While Tottenham Hotspur didn’t enter the League Cup until 1966 (and then didn’t enter in 1967), they have been successful in the competition and here is the club’s full record to the current day …
Tottenham’s goals shown first with goal times given where available.
| 2022-2023 | ||||||
| Date | Opponents | Round | Venue | Score | Tottenham Scorers | Attendance |
| 10.11.2022 | Nottingham Forest | Third Round | Away | 0-2 | – | 28,384 |
| 2021-2022 | ||||||
| Date | Opponents | Round | Venue | Score | Tottenham Scorers | Attendance |
| 12.01.2022 | Chelsea | Semi-final Second Leg | Home | 0-1 (0-3 on agg) | – | 45,603 |
| 05.01.2022 | Chelsea | Semi-final First Leg | Away | 0-2 | – | 37,868 |
| 22.12.2021 | West Ham United | Fifth Round | Home | 2-1 | Bergwijn 29, Moura 34 | 40,031 |
| 27.10.2021 | Burnley | Fourth Round | Away | 1-0 | Moura 68 | 14,637 |
| 22.09.2021 | Wolverhampton Wanderers | Third Round | Away | 2-2 (won 3-2 on pens) |
Ndombele 14, Kane 23 | 28,798 |
| 2020-2021 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 01.03.2021 | Manchester City | Final | Wembley | 0-1 | – | 7,773 |
| 21.01.2021 | Brentford | Semi-final | Home | 2-0 | Sissoko 12, Son 70 | 0 |
| 17.12.2020 | Stoke City | Fifth Round | Away | 3-1 | Bale 22, Davies 70, Kane 81 | 0 |
| 29.10.2020 | Chelsea | Fourth Round | Home | 1-1 (won 5-4 on pens) |
Lamela 84 | 0 |
| 22.09.2020 | Leyton Orient | Third Round | Home | 3-0 (walkover)* | – | – |
* Orient were unable to field a team due to a Covid-19 outbreak
| 2019-2020 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 24.09.2019 | Colchester United | Third Round | Away | 0-0 (lost 3-4 on pens) |
– | 9,481 |
NOTE : – From this season, extra time was not played, with drawn matches going straight to penalties
| 2018-2019 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 24.01.2019 | Chelsea | Semi-final Second Leg | Away | 1-2 (2-2 on agg.; lost 2-4 on pens) |
Llorente 50 | 38,610 |
| 09.01.2019 | Chelsea | Semi-final First Leg | Home (Wembley) | 1-0 | Kane (p) 26 | 44,371 |
| 19.12.2018 | Arsenal | Fifth Round | Away | 2-0 | Son 20, Alli 59 | 59,016 |
| 31.10.2018 | West Ham United | Fourth Round | Away | 3-1 | Son 16, Son 54, Llorente 75 | 50,270 |
| 26.09.2018 | Watford | Third Round | Home (Stadium MK) | 2-2 ( won 4-2 on pens) |
Alli 82, Lamela 86 | 23,650 |
| 2017-2018 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 25.10.2017 | West Ham United | Fourth Round | Home (Wembley) | 2-3 | Sissoko 6, Alli 37 | 36,168 |
| 19.09.2017 | Barnsley | Third Round | Home (Wembley) | 1-0 | Alli 65 | 23,826 |
| 2016-2017 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 25.10.2016 | Liverpool | Fourth Round | Away | 1-2 | Jansson (p) 76 | 53,051 |
| 21.09.2016 | Gillingham | Third Round | Home | 5-0 | Eriksen 31, Eriksen 48, Jansson (p) 51, Onomah 65, Lamela 68 | 26,244 |
| 2015-2016 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 23.09.2015 | Arsenal | Third Round | Home | 1-2 | Chambers (o.g.) 57 | 35,687 |
| 2014-2015 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 01.03.2015 | Chelsea | Final | Wembley | 0-2 | – | |
| 28.01.2015 | Sheffield United | Semi-final Second Leg | Away | 2-2 (3-2 on agg) | Eriksen 28, Eriksen 88 | 30,236 |
| 21.01.2015 | Sheffield United | Semi-final First Leg | Home | 1-0 | Townsend (p) 74 | 35,323 |
| 17.12.2014 | Newcastle United | Fifth Round | Home | 4-0 | Bentaleb 19, Chadli 47, Kane 64, Soldado 71 | 34,667 |
| 29.10.2014 | Brighton & Hove Albion | Fourth Round | Home | 2-0 | Lamela 55, Kane 75 | 33,537 |
| 24.09.2014 | Arsenal | Third Round | Home | 3-1 | Mason 73, Soldado 84, Kane 90+2 | 31,912 |
| 2013-2014 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 18.12.2013 | West Ham United | Fifth Round | Home | 1-2 | Adebayor 67 | 34,080 |
| 30.10.2013 | Hull City | Fourth Round | Home | 2-2 (a.e.t.; won 8-7 on pens) |
Sigurdsson 16, Kane 108 | 35,617 |
| 24.09.2013 | Aston Villa | Third Round | Away | 4-0 | Defoe 45+1, Paulinho 49, Chadli 86, Defoe 90+2 | 22,975 |
| 2012-2013 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 31.10.2012 | Norwich City | Fourth Round | Away | 1-2 | Bale 66 | 16,465 |
| 26.09.2012 | Carlisle United | Third Round | Away | 3-0 | Vertonghen 37, Townsend 53, Sigurdsson 89 | 12,625 |
| 2011-2012 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 20.09.2011 | Stoke City | Third Round | Away | 0-0 (a.e.t; lost 6-7 on pens) |
– | 15,023 |
| 2010-2011 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 21.09.2010 | Arsenal | Third Round | Home | 1-4 (a.e.t.; 1-1 at 90 mins) |
Keane 49 | 35,883 |
| 2009-2010 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 01.12.2009 | Manchester United | Fifth Round | Away | 0-2 | – | 57,212 |
| 27.10.2009 | Everton | Fourth Round | Home | 2-0 | Huddlestone 32, Keane 57 | 35,843 |
| 23.09.2009 | Preston North End | Third Round | Away | 5-1 | Crouch 14, Defoe 37, Crouch 77, Keane 87, Crouch 90+2 | 16,533 |
| 26.08.2009 | Doncaster Rovers | Second Round | Away | 5-1 | Huddlestone 9, O’Hara 11, Crouch 37, Bentley 53, Pavlyuchenko 69 | 12,923 |
| 2008-2009 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 01.03.2009 | Manchester United | Final | Wembley | 0-0 (a.e.t. lost 1-4 on pens) |
– | 88,217 |
| 21.01.2009 | Burnley | Semi-final Second Leg | Away | 2-3 (a.e.t.; agg. 6-4) |
Pavlyuchenko 118, Defoe 120 | 19,533 |
| 06.01.2009 | Burnley | Semi-final First Leg | Home | 4-1 | Dawson 46, O’Hara 52, Pavlyuchenko 65, Duff (o.g.) 68 | 31,377 |
| 03.12.2008 | Watford | Fifth Round | Away | 2-1 | Pavlyuchenko (p) 45+2, Bent 76 | 16,501 |
| 12.11.2008 | Liverpool | Fourth Round | Home | 4-2 | Pavlyuchenko 38, F. Campbell 42, F. Campbell 45, Pavlyuchenko 52 | 33,242 |
| 24.09.2008 | Newcastle United | Third Round | Away | 2-1 | Pavlyuchenko 62, O’Hara 66 | 20,577 |
| 2007-2008 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 24.02.2008 | Chelsea | Final | Wembley | 2-1 (a.e.t.) | Berbatov (p) 70, Woodgate 94 | 87,660 |
| 22.01.2008 | Arsenal | Semi-final Second Leg | Home | 5-1 | Jenas 3, Bendtner (o.g.) 27, Keane 48, Lennon 60, Malbranque 90+4 | 35,979 |
| 09.01.2008 | Arsenal | Semi-final First Leg | Away | 1-1 | Jenas 37 | 53,163 |
| 1812.2007 | Manchester City | Fifth Round | Away | 2-0 | Defoe 5, Malbranque 82 | 38,564 |
| 31.10.2007 | Blackpool | Fourth Round | Home | 2-0 | Keane 18, Chimbonda 58 | 32,196 |
| 26.09.2007 | Middlesbrough | Third Round | Home | 2-0 | Bale 72, Huddlestone 75 | 30,084 |
| 2006-2007 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 31.01.2007 | Arsenal | Semi-final Second Leg | Away | 1-3 (a.e.t.) | Mido 85 | 59,872 |
| 24.01.2007 | Arsenal | Semi-final First Leg | Home | 2-2 | Berbatov 14, Baptiste (o.g.) 21 | 35,485 |
| 20.12.2006 | Southend United | Fifth Round | Home | 1-0 (a.e.t.) | Defoe 115 | 35,811 |
| 08.11.2006 | Port Vale | Fourth Round | Home | 3-1 (a.e.t.) | Huddlestone 80, Huddlestone 98, Defoe 107 | 34,560 |
| 23.10.2006 | Milton Keynes Dons | Third Round | Away | 5-0 | Mido 36, Defoe 44, Defoe 51, Mido 60, Keane 90 | 8,306 |
| 2005-2006 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 20.09.2005 | Grimsby Town | Third Round | Away | 0-1 | – | 8,206 |
| 2004-2005 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 01.12.2004 | Liverpool | Fifth Round | Home | 1-1 (a.e.t.; lost 3-4 on pens) |
Defoe 108 | 36,100 |
| 09.11.2004 | Burnley | Fourth Round | Away | 3-0 | Keane, Keane, Defoe | 10,639 |
| 27.10.2004 | Bolton Wanderers | Third Round | Away (a.e.t.) | 4-3 | Defoe 44, Bunjevcevic 84, Brown 94, Defoe 103 | 18,037 |
| 22.09.2004 | Oldham Athletic | Second Round | Away | 6-0 | Kanoute 37, Keane 64, Defoe 71, Bunjevcevic 87, Gardner 90, Kanoute 90 | 8,548 |
| 2003-2004 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 17.12.2003 | Middlesbrough | Fifth Round | Home | 1-1 (a.e.t.; lost 4-5 on pens) |
Anderton 2 | 25,307 |
| 03.12.2003 | Manchester City | Fourth Round | Home | 3-1 | Anderton 9, Postiga 31, Kanoute 90 | 31,727 |
| 29.10.2003 | West Ham United | Third Round | Home | 1-0 (a.e.t.) | Zamora | 36,053 |
| 24.09.2003 | Coventry City | Second Round | Away | 3-0 | Kanoute 13, Keane 23, Ricketts 85 | 15,474 |
| 2002-2003 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 06.11.2002 | Burnley | Third Round | Away | 1-2 | Poyet 17 | 13,512 |
| 01.10.2002 | Cardiff City | Second Round | Home | 1-0 | Sheringham 29 | 23,723 |
| 2001-2002 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 24.02.2002 | Blackburn Rovers | Final | Cardiff | 1-2 | Ziege 33 | 72,500 |
| 23.01.2002 | Chelsea | Semi-final Second Leg | Home | 5-1 | Iversen 2, Sherwood 33, Sheringham 50, S. Davies 76, Rebrov 87 | 72,500 |
| 09.01.2002 | Chelsea | Semi-final First Leg | Away | 1-2 | Ferdinand 65 | 72,500 |
| 11.12.2001 | Bolton Wanderers | Fifth Round | Home | 6-0 | S. Davies, Ferdinand, Ferdinand, Ferdinand, Barness (o.g.), Iversen | 28,430 |
| 29.11.2001 | Fulham | Fourth Round | Away | 2-1 | Rebrov 15, S. Davies 86 | 17,006 |
| 09.10.2001 | Tranmere Rovers | Third Round | Away | 4-0 | Sheringham (p) 21, Anderton 39, Poyet 49, Rebrov 81 | 12,386 |
| 13.09.2001 | Torquay United | Second Round | Home | 2-0 | King 61, Ferdinand 69 | 20,347 |
| 2000-2001 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 13.10.2000 | Birmingham City | Third Round | Home | 1-3 | Anderton (p) | 27,096 |
| 26.09.2000 | Brentford | Second Round Second Leg | Home | 2-0 | Leonhardsen 53, Iversen 81 | 26,909 |
| 19.09.2000 | Brentford | Second Round First Leg | Away | 0-0 | – | 8,580 |
| 1999-2000 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 01.12.1999 | Fulham | Fourth Round | Away | 1-3 | Iversen 43 | 18,134 |
| 13.10.1999 | Crewe Alexandra | Third Round | Home | 3-1 | Leonhardsen 55, Ginola 63, Sherwood 88 | 25,486 |
| 1998-1999 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 21.03.1999 | Leicester City | Final | Wembley | 1-0 | Nielsen 90 | 77,892 |
| 16.02.1999 | Wimbledon | Semi-final Second Leg | Away | 1-0 | Iversen 39 | 25,204 |
| 27.01.1999 | Wimbledon | Semi-final First Leg | Home | 0-0 | 35,997 | |
| 02.12.1998 | Manchester United | Fifth Round | Home | 3-1 | Armstrong, Armstrong, Ginola | 35,702 |
| 10.11.1998 | Liverpool | Fourth Round | Away | 3-1 | Iversen 2, Scales 20, Nielsen 62 | 20,772 |
| 27.10.1998 | Northampton Town | Third Round | Away | 3-1 | Armstrong 39, S. Campbell 47, Armstrong 83 | 7,422 |
| 23.09.1998 | Brentford | Second Round Second Leg | Home | 3-2 | Nielsen 24, S. Campbell, Armstrong | 22,980 |
| 15.09.1998 | Brentford | Second Round First Leg | Away | 3-2 | Carr 44, Dominguez 53, Vega | 11,831 |
| 1997-1998 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 15.10.1997 | Derby County | Third Round | Home | 1-2 | Ginola 21 | 20,390 |
| 30.09.1997 | Carlisle United | Second Round Second Leg | Away | 2-0 | Ginola (p) 43, Armstrong 50 | 13,571 |
| 17.09.1997 | Carlisle United | Second Round First Leg | Home | 3-2 | Fenn 1, Fox 72, Mahorn 77 | 19,255 |
| 1996-1997 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 27.11.1996 | Bolton Wanderers | Fourth Round | Away | 1-6 | Sheringham 13 | 18,621 |
| 23.10.1996 | Sunderland | Third Round | Home | 2-1 | Armstrong, S. Campbell | 24,867 |
| 25.09.1996 | Preston North End | Second Round Second Leg | Home | 3-0 | Anderton, Allen, Allen | 20,080 |
| 17.09.1996 | Preston North End | Second Round First Leg | Away | 1-1 | Anderton 2 | 16,258 |
| 1995-1996 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 25.10.1995 | Coventry City | Third Round | Away | 2-3 | Armstrong 2, Busst (o.g.) 20 | 18,227 |
| 04.10.1995 | Chester City | Second Round Second Leg | Away | 3-1 | Sheringham, Sheringham, Howells | 5,372 |
| 20.09.1995 | Chester City | Second Round First Leg | Home | 4-0 | Rosenthal, Sheringham, Armstrong, Armstrong | 17,654 |
| 1994-1995 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 26.10.1994 | Notts County | Third Round | Away | 0-3 | – | 16,952 |
| 04.10.1994 | Watford | Second Round Second Leg | Home | 2-3 | Barmby 30, Klinsmann 63 | 17,798 |
| 21.09.1994 | Watford | Second Round First Leg | Away | 6-3 | Anderton 4, Klinsmann 17, Klinsmann 34, Klinsmann 45, Sheringham 75, Dumitrescu 88 | 13,659 |
| 1993-1994 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 12.01.1994 | Aston Villa | Fifth Round | Away | 1-2 | Caskey 63 | 31,408 |
| 01.12.1993 | Blackburn Rovers | Fourth Round | Home | 1-0 | S. Campbell 64 | 22,295 |
| 27.10.1993 | Derby County | Third Round | Away | 1-0 | Barmby 71 | 19,885 |
| 06.10.1993 | Burnley | Second Round Second Leg | Home | 3-1 | Sheringham 3, Howells, Sheringham 90 | 20,614 |
| 22.09.1993 | Burnley | Second Round First Leg | Away | 0-0 | – | 16,844 |
| 1992-1993 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 02.12.1992 | Nottingham Forest | Fourth Round | Away | 0-2 | – | 22,312 |
| 28.10.1992 | Manchester City | Third Round | Away | 1-0 | Samways 14 | 18,399 |
| 07.10.1992 | Brentford | Second Round Second Leg | Away | 4-2 | Anderton 3, Sheringham (p), Sheringham, Turner | 11,445 |
| 21.09.1992 | Brentford | Second Round First Leg | Home | 3-1 | Sheringham, Watson, Durie 74 | 19,365 |
| 1991-1992 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 01.03.1992 | Nottingham Forest | Semi-final Second Leg | Home | 1-2 (a.e.t.) | Lineker | 28,216 |
| 09.02.1992 | Nottingham Forest | Semi-final First Leg | Away | 1-1 | Lineker (p) | 21,402 |
| 08.01.1992 | Norwich City | Fifth Round | Home | 2-1 | Walsh, Lineker | 29,471 |
| 04.12.1991 | Coventry City | Fourth Round | Away | 2-1 | Allen, Durie | 20,095 |
| 29.10.1991 | Grimsby Town | Third Round | Away | 3-0 | Howells, Lineker, Durie | 17,017 |
| 09.10.1991 | Swansea City | Second Round Second Leg | Home | 5-1 | Allen, Lineker (p), Brazil (o.g.), Stewart, Samways | 20,198 |
| 25.09.1991 | Swansea City | Second Round First Leg | Away | 0-1 | – | 11,416 |
| 1990-1991 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 23.01.1991 | Chelsea | Fifth Round replay | Home | 0-3 | – | 33,861 |
| 16.01.1991 | Chelsea | Fifth Round | Away | 0-0 | – | 34,178 |
| 27.11.1990 | Sheffield United | Fourth Round | Away | 2-0 | Stewart, Gascoigne | 25,824 |
| 30.10.1990 | Bradford City | Third Round | Home | 2-1 | Gascoigne, Stewart | 25,451 |
| 09.10.1990 | Hartlepool United | Second Round Second Leg | Away | 2-1 | Stewart, Stewart | 9,700 |
| 26.09.1990 | Hartlepool United | Second Round First Leg | Home | 5-0 | Lineker, Gascoigne (p), Gascoigne, Gascoigne, Gascoigne | 19,760 |
| 1989-1990 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 24.01.1990 | Nottingham Forest | Fifth Round replay | Home | 2-3 | Nayim, Walsh | 32,357 |
| 17.01.1990 | Nottingham Forest | Fifth Round | Away | 2-2 | Lineker, Sedgley | 30,044 |
| 29.11.1989 | Tranmere Rovers | Fourth Round replay | Home | 4-0 | Howells, Stewart, Mabbutt, Allen | 23,724 |
| 22.11.1989 | Tranmere Rovers | Fourth Round | Away | 2-2 | Gascoigne 31, Higgins (o.g.) 68 | 13,789 |
| 25.10.1989 | Manchester United | Third Round | Away | 3-0 | Lineker, Samways, Nayim | 45,759 |
| 04.10.1989 | Southend United | Second Round Second Leg | Away | 2-3 (a.e.t.; won on away goals) |
Allen, Nayim | 10,400 |
| 20.09.1989 | Southend United | Second Round First Leg | Home | 1-0 | Fenwick 75 | 15,734 |
| 1988-1989 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 29.11.1988 | Southampton | Fourth Round | Away | 1-2 | Osman (o.g.) 62 | 17,375 |
| 09.11.1988 | Blackburn Rovers | Third Round replay | Away | 2-1 (a.e.t.) | M. Thomas 106, Stewart 110 | 12,965 |
| 01.11.1988 | Blackburn Rovers | Third Round | Home | 0-0 | – | 18,814 |
| 11.10.1988 | Notts County | Second Round Second Leg | Home | 2-1 | Fenwick (p) 61, Gascoigne 80 | 14,953 |
| 27.09.1988 | Notts County | Second Round First Leg | Away | 1-1 | Samways 75 | 9,279 |
| 1987-1988 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 28.10.1987 | Aston Villa | Third Round | Away | 1-2 | Ardiles | 29,114 |
| 07.10.1987 | Torquay United | Second Round Second Leg | Home | 3-0 | Claesen, Claesen, Cole (o.g.) | 20,970 |
| 23.09.1987 | Torquay United | Second Round First Leg | Away | 0-1 | – | 5,000 |
| 1986-1987 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 04.03.1987 | Arsenal | Semi-final replay | Home | 1-2 | C. Allen | 41,005 |
| 01.03.1987 | Arsenal | Semi-final Second Leg | Home | 1-2 (a.e.t.) | C. Allen 11 | 37,009 |
| 08.02.1987 | Arsenal | Semi-final First Leg | Away | 1-0 | C. Allen 39 | 41,306 |
| 02.02.1987 | West Ham United | Fifth Round replay | Home | 5-0 | Claesen, Hoddle 71, C. Allen, C. Allen (p), C. Allen | 41,995 |
| 27.01.1987 | West Ham United | Fifth Round | Away | 1-1 | C. Allen 38 | 28,648 |
| 26.11.1986 | Cambridge United | Fourth Round | Away | 3-1 | C. Allen, Close, Waddle | |
| 29.10.1986 | Birmingham City | Third Round | Home | 5-0 | Waddle 24, C. Allen, C. Allen 58, Roberts 63, Hoddle | 10,033 |
| 08.10.1986 | Barnsley | Second Round Second Leg | Home | 5-3 | Close 14, Hoddle 31, Hoddle 57, Galvin 60, C. Allen 84 | 12,299 |
| 23.09.1986 | Barnsley | Second Round First Leg | Away | 3-2 | Waddle 4, C. Allen, Roberts | 9,979 |
| 1985-1986 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 10.12.1985 | Portsmouth | Fourth Round second replay | Away | 0-1 | – | 26,306 |
| 27.11.1985 | Portsmouth | Fourth Round replay | Away | 0-0 | – | 28,100 |
| 20.11.1985 | Portsmouth | Fourth Round | Home | 0-0 | – | 28,619 |
| 06.11.1985 | Wimbledon | Third Round | Home | 2-0 | Mabbutt 56, Leworthy | 16,919 |
| 30.10.1985 | Orient | Second Round Second Leg | Home | 4-0 | Roberts, Roberts, Galvin, Waddle | 21,406 |
| 23.09.1985 | Orient | Second Round First Leg | Away | 0-2 | – | 13,828 |
| 1984-1985 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 05.12.1984 | Sunderland | Fourth Round replay | Home | 1-2 | Roberts (p) | 25,835 |
| 21.11.1984 | Sunderland | Fourth Round | Away | 0-0 | 27,421 | |
| 31.10.1984 | Liverpool | Third Round | Home | 1-0 | C. Allen 6 | 38,690 |
| 09.10.1984 | Halifax Town | Second Round Second Leg | Home | 4-0 | Hazard, Hazard, Hughton, Crooks | 14,802 |
| 26.09.1984 | Halifax Town | Second Round First Leg | Away | 5-1 | Falco, Falco, Crooks, Crooks, Crooks | 7,027 |
| 1983-1984 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 09.11.1983 | Arsenal | Third Round | Home | 1-2 | Hoddle (p) | 48,200 |
| 26.10.1983 | Lincoln City | Second Round Second Leg | Away | 1-2 | Falco | 12,088 |
| 05.10.1983 | Lincoln City | Second Round First Leg | Home | 3-1 | Archibald, Galvin, Houghton (o.g.) | 20,241 |
| 1982-1983 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 19.01.1983 | Burnley | Fifth Round | Home | 1-4 | Gibson | 30,771 |
| 01.12.1982 | Luton Town | Fourth Round | Home | 1-0 | Villa | 27,461 |
| 09.11.1982 | Gillingham | Third Round | Away | 4-2 | Crooks, Crooks, Archibald, Archibald | 14,446 |
| 26.10.1982 | Brighton & Hove Albion | Second Round Second Leg | Away | 1-0 | Crooks 70 | 20,763 |
| 06.10.1982 | Brighton & Hove Albion | Second Round First Leg | Home | 1-1 | Brooke (p) | 20,416 |
| 1981-1982 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 13.03.1982 | Liverpool | Final | Wembley | 1-3 (a.e.t.) | Archibald 11 | 100,000 |
| 10.02.1982 | West Bromwich Albion | Semi-final Second Leg | Home | 1-0 | Hazard 55 | 47,241 |
| 03.02.1982 | West Bromwich Albion | Semi-final First Leg | Away | 0-0 | – | 32,100 |
| 18.01.1982 | Nottingham Forest | Fifth Round | Home | 1-0 | Ardiles | 31,192 |
| 02.12.1981 | Fulham | Fourth Round | Home | 1-0 | Hazard | 30,214 |
| 11.11.1981 | Wrexham | Third Round | Home | 2-0 | Hoddle, Hughton | 24,084 |
| 28.10.1981 | Manchester United | Second Round Second Leg | Away | 1-0 | Hazard | 55,890 |
| 07.10.1981 | Manchester United | Second Round First Leg | Home | 1-0 | Archibald | 39,333 |
| 1980-1981 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 02.12.1980 | West Ham United | Fifth Round | Away | 0-1 | – | 26,235 |
| 04.11.1980 | Arsenal | Fourth Round | Home | 1-0 | Ardiles 26 | 42,511 |
| 30.09.1980 | Crystal Palace | Third Round replay | Away | 3-1 (a.e.t.) | Hoddle, Crooks, Villa | 26,409 |
| 24.09.1980 | Crystal Palace | Third Round | Home | 0-0 | – | 29,654 |
| 03.09.1980 | Orient | Second Round Second Leg | Home | 3-1 | Archibald, Archibald, Crooks, Villa | 25,443 |
| 27.08.1980 | Orient | Second Round First Leg | Away | 1-0 | Lacy | 20,087 |
| 1979-1980 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 05.09.1979 | Manchester United | Second Round Second Leg | Away | 1-3 | G. Armstrong | 48,292 |
| 29.08.1979 | Manchester United | Second Round First Leg | Home | 2-1 | Hoddle, Pratt | 29,163 |
| 1978-1979 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 06.09.1978 | Swansea City | Second Round replay | Away | 1-3 | Villa 65 | 33,672 |
| 29.08.1978 | Swansea City | Second Round | Home | 2-2 | Hoddle (p) 34, G. Armstrong 65 | 24,333 |
| 1977-1978 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 26.10.1977 | Coventry City | Third Round | Home | 2-3 | Pratt, G. Armstrong | 35,099 |
| 31.08.1977 | Wimbledon | Second Round | Home | 4-0 | Duncan, Duncan, Duncan, Osgood (p) | 22,807 |
| 1976-1977 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 22.09.1976 | Wrexham | Third Round | Home | 2-3 | Hoddle, Moores | 19,156 |
| 31.08.1976 | Middlesbrough | Second Round | Away | 2-1 | Moores 23, Neighbour | 19,042 |
| 1975-1976 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 21.01.1976 | Newcastle United | Semi-final Second Leg | Away | 1-3 | McAllister 60 | 49,657 |
| 14.01.1976 | Newcastle United | Semi-final First Leg | Home | 1-0 | Pratt 32 | 40,215 |
| 03.12.1975 | Doncaster Rovers | Fifth Round | Home | 7-2 | Duncan, Duncan, Duncan, Chivers, Chivers, Pratt, Chappell (o.g.) | 25,702 |
| 24.11.1975 | West Ham United | Fourth Round replay | Away | 2-0 (a.e.t.) | Duncan 101, W. Young 109 | 38,443 |
| 12.11.1975 | West Ham United | Fourth Round | Home | 0-0 | 49,125 | |
| 08.10.1975 | Crewe Alexandra | Third Round | Away | 2-0 | Pratt, Conn | 10,561 |
| 09.09.1975 | Watford | Second Round | Away | 1-0 | Chris Jones 60 | 14,997 |
| 1974-1975 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 11.09.1974 | Middlesbrough | Second Round | Home | 0-4 | – | 15,216 |
| 1973-1974 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 08.10.1973 | Queens Park Rangers | Second Round | Away | 0-1 | – | 23,353 |
| 1972-1973 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 03.03.1973 | Norwich City | Final | Wembley | 1-0 | Coates 72 | 100,000 |
| 30.12.1972 | Wolverhampton Wanderers | Semi-final Second Leg | Home | 2-2 (a.e.t.) | Chivers, Peters | 41,653 |
| 20.12.1972 | Wolverhampton Wanderers | Semi-final First Leg | Away | 2-1 | Peters, Pratt | 28,357 |
| 06.12.1972 | Liverpool | Fifth Round replay | Home | 3-1 | Chivers 5, Pratt 11, Chivers 14 | 34,565 |
| 04.12.1972 | Liverpool | Fifth Round | Away | 1-1 | Peters | 48,677 |
| 01.11.1972 | Millwall | Fourth Round | Home | 2-0 | Peters 10, Perryman 14 | 28,904 |
| 30.10.1972 | Middlesbrough | Third Round second replay | Home | 2-1 (a.e.t.; 1-1 at 90 mins) |
Peters 30, Gilzean 118 | 19,287 |
| 11.10.1972 | Middlesbrough | Third Round replay | Home | 0-0 (a.e.t.) | – | 19,256 |
| 03.10.1972 | Middlesbrough | Third Round | Away | 1-1 (a.e.t.) | Pearce 5 | 23,822 |
| 06.09.1972 | Huddersfield Town | Second Round | Home | 2-1 | Chivers, Gilzean | 21,422 |
| 1971-1972 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 05.01.1972 | Chelsea | Semi-final Second Leg | Home | 2-2 | Chivers, Peters (p) 60 | 52,795 |
| 27.02.1971 | Chelsea | Semi-final First Leg | Away | 2-3 | Naylor, Chivers | 43,330 |
| 27.02.1971 | Blackpool | Fifth Round | Home | 2-0 | Chivers, Peters | 30,009 |
| 27.02.1971 | Preston North End | Fourth Round replay | Away | 2-1 (a.e.t.) | Perryman, Chivers | 27,239 |
| 27.02.1971 | Preston North End | Fourth Round | Home | 1-1 | Chivers 40 | 30,338 |
| 27.02.1971 | Torquay United | Third Round | Away | 4-1 | Pearce, Chivers, Chivers, Peters (p) | 20,100 |
| 27.02.1971 | West Bromwich Albion | Second Round | Away | 1-0 | Pearce 78 | 26,203 |
| 1970-1971 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 27.02.1971 | Aston Villa | Final | Wembley | 2-0 | Chivers 71, Chivers 82 | 100,000 |
| 23.12.1970 | Bristol City | Semi-final Second Leg | Home | 2-0 (a.e.t.) | Chivers 97, Pearce 110 | 29,982 |
| 16.12.1970 | Bristol City | Semi-final First Leg | Away | 1-1 | Gilzean | 30,002 |
| 18.11.1970 | Coventry City | Fifth Round | Home | 4-1 | Chivers, Chivers, Chivers, Gilzean | 31,670 |
| 28.10.1970 | West Bromwich Albion | Fourth Round | Home | 5-0 | Peters, Peters, Peters, Gilzean, Gilzean | 31,598 |
| 07.10.1970 | Sheffield United | Third Round | Home | 2-1 | Chivers, Pearce | 23,559 |
| 09.09.1970 | Swansea City | Second Round | Home | 3-0 | Peters 22, Morgan 30, Perryman | 15,848 |
| 1969-1970 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 03.09.1969 | Wolverhampton Wanderers | Second Round | Away | 0-1 | – | 34,017 |
| 1968-1969 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 04.12.1968 | Arsenal | Semi-final Second Leg | Home | 1-1 | Greaves | 55,923 |
| 20.11.1968 | Arsenal | Semi-final First Leg | Away | 0-1 | – | 55,237 |
| 30.10.1968 | Southampton | Fifth Round | Home | 1-0 | Collins | 35,198 |
| 16.10.1968 | Peterborough United | Fourth Round | Home | 1-0 | Greaves 52 | 28,378 |
| 25.09.1968 | Exeter City | Third Round | Home | 6-3 | Greaves, Greaves, Greaves, Venables, Pearce, Pearce | 25,798 |
| 04.09.1968 | Aston Villa | Second Round | Away | 4-1 | Cliff Jones, Chivers, Chivers, Chivers | 24,775 |
| 1967-1968 | ||||||
|
|
||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| Did not compete | ||||||
| 1966-1967 | ||||||
| Date | Opponents | Round | Venue | Score | Scorers | Attendance |
| 14.09.1966 | West Ham United | Second Round | Away | 0-1 | – | 34,000 |