Football League Cup 2014/15, First Round |
 | 12.08.2014 |  | Plymouth Argyle | – | Leyton Orient | | 3:3 aet
(1:2, 2:2),
pen. 5:6 |
| Plymouth |
Football League Cup 2012/13, Second round |
| 28.08.2012 | | Burnley | – | Plymouth Argyle | | 1:1 aet
(1:0, 1:1),
pen. 3:2 |
| Burnley |
Football League Cup 2000/01, First Round |
| 05.09.2000 | | Bristol Rovers | – | Plymouth Argyle | | 1:1 (0:0) |
| Bristol |
Football League Cup 1996/97, First Round |
| 03.09.1996 | | Plymouth Argyle | – | Brentford | | 0:0 |
| Plymouth |
Football League Cup 1992/93, Third round |
| 27.10.1992 | | Plymouth Argyle | – | Scarborough | | 3:3 (0:1) |
| Plymouth |
Football League Cup 1992/93, Second round |
| 23.09.1992 | | Luton Town | – | Plymouth Argyle | | 2:2 (1:0) |
| Luton |
Football League Cup 1991/92, First Round |
| 27.08.1991 | | Plymouth Argyle | – | Shrewsbury Town | | 2:2 aet |
| Plymouth |
Football League Cup 1991/92, First Round |
| 20.08.1991 | | Shrewsbury Town | – | Plymouth Argyle | | 1:1 (1:0) |
| Shrewsbury |
Football League Cup 1987/88, Second round |
| 06.10.1987 | | Plymouth Argyle | – | Peterborough United | | 1:1 |
| Plymouth |
Football League Cup 1983/84, Second round |
| 04.10.1983 | | Plymouth Argyle | – | Arsenal | | 1:1 |
| |
Football League Cup 1981/82, Second round |
| 27.10.1981 | | Plymouth Argyle | – | Middlesbrough | | 0:0 |
| |
Football League Cup 1981/82, First Round |
| 08.09.1981 | | Chester City | – | Plymouth Argyle | | 1:1 |
| |
Football League Cup 1979/80, Third round |
| 25.09.1979 | | Plymouth Argyle | – | Wimbledon | | 0:0 |
| |
Football League Cup 1979/80, Second round |
| 28.08.1979 | | Plymouth Argyle | – | Chelsea | | 2:2 |
| |
Football League Cup 1978/79, Second round |
| 30.08.1978 | | Oxford United | – | Plymouth Argyle | | 1:1 |
| |
Football League Cup 1978/79, First Round |
| 12.08.1978 | | Plymouth Argyle | – | Torquay United | | 1:1 |
| |
Football League Cup 1977/78, First Round |
| 16.08.1977 | | Plymouth Argyle | – | Exeter City | | 0:0 |
| |
Football League Cup 1977/78, First Round |
| 13.08.1977 | | Exeter City | – | Plymouth Argyle | | 2:2 |
| |
Football League Cup 1974/75, First Round |
| 20.08.1974 | | Bristol Rovers | – | Plymouth Argyle | | 0:0 |
| |
Football League Cup 1973/74, Semifinals |
| 23.01.1974 | | Plymouth Argyle | – | Manchester City | | 1:1 (1:0) |
| Plymouth |
Football League Cup 1969/70, First Round |
| 13.08.1969 | | Plymouth Argyle | – | Torquay United | | 2:2 |
| |
Football League Cup 1968/69, First Round |
| 21.08.1968 | | Exeter City | – | Plymouth Argyle | | 0:0 aet * |
| |
Football League Cup 1968/69, First Round |
| 14.08.1968 | | Plymouth Argyle | – | Exeter City | | 0:0 |
| |
Football League Cup 1964/65, Fourth Round |
| 04.11.1964 | | Stoke City | – | Plymouth Argyle | | 1:1 |
| |
Football League Cup 1963/64, Second round |
| 21.10.1963 | | Huddersfield Town | – | Plymouth Argyle | | 3:3 * |
| Huddersfield |
Football League Cup 1963/64, Second round |
| 25.09.1963 | | Plymouth Argyle | – | Huddersfield Town | | 2:2 |
| |
Football League Cup 1960/61, Fourth Round |
| 19.12.1960 | | Plymouth Argyle | – | Aston Villa | | 0:0 aet * |
| Plymouth |
Football League Cup 1960/61, Fourth Round |
| 13.12.1960 | | Aston Villa | – | Plymouth Argyle | | 3:3 (0:2) |
| Birmingham |
Football League Cup 1960/61, Third round |
| 14.11.1960 | | Birmingham City | – | Plymouth Argyle | | 0:0 |
| |
Football League Cup 1960/61, Second round |
| 02.11.1960 | | Plymouth Argyle | – | Torquay United | | 1:1 |
| |
