Football League Cup 2024/25, Second Round |
| 27.08.2024 | | Watford | | Plymouth Argyle | | 2:0 (1:0) |
| Watford |
Football League Cup 2023/24, Second Round |
| 29.08.2023 | | Plymouth Argyle | | Crystal Palace | | 2:4 (1:0) |
| Plymouth |
Football League Cup 2022/23, First Round |
| 10.08.2022 | | Plymouth Argyle | | Peterborough United | | 0:2 (0:1) |
| Plymouth |
Football League Cup 2021/22, Second round |
| 24.08.2021 | | Swansea City | | Plymouth Argyle | | 4:1 (1:0) |
| Swansea |
Football League Cup 2020/21, Second round |
| 15.09.2020 | | Leyton Orient | | Plymouth Argyle | | 3:2 (0:2) * |
| London |
Football League Cup 2019/20, Second round |
| 27.08.2019 | | Plymouth Argyle | | Reading | | 2:4 (1:1) |
| Plymouth |
Football League Cup 2018/19, Second round |
| 29.08.2018 | | Millwall | | Plymouth Argyle | | 3:2 (0:1) |
| London |
Football League Cup 2017/18, First Round |
| 08.08.2017 | | Bristol City | | Plymouth Argyle | | 5:0 (4:0) |
| Bristol |
Football League Cup 2016/17, First Round |
| 09.08.2016 | | Reading | | Plymouth Argyle | | 2:0 (2:0) |
| Reading |
Football League Cup 2015/16, First Round |
| 11.08.2015 | | Plymouth Argyle | | Gillingham | | 1:2 (0:0) |
| Plymouth |
Football League Cup 2013/14, First Round |
| 06.08.2013 | | Birmingham City | | Plymouth Argyle | | 3:2 aet (0:0, 2:2) |
| Birmingham |
Football League Cup 2011/12, First Round |
| 09.08.2011 | | Plymouth Argyle | | Millwall | | 0:1 (0:1) |
| Plymouth |
Football League Cup 2010/11, First Round |
| 10.08.2010 | | Plymouth Argyle | | Notts County | | 0:1 (0:0) |
| Plymouth |
Football League Cup 2009/10, First Round |
| 11.08.2009 | | Gillingham | | Plymouth Argyle | | 2:1 (2:0) |
| Gillingham |
Football League Cup 2008/09, First Round |
| 12.08.2008 | | Luton Town | | Plymouth Argyle | | 2:0 (1:0) |
| Luton |
Football League Cup 2007/08, Third round |
| 26.09.2007 | | West Ham United | | Plymouth Argyle | | 1:0 (0:0) |
| London |
Football League Cup 2006/07, First Round |
| 22.08.2006 | | Plymouth Argyle | | Walsall | | 0:1 (0:0) |
| Plymouth |
Football League Cup 2005/06, Second round |
| 20.09.2005 | | Barnet | | Plymouth Argyle | | 2:1 (1:1) |
| London |
Football League Cup 2004/05, First Round |
| 24.08.2004 | | Yeovil | | Plymouth Argyle | | 3:2 aet (1:2, 2:2) |
| Yeovil |
Football League Cup 2003/04, First Round |
| 12.08.2003 | | Colchester United | | Plymouth Argyle | | 2:1 (2:1) |
| Colchester |
Football League Cup 2002/03, First Round |
| 10.09.2002 | | Crystal Palace | | Plymouth Argyle | | 2:1 aet (1:1, 1:1) |
| London |
Football League Cup 2001/02, First Round |
| 21.08.2001 | | Watford | | Plymouth Argyle | | 1:0 (0:0) |
| Watford |
Football League Cup 2000/01, First Round |
| 23.08.2000 | | Plymouth Argyle | | Bristol Rovers | | 1:2 (0:2) |
| Plymouth |
Football League Cup 1999/00, First Round |
| 24.08.1999 | | Plymouth Argyle | | Walsall | | 1:4 (1:3) |
| Plymouth |
Football League Cup 1999/00, First Round |
| 10.08.1999 | | Walsall | | Plymouth Argyle | | 4:1 (1:1) |
| Walsall |
Football League Cup 1998/99, First Round |
| 18.08.1998 | | Portsmouth | | Plymouth Argyle | | 3:2 (2:1) |
| Portsmouth |
Football League Cup 1998/99, First Round |
| 11.08.1998 | | Plymouth Argyle | | Portsmouth | | 1:3 (1:3) |
| Plymouth |
Football League Cup 1997/98, First Round |
| 26.08.1997 | | Plymouth Argyle | | Oxford United | | 3:5 (2:0) |
| Plymouth |
Football League Cup 1997/98, First Round |
| 12.08.1997 | | Oxford United | | Plymouth Argyle | | 2:0 (1:0) |
| Oxford |
Football League Cup 1996/97, First Round |
| 20.08.1996 | | Brentford | | Plymouth Argyle | | 1:0 (0:0) |
| Brentford |
Football League Cup 1995/96, First Round |
| 22.08.1995 | | Plymouth Argyle | | Birmingham City | | 1:2 (1:0) |
| Plymouth |
Football League Cup 1995/96, First Round |
| 15.08.1995 | | Birmingham City | | Plymouth Argyle | | 1:0 (1:0) |
| Birmingham |
Football League Cup 1994/95, First Round |
| 16.08.1994 | | Walsall | | Plymouth Argyle | | 4:0 (0:0) |
| Walsall |
Football League Cup 1993/94, First Round |
| 17.08.1993 | | Birmingham City | | Plymouth Argyle | | 3:0 (2:0) |
| Birmingham |
Football League Cup 1992/93, Third round |
| 11.11.1992 | | Scarborough | | Plymouth Argyle | | 2:1 (0:1) * |
| Scarborough |
Football League Cup 1992/93, First Round |
| 19.08.1992 | | West Bromwich Albion | | Plymouth Argyle | | 1:0 (1:0) |
| West Bromwich |
Football League Cup 1990/91, Third round |
| 31.10.1990 | | Plymouth Argyle | | Nottingham Forest | | 1:2 |
| Plymouth |
Football League Cup 1989/90, Second round |
| 03.10.1989 | | Plymouth Argyle | | Arsenal | | 1:6 |
| Plymouth |
Football League Cup 1989/90, Second round |
| 19.09.1989 | | Arsenal | | Plymouth Argyle | | 2:0 |
| London |
Football League Cup 1989/90, First Round |
| 29.08.1989 | | Plymouth Argyle | | Cardiff City | | 0:2 |
| Plymouth |
Football League Cup 1988/89, Second round |
| 12.10.1988 | | Plymouth Argyle | | Manchester City | | 3:6 |
| Plymouth |
Football League Cup 1988/89, Second round |
| 28.09.1988 | | Manchester City | | Plymouth Argyle | | 1:0 |
| Manchester |
Football League Cup 1987/88, Second round |
| 23.09.1987 | | Peterborough United | | Plymouth Argyle | | 4:1 |
| Peterborough |
Football League Cup 1986/87, First Round |
| 02.09.1986 | | Plymouth Argyle | | Cardiff City | | 0:1 |
| Plymouth |
Football League Cup 1986/87, First Round |
| 26.08.1986 | | Cardiff City | | Plymouth Argyle | | 5:4 |
| Cardiff |
Football League Cup 1985/86, First Round |
| 04.09.1985 | | Exeter City | | Plymouth Argyle | | 2:0 |
| |
Football League Cup 1984/85, Second round |
| 09.10.1984 | | Plymouth Argyle | | Birmingham City | | 0:1 |
| |
Football League Cup 1984/85, Second round |
| 25.09.1984 | | Birmingham City | | Plymouth Argyle | | 4:1 |
| |
Football League Cup 1983/84, Second round |
| 25.10.1983 | | Arsenal | | Plymouth Argyle | | 1:0 |
| London |
Football League Cup 1983/84, First Round |
| 30.08.1983 | | Swindon Town | | Plymouth Argyle | | 1:0 |
| |
Football League Cup 1982/83, First Round |
| 14.09.1982 | | Bournemouth | | Plymouth Argyle | | 3:0 aet |
| |
Football League Cup 1981/82, Second round |
| 06.10.1981 | | Middlesbrough | | Plymouth Argyle | | 2:1 |
| |
Football League Cup 1980/81, First Round |
| 12.08.1980 | | Portsmouth | | Plymouth Argyle | | 2:1 |
| |
Football League Cup 1980/81, First Round |
| 09.08.1980 | | Plymouth Argyle | | Portsmouth | | 0:1 |
| |
Football League Cup 1979/80, Third round |
| 02.10.1979 | | Wimbledon | | Plymouth Argyle | | 1:0 aet * |
| |
Football League Cup 1979/80, First Round |
| 11.08.1979 | | Newport County | | Plymouth Argyle | | 1:0 |
| |
Football League Cup 1978/79, Second round |
| 05.09.1978 | | Plymouth Argyle | | Oxford United | | 1:2 aet * |
| |
Football League Cup 1977/78, First Round |
| 23.08.1977 | | Plymouth Argyle | | Exeter City | | 0:1 * |
| |
Football League Cup 1976/77, First Round |
| 18.08.1976 | | Exeter City | | Plymouth Argyle | | 1:0 |
| |
Football League Cup 1976/77, First Round |
| 14.08.1976 | | Plymouth Argyle | | Exeter City | | 0:1 |
| |
Football League Cup 1975/76, Second round |
| 10.09.1975 | | Nottingham Forest | | Plymouth Argyle | | 1:0 |
| |
Football League Cup 1974/75, First Round |
| 27.08.1974 | | Plymouth Argyle | | Bristol Rovers | | 0:1 * |
| |
Football League Cup 1973/74, Semifinals |
| 30.01.1974 | | Manchester City | | Plymouth Argyle | | 2:0 (1:0) |
| Manchester |
Football League Cup 1972/73, First Round |
| 15.08.1972 | | Plymouth Argyle | | Bournemouth | | 0:2 |
| |
Football League Cup 1971/72, Second round |
| 08.09.1971 | | Chelsea | | Plymouth Argyle | | 2:0 |
| London |
Football League Cup 1970/71, First Round |
| 19.08.1970 | | Portsmouth | | Plymouth Argyle | | 2:0 |
| |
Football League Cup 1969/70, First Round |
| 20.08.1969 | | Torquay United | | Plymouth Argyle | | 1:0 * |
| |
Football League Cup 1968/69, First Round |
| 26.08.1968 | | Plymouth Argyle | | Exeter City | | 0:1 aet * |
| |
Football League Cup 1967/68, Second round |
| 13.09.1967 | | Plymouth Argyle | | Birmingham City | | 0:2 |
| |
Football League Cup 1966/67, Second round |
| 14.09.1966 | | Southampton | | Plymouth Argyle | | 4:3 |
| |
Football League Cup 1965/66, Second round |
| 22.09.1965 | | Preston North End | | Plymouth Argyle | | 1:0 |
| |
Football League Cup 1964/65, Semifinals |
| 10.02.1965 | | Plymouth Argyle | | Leicester City | | 0:1 |
| |
Football League Cup 1964/65, Semifinals |
| 20.01.1965 | | Leicester City | | Plymouth Argyle | | 3:2 |
| |
Football League Cup 1963/64, Second round |
| 28.10.1963 | | Plymouth Argyle | | Huddersfield Town | | 1:2 * |
| |
Football League Cup 1962/63, Second round |
| 26.09.1962 | | West Ham United | | Plymouth Argyle | | 6:0 |
| London |
Football League Cup 1961/62, First Round |
| 11.09.1961 | | West Ham United | | Plymouth Argyle | | 3:2 |
| London |
Football League Cup 1960/61, Fourth Round |
| 06.02.1961 | | Plymouth Argyle | | Aston Villa | | 3:5 (2:1) * |
| Plymouth |