Football League Cup 2022/23, Third Round |
| 09.11.2022 | | Nottingham Forest | | Tottenham Hotspur | | 2:0 (0:0) |
| Nottingham |
Football League Cup 2021/22, Semifinals |
| 12.01.2022 | | Tottenham Hotspur | | Chelsea | | 0:1 (0:1) |
| London |
Football League Cup 2021/22, Semifinals |
| 05.01.2022 | | Chelsea | | Tottenham Hotspur | | 2:0 (2:0) |
| London |
Football League Cup 2020/21, Final |
| 25.04.2021 | | Manchester City | | Tottenham Hotspur | | 1:0 (0:0) |
| London |
Football League Cup 2018/19, Semifinals |
| 24.01.2019 | | Chelsea | | Tottenham Hotspur | | 2:1 (2:0), pen. 4:2 |
| London |
Football League Cup 2017/18, Fourth Round |
| 25.10.2017 | | Tottenham Hotspur | | West Ham United | | 2:3 (2:0) |
| London |
Football League Cup 2016/17, Fourth Round |
| 25.10.2016 | | Liverpool | | Tottenham Hotspur | | 2:1 (1:0) |
| Liverpool |
Football League Cup 2015/16, Third round |
| 23.09.2015 | | Tottenham Hotspur | | Arsenal | | 1:2 (0:1) |
| London |
Football League Cup 2014/15, Final |
| 01.03.2015 | | Chelsea | | Tottenham Hotspur | | 2:0 (1:0) |
| London |
Football League Cup 2013/14, Fifth Round |
| 18.12.2013 | | Tottenham Hotspur | | West Ham United | | 1:2 (0:0) |
| London |
Football League Cup 2012/13, Fourth Round |
| 31.10.2012 | | Norwich City | | Tottenham Hotspur | | 2:1 (0:0) |
| Norwich |
Football League Cup 2010/11, Third round |
| 21.09.2010 | | Tottenham Hotspur | | Arsenal | | 1:4 aet (0:1, 1:1) |
| London |
Football League Cup 2009/10, Fifth Round |
| 01.12.2009 | | Manchester United | | Tottenham Hotspur | | 2:0 (2:0) |
| Manchester |
Football League Cup 2008/09, Semifinals |
| 21.01.2009 | | Burnley | | Tottenham Hotspur | | 3:2 aet (1:0, 3:0) |
| Burnley |
Football League Cup 2006/07, Semifinals |
| 31.01.2007 | | Arsenal | | Tottenham Hotspur | | 3:1 aet (0:0, 1:1) |
| London |
Football League Cup 2005/06, Second round |
| 20.09.2005 | | Grimsby Town | | Tottenham Hotspur | | 1:0 (0:0) |
| Cleethorpes |
Football League Cup 2002/03, Third round |
| 06.11.2002 | | Burnley | | Tottenham Hotspur | | 2:1 (0:1) |
| Burnley |
Football League Cup 2001/02, Final |
| 24.02.2002 | | Blackburn Rovers | | Tottenham Hotspur | | 2:1 (1:1) |
| Cardiff |
Football League Cup 2001/02, Semifinals |
| 09.01.2002 | | Chelsea | | Tottenham Hotspur | | 2:1 (1:0) |
| London |
Football League Cup 2000/01, Third round |
| 31.10.2000 | | Tottenham Hotspur | | Birmingham City | | 1:3 (0:3) |
| London |
Football League Cup 1999/00, Fourth Round |
| 01.12.1999 | | Fulham | | Tottenham Hotspur | | 3:1 (2:1) |
| London |
Football League Cup 1997/98, Third round |
| 15.10.1997 | | Tottenham Hotspur | | Derby County | | 1:2 (1:1) |
| London |
Football League Cup 1996/97, Fourth Round |
| 27.11.1996 | | Bolton Wanderers | | Tottenham Hotspur | | 6:1 (2:1) |
| Bolton |
Football League Cup 1995/96, Third round |
| 25.10.1995 | | Coventry City | | Tottenham Hotspur | | 3:2 (0:2) |
| Coventry |
Football League Cup 1994/95, Third round |
| 26.10.1994 | | Notts County | | Tottenham Hotspur | | 3:0 (2:0) |
| Nottingham |
Football League Cup 1994/95, Second round |
| 04.10.1994 | | Tottenham Hotspur | | Watford | | 2:3 (1:1) |
| London |
Football League Cup 1993/94, Fifth Round |
| 12.01.1994 | | Tottenham Hotspur | | Aston Villa | | 1:2 (0:0) |
| London |
Football League Cup 1992/93, Fourth Round |
| 02.12.1992 | | Nottingham Forest | | Tottenham Hotspur | | 2:0 (1:0) |
| Nottingham |
Football League Cup 1991/92, Semifinals |
| 01.03.1992 | | Tottenham Hotspur | | Nottingham Forest | | 1:2 aet |
| London |
Football League Cup 1991/92, Second round |
| 25.09.1991 | | Swansea City | | Tottenham Hotspur | | 1:0 (0:0) |
| Swansea |
Football League Cup 1990/91, Fifth Round |
| 23.01.1991 | | Tottenham Hotspur | | Chelsea | | 0:3 (0:1) * |
| London |
Football League Cup 1989/90, Fifth Round |
| 24.01.1990 | | Tottenham Hotspur | | Nottingham Forest | | 2:3 * |
| London |
Football League Cup 1989/90, Second round |
| 04.10.1989 | | Southend United | | Tottenham Hotspur | | 3:2 aet |
| Southend-on-Sea |
Football League Cup 1988/89, Fourth Round |
| 29.11.1988 | | Southampton | | Tottenham Hotspur | | 2:1 |
| Southampton |
Football League Cup 1987/88, Third round |
| 28.10.1987 | | Aston Villa | | Tottenham Hotspur | | 2:1 (1:0) |
| Birmingham |
Football League Cup 1987/88, Second round |
| 23.09.1987 | | Torquay United | | Tottenham Hotspur | | 1:0 |
| Torquay |
Football League Cup 1986/87, Semifinals |
| 04.03.1987 | | Tottenham Hotspur | | Arsenal | | 1:2 * |
| London |
Football League Cup 1986/87, Semifinals |
| 01.03.1987 | | Tottenham Hotspur | | Arsenal | | 1:2 aet |
| London |
Football League Cup 1985/86, Fourth Round |
| 10.12.1985 | | Portsmouth | | Tottenham Hotspur | | 1:0 * |
| Portsmouth |
Football League Cup 1985/86, Second round |
| 23.09.1985 | | Leyton Orient | | Tottenham Hotspur | | 2:0 |
| |
Football League Cup 1984/85, Fourth Round |
| 05.12.1984 | | Tottenham Hotspur | | Sunderland | | 1:2 * |
| London |
Football League Cup 1983/84, Third round |
| 09.11.1983 | | Tottenham Hotspur | | Arsenal | | 1:2 |
| London |
Football League Cup 1983/84, Second round |
| 26.10.1983 | | Lincoln City | | Tottenham Hotspur | | 2:1 |
| |
Football League Cup 1982/83, Fifth Round |
| 19.01.1983 | | Tottenham Hotspur | | Burnley | | 1:4 |
| London |
Football League Cup 1981/82, Final |
| 13.03.1982 | | Liverpool | | Tottenham Hotspur | | 3:1 aet (0:1, 1:1) |
| London |
Football League Cup 1980/81, Fifth Round |
| 02.12.1980 | | West Ham United | | Tottenham Hotspur | | 1:0 |
| London |
Football League Cup 1979/80, Second round |
| 05.09.1979 | | Manchester United | | Tottenham Hotspur | | 3:1 |
| Manchester |
Football League Cup 1978/79, Second round |
| 06.09.1978 | | Tottenham Hotspur | | Swansea City | | 1:3 * |
| London |
Football League Cup 1977/78, Third round |
| 26.10.1977 | | Tottenham Hotspur | | Coventry City | | 2:3 |
| London |
Football League Cup 1976/77, Third round |
| 22.09.1976 | | Tottenham Hotspur | | Wrexham | | 2:3 |
| London |
Football League Cup 1975/76, Semifinals |
| 21.01.1976 | | Newcastle United | | Tottenham Hotspur | | 3:1 |
| Newcastle upon Tyne |
Football League Cup 1974/75, Second round |
| 11.09.1974 | | Tottenham Hotspur | | Middlesbrough | | 0:4 |
| London |
Football League Cup 1973/74, Second round |
| 08.10.1973 | | Queens Park Rangers | | Tottenham Hotspur | | 1:0 |
| |
Football League Cup 1971/72, Semifinals |
| 22.12.1971 | | Chelsea | | Tottenham Hotspur | | 3:2 |
| London |
Football League Cup 1969/70, Second round |
| 03.09.1969 | | Wolverhampton Wanderers | | Tottenham Hotspur | | 1:0 |
| |
Football League Cup 1968/69, Semifinals |
| 20.11.1968 | | Arsenal | | Tottenham Hotspur | | 1:0 |
| London |
Football League Cup 1966/67, Second round |
| 14.09.1966 | | West Ham United | | Tottenham Hotspur | | 1:0 |
| London |