| TOTTENHAM HOTSPUR LEAGUE CUP RECORD 1966-2009 | |||||||||
| # | Date | Round | Attn | Ven | League Cup Opponents | Res | F | A | Tottenham's Goalscorers |
| 1 | 14-Sep-66 | Lge Cup 2 | 34,000 | A | West Ham United | L | 0 | 1 | |
| 2 | 04-Sep-68 | Lge Cup 2 | 24,775 | A | Aston Villa | W | 4 | 1 | Jones, Chivers (3) |
| 3 | 25-Sep-68 | Lge Cup 3 | 25,798 | H | Exeter City | W | 6 | 3 | Venables, Pearce (2), Greaves (3) |
| 4 | 16-Oct-68 | Lge Cup 4 | 28,378 | H | Peterborough United | W | 1 | 0 | Greaves |
| 5 | 30-Oct-68 | Lge Cup 5 | 35,198 | H | Southampton | W | 1 | 0 | Collins |
| 6 | 20-Nov-68 | Lge Cup SF (1L) | 55,237 | A | Arsenal | L | 0 | 1 | |
| 7 | 04-Dec-68 | Lge Cup SF (2L) | 55,923 | H | Arsenal | D | 1 | 1 | Greaves |
| 8 | 03-Sep-69 | Lge Cup 2 | 34,017 | A | Wolverhampton Wanderers | L | 0 | 1 | |
| 9 | 09-Sep-70 | Lge Cup 2 | 15,848 | H | Swansea City | W | 3 | 0 | Perryman, Peters, Morgan |
| 10 | 25-Sep-70 | Lge Cup 3 | 23,559 | H | Sheffield United | W | 2 | 1 | Chivers, Pearce |
| 11 | 28-Oct-70 | Lge Cup 4 | 31,598 | H | West Bromwich Albion | W | 5 | 0 | Peters (3), Gilzean (2) |
| 12 | 18-Nov-70 | Lge Cup 5 | 31,670 | H | Coventry City | W | 4 | 1 | Chivers (3), Gilzean |
| 13 | 16-Dec-70 | Lge Cup SF | 30,002 | A | Bristol City | D | 1 | 1 | Gilzean |
| 14 | 23-Dec-70 | Lge Cup SF | 29,982 | H | Bristol City | W | 2 | 0 | (a.e.t) - Chivers, Pearce |
| 15 | 27-Feb-71 | Lge Cup FINAL | 100,000 | Wem | Aston Villa | W | 2 | 0 | Chivers (2) |
| 16 | 08-Sep-71 | Lge Cup 2 | 26,203 | A | West Bromwich Albion | W | 1 | 0 | Pearce |
| 17 | 06-Oct-71 | Lge Cup 3 | 20,100 | A | Torquay United | W | 4 | 1 | Pearce, Chivers (2), Peters (pen) |
| 18 | 27-Oct-71 | Lge Cup 4 | 30,338 | H | Preston North End | D | 1 | 1 | Chivers |
| 19 | 08-Nov-71 | Lge Cup 4® | 27,239 | A | Preston North End | W | 2 | 1 | Perryman, Chivers |
| 20 | 17-Nov-71 | Lge Cup 5 | 30,099 | H | Blackpool | W | 2 | 0 | Chivers, Peters |
| 21 | 22-Dec-71 | Lge Cup SF | 43,330 | A | Chelsea | L | 2 | 3 | Naylor, Chivers |
| 22 | 05-Jan-72 | Lge Cup SF | 52,755 | H | Chelsea | D | 2 | 2 | Chivers, Peters (pen) |
| 23 | 06-Sep-72 | Lge Cup 2 | 21,422 | H | Huddersfield Town | W | 2 | 1 | Gilzean, Chivers |
| 24 | 03-Oct-72 | Lge Cup 3 | 23,822 | A | Middlesbrough | D | 1 | 1 | Pearce |
| 25 | 11-Oct-72 | Lge Cup 3® | 19,256 | H | Middlesbrough | D | 0 | 0 | |
| 26 | 30-Oct-72 | Lge Cup 3®® | 19,287 | H | Middlesbrough | W | 2 | 1 | Gilzean, Peters |
| 27 | 01-Nov-72 | Lge Cup 4 | 28,904 | H | Millwall | W | 2 | 0 | Perryman, Peters |
| 28 | 04-Dec-72 | Lge Cup 5 | 48,677 | A | Liverpool | D | 1 | 1 | Peters |
| 29 | 06-Dec-72 | Lge Cup 5® | 34,565 | H | Liverpool | W | 3 | 1 | Pratt, Chivers (2) |
| 30 | 20-Dec-72 | Lge Cup SF | 29,327 | A | Wolverhampton Wanderers | W | 2 | 1 | Pratt, Peters |
| 31 | 30-Dec-72 | Lge Cup SF | 41,653 | H | Wolverhampton Wanderers | D | 2 | 2 | Chivers, Peters |
| 32 | 03-Mar-73 | Lge Cup FINAL | 100,000 | Wem | Norwich City | W | 1 | 0 | Coates |
| 33 | 08-Oct-73 | Lge Cup 2 | 23,353 | A | Queens Park Rangers | L | 0 | 1 | |
| 34 | 11-Sep-74 | Lge Cup 2 | 15,216 | H | Middlesbrough | L | 0 | 4 | |
| 35 | 09-Sep-75 | Lge Cup 2 | 14,997 | A | Watford | W | 1 | 0 | Jones |
| 36 | 08-Oct-75 | Lge Cup 3 | 10,561 | A | Crewe Alexandra | W | 2 | 0 | Pratt, Conn |
| 37 | 12-Nov-75 | Lge Cup 4 | 49,161 | H | West Ham United | D | 0 | 0 | |
| 38 | 24-Nov-75 | Lge Cup 4® | 38,443 | A | West Ham United | W | 2 | 0 | (a.e.t) Young, Duncan |
| 39 | 03-Dec-75 | Lge Cup 5 | 25,702 | H | Doncaster Rovers | W | 7 | 2 | Pratt, Chivers (2), Duncan (3), Chappell (og) |
| 40 | 14-Jan-76 | Lge Cup SF | 40,215 | H | Newcastle United | W | 1 | 0 | Pratt |
| 41 | 21-Jan-76 | Lge Cup SF | 49,657 | A | Newcastle United | L | 1 | 3 | McAllister |
| 42 | 31-Aug-76 | Lge Cup 2 | 19,042 | A | Middlesbrough | W | 2 | 1 | Moores, Neighbour |
| 43 | 22-Sep-76 | Lge Cup 3 | 19,146 | H | Wrexham | L | 2 | 3 | Hoddle, Moores |
| 44 | 31-Aug-77 | Lge Cup 2 | 22,807 | H | Wimbledon | W | 4 | 0 | Osgood (pen), Duncan (3) |
| 45 | 26-Sep-77 | Lge Cup 3 | 35,099 | H | Coventry City | L | 2 | 3 | Pratt, Armstrong |
| 46 | 29-Aug-78 | Lge Cup 2 (1L) | 24,335 | A | Swansea City | D | 2 | 2 | Hoddle (pen), Armstrong |
| 47 | 06-Sep-78 | Lge Cup 2 (2L) | 33,672 | H | Swansea City | L | 1 | 3 | Villa |
| 48 | 29-Aug-79 | Lge Cup 2 (1L) | 29,163 | H | Manchester United | W | 2 | 1 | Pratt, Hoddle |
| 49 | 05-Sep-79 | Lge Cup 2 (2L) | 48,292 | A | Manchester United | L | 1 | 3 | Armstrong |
| 50 | 27-Aug-80 | Lge Cup 2 (1L) | 20,087 | A | Orient | W | 1 | 0 | Lacy |
| 51 | 03-Sep-80 | Lge Cup 2 (2L) | 25,806 | H | Orient | W | 3 | 1 | Archibald (2), Crooks |
| 52 | 24-Sep-80 | Lge Cup 3 | 29,654 | H | Crystal Palace | D | 0 | 0 | |
| 53 | 30-Sep-80 | Lge Cup 3® | 26,885 | A | Crystal Palace | W | 3 | 1 | Villa, Hoddle, Crooks |
| 54 | 04-Nov-80 | Lge Cup 4 | 42,511 | H | Arsenal | W | 1 | 0 | Ardiles |
| 55 | 02-Dec-80 | Lge Cup 5 | 36,003 | A | West Ham United | L | 0 | 1 | |
| 56 | 07-Oct-81 | Lge Cup 2 (1L) | 39,333 | H | Manchester United | W | 1 | 0 | Archibald |
| 57 | 28-Oct-81 | Lge Cup 2 (2L) | 55,890 | A | Manchester United | W | 1 | 0 | Hazard |
| 58 | 11-Nov-81 | Lge Cup 3 | 24,084 | H | Wrexham | W | 2 | 0 | Hughton, Hoddle |
| 59 | 02-Dec-81 | Lge Cup 4 | 30,214 | H | Fulham | W | 1 | 0 | Hazard |
| 60 | 18-Jan-82 | Lge Cup 5 | 31,192 | H | Nottingham Forest | W | 1 | 0 | Ardiles |
| 61 | 03-Feb-82 | Lge Cup SF (1L) | 32,238 | A | West Bromwich Albion | D | 0 | 0 | |
| 62 | 10-Feb-82 | Lge Cup SF (2L) | 47,241 | H | West Bromwich Albion | W | 1 | 0 | Hazard |
| 63 | 13-Mar-82 | Lge Cup FINAL | 100,000 | Wem | Liverpool | L | 1 | 3 | (a.e.t) Archibald |
| 64 | 06-Oct-82 | Lge Cup 2 (1L) | 20,416 | H | Brighton & Hove Albion | D | 1 | 1 | Brooke (pen) |
| 65 | 26-Oct-82 | Lge Cup 2 (2L) | 20,755 | A | Brighton & Hove Albion | W | 1 | 0 | Crooks |
| 66 | 09-Nov-82 | Lge Cup 3 | 14,366 | A | Gillingham | W | 4 | 2 | Archibald (2), Crooks (2) |
| 67 | 01-Dec-82 | Lge Cup 4 | 27,861 | H | Luton Town | W | 1 | 0 | Villa |
| 68 | 19-Jan-83 | Lge Cup 5 | 30,771 | H | Burnley | L | 1 | 4 | Gibson |
| 69 | 05-Oct-83 | Lge Cup 2 (1L) | 20,491 | H | Lincoln City | W | 3 | 1 | Galvin, Archibald, Houghton og |
| 70 | 26-Oct-83 | Lge Cup 2 (2L) | 12,239 | A | Lincoin City | L | 1 | 2 | Falco |
| 71 | 09-Nov-83 | Lge Cup 3 | 48,200 | H | Arsenal | L | 1 | 2 | Hoddle (pen) |
| 72 | 26-Sep-84 | Lge Cup 2 (1L) | 7,027 | A | Halifax Town | W | 5 | 1 | Falco (2), Crooks (3) |
| 73 | 09-Oct-84 | Lge Cup 2 (2L) | 14,802 | H | Halifax Town | W | 4 | 0 | Hughton, Hazard (2), Crooks |
| 74 | 31-Oct-84 | Lge Cup 3 | 38,690 | H | Liverpool | W | 1 | 0 | Allen C |
| 75 | 21-Nov-84 | Lge Cup 4 | 27,421 | A | Sunderland | D | 0 | 0 | |
| 76 | 05-Dec-84 | Lge Cup 4® | 25,835 | H | Sunderland | L | 1 | 2 | Roberts (pen) |
| 77 | 23-Sep-85 | Lge Cup 2 (1L) | 13,828 | A | Orient | L | 0 | 2 | |
| 78 | 30-Oct-85 | Lge Cup 2 (2L) | 21,046 | H | Orient | W | 4 | 0 | Roberts (2), Galvin, Waddle |
| 79 | 06-Nov-85 | Lge Cup 3 | 16,899 | H | Wimbledon | W | 2 | 0 | Leworthy, Mabbutt |
| 80 | 20-Nov-85 | Lge Cup 4 | 28,619 | H | Portsmouth | D | 0 | 0 | |
| 81 | 27-Nov-85 | Lge Cup 4® | 28,100 | A | Portsmouth | D | 0 | 0 | |
| 82 | 10-Dec-85 | Lge Cup 4® | 26,306 | A | Portsmouth | L | 0 | 1 | |
| 83 | 23-Sep-86 | Lge Cup 2 (1L) | 10,079 | A | Barnsley | W | 3 | 2 | Roberts, Allen C, Waddle |
| 84 | 08-Oct-86 | Lge Cup 2 (2L) | 12,299 | H | Barnsley | W | 5 | 3 | Close, Hoddle (2), Galvin, Allen C |
| 85 | 29-Oct-86 | Lge Cup 3 | 15,542 | H | Birmingham City | W | 5 | 0 | Roberts, Allen C (2), Hoddle, Waddle |
| 86 | 26-Nov-86 | Lge Cup 4 | 10,033 | A | Cambridge United | W | 3 | 1 | Allen C, Close, Waddle |
| 87 | 27-Jan-87 | Lge Cup 5 | 28,648 | A | West Ham United | D | 1 | 1 | Allen C |
| 88 | 02-Feb-87 | Lge Cup 5® | 41,995 | H | West Ham United | W | 5 | 0 | Allen C (3, 1pen), Hoddle, Claesen |
| 89 | 08-Feb-87 | Lge Cup SF(1L) | 41,256 | A | Arsenal | W | 1 | 0 | Allen C |
| 90 | 01-Mar-87 | Lge Cup SF(2L) | 37,099 | H | Arsenal | L | 1 | 2 | Allen C |
| 91 | 04-Mar-87 | Lge Cup SF® | 41,005 | H | Arsenal | L | 1 | 2 | Allen C |
| 92 | 23-Sep-87 | Lge Cup 2 (1L) | 5,000 | A | Torquay United | L | 0 | 1 | |
| 93 | 07-Oct-87 | Lge Cup 2 (2L) | 20,970 | H | Torquay United | W | 3 | 0 | Claesen (2), Cole og |
| 94 | 28-Oct-87 | Lge Cup 3 | 29,114 | A | Aston Villa | L | 1 | 2 | Ardiles |
| 95 | 27-Sep-88 | Lge Cup 2 (1L) | 9,269 | A | Notts County | D | 1 | 1 | Samways |
| 96 | 11-Oct-88 | Lge Cup 2 (2L) | 14,953 | H | Notts County | W | 2 | 1 | Fenwick (pen), Gasgoigne |
| 97 | 01-Nov-88 | Lge Cup 3 | 18,814 | H | Blackburn Rovers | D | 0 | 0 | |
| 98 | 09-Nov-88 | Lge Cup 3® | 12,961 | A | Blackburn Rovers | W | 2 | 1 | (a.e.t) Thomas, Stewart |
| 99 | 29-Nov-88 | Lge Cup 4 | 17,357 | A | Southampton | L | 1 | 2 | Osman og |
| 100 | 20-Sep-89 | Lge Cup 2 (1L) | 15,734 | H | Southend United | W | 1 | 0 | Fenwick |
| 101 | 04-Oct-89 | Lge Cup 2 (2L) | 10,400 | A | Southend United | L | 2 | 3 | (a.e.t) Allen P, Nayim |
| 102 | 06-Nov-89 | Lge Cup 3 | 45,759 | A | Manchester United | W | 3 | 0 | Lineker, Samways, Nayim |
| 103 | 22-Nov-89 | Lge Cup 4 | 13,789 | A | Tranmere Rovers | D | 2 | 2 | Gasgoigne, Higgins og |
| 104 | 29-Nov-89 | Lge Cup 4® | 22,720 | H | Tranmere Rovers | W | 4 | 0 | Allen P, Howells, Mabbutt, Stewart |
| 105 | 17-Jan-90 | Lge Cup 5 | 30,044 | A | Nottingham Forest | D | 2 | 2 | Lineker, Sedgeley |
| 106 | 24-Jan-90 | Lge Cup 5® | 32,357 | H | Nottingham Forest | L | 2 | 3 | Nayim, Walsh |
| 107 | 26-Sep-90 | Lge Cup 2 (1L) | 19,760 | H | Hartlepool United | W | 5 | 0 | Gasgoigne (4, 1pen), Lineker |
| 108 | 09-Oct-90 | Lge Cup 2 (2L) | 9,631 | A | Hartlepool United | W | 2 | 1 | Stewart (2) |
| 109 | 30-Oct-90 | Lge Cup 3 | 25,451 | H | Bradford City | W | 2 | 1 | Stewart, Gasgoigne |
| 110 | 27-Nov-90 | Lge Cup 4 | 25,852 | A | Sheffield United | W | 2 | 0 | Gasgoigne, Stewart |
| 111 | 16-Jan-91 | Lge Cup 5 | 34,178 | A | Chelsea | D | 0 | 0 | |
| 112 | 23-Jan-91 | Lge Cup 5® | 33,861 | H | Chelsea | L | 0 | 3 | |
| 113 | 25-Sep-91 | Lge Cup 2 (1L) | 11,416 | A | Swansea City | L | 0 | 1 | |
| 114 | 09-Oct-91 | Lge Cup 2 (2L) | 20,198 | H | Swansea City | W | 5 | 1 | Stewart, Samways, Lineker, Allen, Brazil og. |
| 115 | 29-Oct-91 | Lge Cup 3 | 17,017 | A | Grimsby Town | W | 3 | 0 | Howells, Durie, Lineker |
| 116 | 04-Dec-91 | Lge Cup 4 | 20,095 | A | Coventry City | W | 2 | 1 | Durie, Allen |
| 117 | 08-Jan-92 | Lge Cup 5 | 29,471 | H | Norwich City | W | 2 | 1 | Walsh, Lineker |
| 118 | 09-Feb-92 | Lge Cup SF(1L) | 21,402 | A | Nottingham Forest | D | 1 | 1 | Lineker (pen) |
| 119 | 01-Mar-92 | Lge Cup SF(2L) | 28,216 | H | Nottingham Forest | L | 1 | 2 | (a.e.t) Lineker |
| 120 | 21-Sep-92 | Lge Cup 2 (1L) | 19,365 | H | Brentford | W | 3 | 1 | Sheringham, Watson, Durie |
| 121 | 07-Oct-92 | Lge Cup 2 (2L) | 11,445 | A | Brentford | W | 4 | 2 | Sheringham (2, 1pen), Turner, Anderton |
| 122 | 28-Oct-92 | Lge Cup 3 | 18,399 | A | Manchester City | W | 1 | 0 | Samways |
| 123 | 02-Dec-92 | Lge Cup 4 | 22,812 | A | Nottingham Forest | L | 0 | 2 | |
| 124 | 22-Sep-93 | Lge Cup 2 (1L) | 16,844 | A | Burnley | D | 0 | 0 | |
| 125 | 06-Oct-93 | Lge Cup 2 (2L) | 20,614 | H | Burnley | W | 3 | 1 | Sheringham (2), Howells |
| 126 | 27-Oct-93 | Lge Cup 3 | 19,855 | A | Derby County | W | 1 | 0 | Barmby |
| 127 | 01-Dec-93 | Lge Cup 4 | 22,295 | H | Blackburn Rovers | W | 1 | 0 | Campbell |
| 128 | 12-Jan-94 | Lge Cup 5 | 31,408 | H | Aston Villa | L | 1 | 2 | Caskey |
| 129 | 21-Sep-94 | Lge Cup 2 (1L) | 13,659 | A | Watford | W | 6 | 3 | Anderton, Klinsmann (3), Sheringham, Dumitrescu |
| 130 | 02-Oct-94 | Lge Cup 2 (2L) | 17,798 | H | Watford | L | 2 | 3 | Barmby, Klinsmann |
| 131 | 26-Oct-94 | Lge Cup 3 | 13,952 | A | Notts County | L | 0 | 3 | |
| 132 | 20-Sep-95 | Lge Cup 2 (1L) | 17,645 | H | Chester City | W | 4 | 0 | Armstrong (2), Sheringham, Rosenthal |
| 133 | 04-Oct-95 | Lge Cup 2 (2L) | 5,372 | A | Chester City | W | 3 | 1 | Sheringham (2), Howells |
| 134 | 25-Oct-95 | Lge Cup 3 | 18,227 | A | Coventry City | L | 2 | 3 | Armstrong, Busst og |
| 135 | 17-Sep-96 | Lge Cup 2 (1L) | 16,258 | A | Preston North End | D | 1 | 1 | Anderton |
| 136 | 25-Sep-96 | Lge Cup 2 (2L) | 20,080 | H | Preston North End | W | 3 | 0 | Anderton (2), Allen |
| 137 | 23-Oct-96 | Lge Cup 3 | 24,867 | H | Sunderland | W | 2 | 1 | Armstrong, Campbell |
| 138 | 27-Nov-96 | Lge Cup 4 | 18,621 | A | Bolton Wanderers | L | 1 | 6 | Sheringham |
| 139 | 17-Sep-97 | Lge Cup 2 (1L) | 19,255 | H | Carlisle United | W | 3 | 2 | Fenn, Fox, Mahorn |
| 140 | 30-Sep-97 | Lge Cup 2 (2L) | 13,571 | A | Carlisle United | W | 2 | 0 | Ginola (pen), Armstrong |
| 141 | 15-Oct-97 | Lge Cup 3 | 20,390 | H | Derby County | L | 1 | 2 | Ginola |
| 142 | 15-Sep-98 | Lge Cup 2 (1L) | 11,831 | A | Brentford | W | 3 | 2 | Carr, Dominguez, Vega |
| 143 | 23-Sep-98 | Lge Cup 2 (2L) | 22,980 | H | Brentford | W | 3 | 2 | Nielsen, Campbell, Armstrong |
| 144 | 27-Oct-98 | Lge Cup 3 | 7,422 | A | Northampton Town | W | 3 | 1 | Armstrong (2), Campbell |
| 145 | 10-Nov-98 | Lge Cup 4 | 20,772 | A | Liverpool | W | 3 | 1 | Iversen, Scales, Nielsen |
| 146 | 02-Dec-98 | Lge Cup 5 | 35,702 | H | Manchester United | W | 3 | 1 | Armstrong (2), Ginola |
| 147 | 27-Jan-99 | Lge Cup SF (1L) | 35,997 | H | Wimbledon | D | 0 | 0 | |
| 148 | 16-Feb-99 | Lge Cup SF (2L) | 25,204 | A | Wimbledon | W | 1 | 0 | Iversen |
| 149 | 21-Mar-99 | Lge Cup FINAL | 77,892 | Wem | Leicester City | W | 1 | 0 | Nielsen |
| 150 | 13-Oct-99 | Lge Cup 3 | 25,486 | H | Crewe Alexandra | W | 3 | 1 | Leonhardsen, Ginola, Sherwood, |
| 151 | 01-Dec-99 | Lge Cup 4 | 18,134 | A | Fulham | L | 1 | 3 | Iversen |
| 152 | 19-Sep-00 | Lge Cup 2 (1L) | 8,580 | A | Brentford | D | 0 | 0 | |
| 153 | 26-Sep-00 | Lge Cup 2 (2L) | 26,909 | H | Brentford | W | 2 | 0 | Leonhardsen, Iversen |
| 154 | 30-Oct-00 | Lge Cup 3 | 27,096 | H | Birmingham City | L | 1 | 3 | Anderton (pen) |
| 155 | 13-Sep-01 | Lge Cup 2 | 20,347 | H | Torquay United | W | 2 | 0 | King, Ferdinand |
| 156 | 09-Oct-01 | Lge Cup 3 | 12,386 | A | Tranmere Rovers | W | 4 | 0 | Sheringham (pen), Anderton, Poyet, Rebrov |
| 157 | 28-Nov-01 | Lge Cup 4 | 17,006 | A | Fulham | W | 2 | 1 | Rebrov, Davies |
| 158 | 11-Dec-01 | Lge Cup 5 | 28,340 | H | Bolton Wanderers | W | 6 | 0 | Davies, Ferdinand (3), Barness og, Iversen |
| 159 | 09-Jan-02 | Lge Cup SF (1L) | 37,264 | A | Chelsea | L | 1 | 2 | Ferdinand |
| 160 | 23-Jan-02 | Lge Cup SF (2L) | 36,100 | H | Chelsea | W | 5 | 1 | Iversen, Sherwood, Sheringham, Davies, Rebrov |
| 161 | 24-Feb-02 | Lge Cup FINAL | 72,500 | Cardiff | Blackburn Rovers | L | 1 | 2 | Ziege |
| 162 | 01-Oct-02 | Lge Cup 2 | 23,723 | H | Cardiff City | W | 1 | 0 | Sheringham |
| 163 | 06-Nov-02 | Lge Cup 3 | 13,512 | A | Burnley | L | 1 | 2 | Poyet |
| 164 | 24-Sep-03 | Lge Cup 2 | 15,474 | A | Coventry City | W | 3 | 0 | Kanoute, Keane, Ricketts |
| 165 | 29-Oct-03 | Lge Cup 3 | 36,053 | H | West Ham United | W | 1 | 0 | (a.e.t) Zamora |
| 166 | 03-Dec-03 | Lge Cup 4 | 31,727 | H | Manchester City | W | 3 | 1 | Anderton, Postiga, Kanoute |
| 167 | 17-Dec-03 | Lge Cup 5 | 25,307 | H | Middlesbrough | D | 1 | 1 | (a.e.t) Anderton (Spurs lost 4-5 on pens) |
| 168 | 23-Sep-04 | Lge Cup 2 | 8,548 | A | Oldham Athletic | W | 6 | 0 | Kanoute (2), Keane, Defoe, Bunjevcevic, Gardner |
| 169 | 27-Oct-04 | Lge Cup 3 | 18,037 | A | Bolton Wanderers | W | 4 | 3 | (a.e.t, 2-2) Defoe (2), Bunjevcevic, Brown |
| 170 | 09-Nov-04 | Lge Cup 4 | 10,639 | A | Burnley | W | 3 | 0 | Keane (2), Defoe |
| 171 | 01-Dec-04 | Lge Cup 5 | 36,100 | H | Liverpool | D | 1 | 1 | (a.e.t) Defoe (Spurs lost 4-5 on pens) |
| 172 | 20-Sep-05 | Lge Cup 2 | 8,206 | A | Grimsby Town | L | 0 | 1 | |
| 173 | 25-Oct-06 | Lge Cup 3 | 8,306 | A | Milton Keynes Dons | W | 5 | 0 | Mido (2), Defoe (2), Keane |
| 174 | 08-Nov-06 | Lge Cup 4 | 34,560 | H | Port Vale | W | 3 | 1 | (a.e.t) Huddlestone (2), Defoe |
| 175 | 20-Dec-06 | Lge Cup 5 | 35,811 | H | Southend United | W | 1 | 0 | (a.e.t) Defoe |
| 176 | 24-Jan-07 | Lge Cup SF (1L) | 35,485 | H | Arsenal | D | 2 | 2 | Berbatov, Baptista og |
| 177 | 31-Jan-07 | Lge Cup SF (2L) | 59,872 | A | Arsenal | L | 1 | 3 | Mido |
| 178 | 26-Sep-07 | Lge Cup 3 | 30,084 | H | Middlesbrough | W | 2 | 0 | Bale, Huddlestone |
| 179 | 31-Oct-07 | Lge Cup 4 | 32,196 | H | Blackpool | W | 2 | 0 | Keane, Chimbonda |
| 180 | 17-Dec-07 | Lge Cup 5 | 38,564 | A | Manchester City | W | 2 | 0 | Defoe, Malbranque |
| 181 | 09-Jan-08 | Lge Cup SF (1L) | 53,136 | A | Arsenal | D | 1 | 1 | Jenas |
| 182 | 23-Jan-08 | Lge Cup SF (2L) | 35,979 | H | Arsenal | W | 5 | 1 | Jenas, Bendtner og, Keane, Lennon, Malbranque |
| 183 | 24-Feb-08 | Lge Cup FINAL | 87,660 | Wem | Chelsea | W | 2 | 1 | Berbatov, Woodgate |
| 184 | 24-Sep-08 | Lge Cup 3 | 20,577 | A | Newcastle United | W | 2 | 1 | Pavlyuchenko, O'Hara |
| 185 | 12-Oct-08 | Lge Cup 4 | 33,242 | H | Liverpool | W | 4 | 2 | Pavlyuchenko (2), Campbell, F (2) |
| 186 | 03-Dec-08 | Lge Cup 5 | 16,501 | A | Watford | W | 2 | 1 | Pavlyuchenko, Bent |
| 187 | 06-Jan-09 | Lge Cup SF (1L) | 31,377 | H | Burnley | W | 4 | 1 | Dawson, O'Hara, Pavlyuchenko, Duff og |
| 188 | 14-Jan-09 | Lge Cup SF (2L) | 19,533 | A | Burnley | L | 2 | 3 | (a.e.t) Pavlyuchenko, Defoe (Won 6-4 on aggregate) |
| 189 | 01-Mar-09 | Lge Cup FINAL | 88,217 | Wem | Manchester United | D | 0 | 0 | (a.e.t) (Spurs lost 1-4 on pens) |
| 190 | 26-Aug-09 | Lge Cup 2 | 12,923 | A | Doncaster Rovers | W | 5 | 1 | Huddlestone, O'Hara, Crouch, Bentley, Pavlyuchenko |
| 191 | 23-Sep-09 | Lge Cup 3 | 16,533 | A | Preston North End | W | 5 | 1 | Crouch (3), Defoe, Keane |
| 192 | 27-Oct-09 | Lge Cup 4 | 35,843 | H | Everton | W | 2 | 0 | Huddlestone, Keane |
| 193 | 01-Dec-09 | Lge Cup 5 | A | Manchester United | |||||
| 5,394,783 | 379 | 199 | |||||||