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Season 1999-2000 | Played | Won | Drew | Lost | For | Against | Points | |||||||
| Division 1 - 10th | 38 | 15 | 8 | 15 | 57 | 49 | 53 | ||||||||
| F.A. Cup | 2 | 0 | 1 | 1 | 2 | 7 | 3rd Rnd | ||||||||
| League Cup | 2 | 1 | 0 | 1 | 4 | 4 | 4th Rnd | ||||||||
| UEFA Cup | 4 | 2 | 1 | 1 | 4 | 2 | 2nd Rnd | ||||||||
| Manager: George Graham | Total - Season 1999-2000 | 46 | 18 | 10 | 18 | 67 | 62 | 10th | |||||||
| Tottenham Hotspur | Season 1998-1999 | Played | Won | Drew | Lost | For | Against | Points | |||||||
| Division 1 - 11th | 38 | 11 | 14 | 13 | 46 | 50 | 47 | ||||||||
| F.A. Cup | 7 | 4 | 2 | 1 | 13 | 6 | SemiFinal | ||||||||
| League Cup - Winners | 8 | 7 | 1 | 0 | 17 | 7 | Winners | ||||||||
| Managers Gross/Pleat/Graham | Total 1998/99 | 53 | 22 | 17 | 14 | 76 | 63 | 11th | |||||||
| Tottenham Hotspur | Season 1997-1998 | Played | Won | Drew | Lost | For | Against | Points | |||||||
| Division 1 - 14th | 38 | 11 | 11 | 16 | 44 | 56 | 44 | ||||||||
| F.A. Cup | 3 | 1 | 1 | 1 | 5 | 5 | 4th Rnd | ||||||||
| League Cup | 3 | 2 | 0 | 1 | 6 | 4 | 3rd Rnd | ||||||||
| Managers: Francis/Hughton/Gross | Total - Season 1997-1998 | 44 | 14 | 12 | 18 | 55 | 65 | 14th | |||||||
| Tottenham Hotspur | Season 1996-1997 | Played | Won | Drew | Lost | For | Against | Points | |||||||
| Division 1 - 10th | 38 | 13 | 7 | 18 | 44 | 51 | 46 | ||||||||
| F.A. Cup | 1 | 0 | 0 | 1 | 0 | 2 | 3rd Rnd | ||||||||
| League Cup | 4 | 2 | 1 | 1 | 7 | 8 | 4th Rnd | ||||||||
| Manager: Gerry Francis | Total - Season 1996-1997 | 43 | 15 | 8 | 20 | 51 | 61 | 10th | |||||||
| Tottenham Hotspur | Season 1995-1996 | Played | Won | Drew | Lost | For | Against | Points | |||||||
| Division 1 - 8th | 38 | 16 | 13 | 9 | 50 | 38 | 61 | ||||||||
| F.A. Cup | 6 | 2 | 4 | 0 | 12 | 6 | 5th Rnd | ||||||||
| League Cup | 3 | 2 | 0 | 1 | 8 | 5 | 3rd Rnd | ||||||||
| Manager: Gerry Francis | Total - Season 1995-1996 | 47 | 20 | 17 | 10 | 70 | 49 | 8th | |||||||
| Tottenham Hotspur | Season 1994-1995 | Played | Won | Drew | Lost | For | Against | Points | |||||||
| Division 1 - 7th | 42 | 16 | 14 | 12 | 66 | 58 | 62 | ||||||||
| F.A. Cup | 6 | 4 | 1 | 1 | 17 | 9 | SemiFinal | ||||||||
| League Cup | 3 | 1 | 0 | 2 | 8 | 9 | 3rd Rnd | ||||||||
| Manager: Ardiles/Francis | Total - Season 1994-1995 | 51 | 21 | 15 | 15 | 91 | 76 | 7th | |||||||
| Tottenham Hotspur | Season 1993-1994 | Played | Won | Drew | Lost | For | Against | Points | |||||||
| Division 1 - 15th | 42 | 11 | 12 | 19 | 54 | 59 | 45 | ||||||||
| F.A. Cup | 3 | 0 | 2 | 1 | 2 | 5 | 4th Rnd | ||||||||
| League Cup | 5 | 3 | 1 | 1 | 6 | 3 | 5th Rnd | ||||||||
| Manager: Osvaldo Ardiles | Total - Season 1993-1994 | 50 | 14 | 15 | 21 | 62 | 67 | 15th | |||||||
| Tottenham Hotspur | Season 1992-1993 | Played | Won | Drew | Lost | For | Against | Points | |||||||
| Division 1 - 8th | 42 | 16 | 11 | 15 | 60 | 66 | 59 | ||||||||
| F.A. Cup | 5 | 4 | 0 | 1 | 14 | 6 | SemiFinal | ||||||||
| League Cup | 4 | 3 | 0 | 1 | 8 | 5 | 4th Rnd | ||||||||
| Managers: Livermore&Clemence | Total - Season 1992-1993 | 51 | 23 | 11 | 17 | 82 | 77 | 8th | |||||||
| Tottenham Hotspur | Season 1991-1992 | Played | Won | Drew | Lost | For | Against | Points | |||||||
| Division 1 - 15th | 42 | 15 | 7 | 20 | 58 | 63 | 52 | ||||||||
| F.A. Cup | 2 | 0 | 1 | 1 | 0 | 1 | 3rd Rnd | ||||||||
| League Cup | 7 | 4 | 1 | 2 | 14 | 7 | SemiFinal | ||||||||
| European Cup Winners Cup | 8 | 4 | 2 | 2 | 7 | 3 | QtrFinal | ||||||||
| Charity Shield (Arsenal) | 1 | 0 | 1 | 0 | 0 | 0 | Winners | ||||||||
| Manager: Peter Shreeves | Total - Season 1991-1992 | 59 | 23 | 12 | 25 | 79 | 74 | 15th | |||||||
| Tottenham Hotspur | Season 1990-1991 | Played | Won | Drew | Lost | For | Against | Points | |||||||
| Division 1 - 11th | 38 | 11 | 16 | 11 | 51 | 50 | 49 | ||||||||
| F.A. Cup - Winners | 6 | 6 | 0 | 0 | 14 | 6 | Winners | ||||||||
| League Cup | 6 | 4 | 1 | 1 | 11 | 5 | 5th Rnd | ||||||||
| Manager: Terry Venables | Total - Season 1990-1991 | 50 | 21 | 17 | 12 | 76 | 61 | 11th | |||||||