackpool | D | 0 | - | 0 | |||||||
| 25-Dec-58 | Division 1 | 26,178 | A | West Ham United | L | 1 | - | 2 | Smith R | ||||||
| 26-Dec-58 | Division 1 | 43,817 | H | West Ham United | L | 1 | - | 4 | Stokes | ||||||
| 03-Jan-59 | Division 1 | 39,552 | H | Blackburn Rovers | W | 3 | - | 1 | Harmer (pen), Smith R, Dunmore | ||||||
| 17-Jan-59 | Division 1 | 32,503 | A | Newcastle United | W | 2 | - | 1 | Dunmore (2) | ||||||
| 31-Jan-59 | Division 1 | 60,241 | H | Arsenal | L | 1 | - | 4 | Smith R | ||||||
| 07-Feb-59 | Division 1 | 47,401 | H | Manchester United | L | 1 | - | 3 | Norman | ||||||
| 21-Feb-59 | Division 1 | 27,237 | H | Portsmouth | D | 4 | - | 4 | Smith R (2), Clayton, Jones (pen) | ||||||
| 28-Feb-59 | Division 1 | 36,782 | A | Everton | L | 1 | - | 2 | Jones | ||||||
| 02-Mar-59 | Division 1 | 30,437 | A | Wolverhampton Wanderers | D | 1 | - | 1 | Harmer | ||||||
| 07-Mar-59 | Division 1 | 30,561 | H | Leicester City | W | 6 | - | 0 | Blanchflower, Medwin (4), Dunmore | ||||||
| 14-Mar-59 | Division 1 | 17,010 | A | Leeds United | L | 1 | - | 3 | Norman | ||||||
| 21-Mar-59 | Division 1 | 34,493 | H | Manchester City | W | 3 | - | 1 | Medwin, Smith R, Jones (pen) | ||||||
| 27-Mar-59 | Division 1 | 45,059 | H | Aston Villa | W | 3 | - | 2 | Medwin, Smith R, Jones | ||||||
| 28-Mar-59 | Division 1 | 21,384 | A | Bolton Wanderers | L | 1 | - | 4 | Clayton | ||||||
| 30-Mar-59 | Division 1 | 34,354 | A | Aston Villa | D | 1 | - | 1 | Norman | ||||||
| 04-Apr-59 | Division 1 | 37,093 | H | Luton Town | W | 3 | - | 0 | Medwin, Smith R, Brooks | ||||||
| 08-Apr-59 | Division 1 | 32,296 | H | Burnley | D | 2 | - | 2 | Smith R (2) | ||||||
| 11-Apr-59 | Division 1 | 20,557 | A | Birmingham City | L | 1 | - | 5 | Jones (pen) | ||||||
| 18-Apr-59 | Division 1 | 36,805 | H | West Bromwich Albion | W | 5 | - | 0 | Smith R (4), Brooks | ||||||
| 25-Apr-59 | Division 1 | 20,323 | A | Preston North End | D | 2 | - | 2 | Smith R, Brooks | ||||||
| Tottenham Hotspur in the FA Cup - Season 1958-1959 | |||||||||||||||
| 10-Jan-59 | F.A. Cup 3 | 56,252 | H | West Ham United | W | 2 | - | 0 | Smith R, Jones | ||||||
| 31-Jan-59 | F.A. Cup 4 | 50,561 | H | Newport County | W | 4 | - | 1 | Smith R (2), Dunmore (2) | ||||||
| 14-Feb-59 | F.A. Cup 5 | 67,633 | H | Norwich City | D | 1 | - | 1 | Jones | ||||||
| 18-Feb-59 | F.A. Cup 5® | 38,000 | A | Norwich City | L | 0 | - | 1 | |||||||