Football League Cup 2020/21, First Round |
 | 05.09.2020 | | Oldham Athletic | – | Carlisle United | | 3:0 (2:0) * |
| Manchester |
Football League Cup 2016/17, First Round |
| 09.08.2016 | | Oldham Athletic | – | Wigan Athletic | | 2:1 (1:1) |
| Oldham |
Football League Cup 2007/08, First Round |
| 14.08.2007 | | Oldham Athletic | – | Mansfield Town | | 4:1 (2:0) |
| Oldham |
Football League Cup 2004/05, First Round |
| 24.08.2004 | | Oldham Athletic | – | Stoke City | | 2:1 (0:1) |
| Oldham |
Football League Cup 2002/03, Third round |
| 06.11.2002 | | West Ham United | – | Oldham Athletic | | 0:1 (0:1) |
| London |
Football League Cup 2002/03, Second round |
| 02.10.2002 | | Derby County | – | Oldham Athletic | | 1:2 aet
(1:1, 1:1) |
| Derby |
Football League Cup 2002/03, First Round |
| 10.09.2002 | | Oldham Athletic | – | Notts County | | 3:2 (2:1) |
| Oldham |
Football League Cup 2000/01, First Round |
| 05.09.2000 | | Huddersfield Town | – | Oldham Athletic | | 0:2 (0:1) |
| Huddersfield |
Football League Cup 2000/01, First Round |
| 22.08.2000 | | Oldham Athletic | – | Huddersfield Town | | 1:0 (1:0) |
| Oldham |
Football League Cup 1998/99, First Round |
| 11.08.1998 | | Oldham Athletic | – | Crewe Alexandra | | 3:2 (3:1) |
| Oldham |
Football League Cup 1997/98, First Round |
| 12.08.1997 | | Oldham Athletic | – | Grimsby Town | | 1:0 (0:0) |
| Oldham |
Football League Cup 1996/97, Second round |
| 24.09.1996 | | Tranmere Rovers | – | Oldham Athletic | | 0:1 (0:0) |
| Birkenhead |
Football League Cup 1996/97, First Round |
| 03.09.1996 | | Grimsby Town | – | Oldham Athletic | | 0:1 aet
(0:0, 0:1),
pen. 4:5 |
| Cleethorpes |
Football League Cup 1994/95, Second round |
| 04.10.1994 | | Oldham Athletic | – | Oxford United | | 1:0 (0:0) |
| Oldham |
Football League Cup 1993/94, Third round |
| 26.10.1993 | | Oldham Athletic | – | Coventry City | | 2:0 (1:0) |
| Oldham |
Football League Cup 1993/94, Second round |
| 06.10.1993 | | Oldham Athletic | – | Swansea City | | 2:0 (2:0) |
| Oldham |
Football League Cup 1992/93, Third round |
| 27.10.1992 | | Swindon Town | – | Oldham Athletic | | 0:1 (0:0) |
| Swindon |
Football League Cup 1992/93, Second round |
| 22.09.1992 | | Exeter City | – | Oldham Athletic | | 0:1 (0:0) |
| Exeter |
Football League Cup 1991/92, Third round |
| 29.10.1991 | | Oldham Athletic | – | Derby County | | 2:1 (0:1) |
| Oldham |
Football League Cup 1991/92, Second round |
| 09.10.1991 | | Torquay United | – | Oldham Athletic | | 0:2 (0:1) |
| Torquay |
Football League Cup 1991/92, Second round |
| 24.09.1991 | | Oldham Athletic | – | Torquay United | | 7:1 (1:0) |
| Oldham |
Football League Cup 1990/91, Second round |
| 10.10.1990 | | Oldham Athletic | – | Notts County | | 5:2 aet |
| Oldham |
Football League Cup 1989/90, Semifinals |
| 14.02.1990 | | Oldham Athletic | – | West Ham United | | 6:0 |
| Oldham |
Football League Cup 1989/90, Fifth Round |
| 31.01.1990 | | Oldham Athletic | – | Southampton | | 2:0 * |
| Oldham |
Football League Cup 1989/90, Fourth Round |
| 22.11.1989 | | Oldham Athletic | – | Arsenal | | 3:1 |
| Oldham |
Football League Cup 1989/90, Third round |
| 25.10.1989 | | Oldham Athletic | – | Scarborough | | 7:0 |
| Oldham |
Football League Cup 1989/90, Second round |
| 03.10.1989 | | Leeds United | – | Oldham Athletic | | 1:2 |
| Leeds |
Football League Cup 1989/90, Second round |
| 19.09.1989 | | Oldham Athletic | – | Leeds United | | 2:1 |
| Oldham |
Football League Cup 1988/89, Second round |
| 11.10.1988 | | Oldham Athletic | – | Darlington | | 4:0 aet |
| Oldham |
Football League Cup 1987/88, Third round |
| 04.11.1987 | | Oldham Athletic | – | Leeds United | | 4:2 aet * |
| Oldham |
Football League Cup 1987/88, Second round |
| 06.10.1987 | | Oldham Athletic | – | Carlisle United | | 4:1 aet |
| Oldham |
Football League Cup 1986/87, Second round |
| 08.10.1986 | | Leeds United | – | Oldham Athletic | | 0:1 |
| Leeds |
Football League Cup 1986/87, Second round |
| 23.09.1986 | | Oldham Athletic | – | Leeds United | | 3:2 |
| Oldham |
Football League Cup 1983/84, Second round |
| 03.10.1983 | | Stockport County | – | Oldham Athletic | | 0:2 |
| |
Football League Cup 1982/83, Second round |
| 26.10.1982 | | Oldham Athletic | – | Gillingham | | 1:0 |
| |
Football League Cup 1981/82, Second round |
| 06.10.1981 | | Oldham Athletic | – | Newport County | | 1:0 |
| |
Football League Cup 1981/82, First Round |
| 15.09.1981 | | Oldham Athletic | – | Bolton Wanderers | | 4:2 aet |
| |
Football League Cup 1980/81, Second round |
| 26.08.1980 | | Oldham Athletic | – | Portsmouth | | 3:2 |
| |
Football League Cup 1979/80, Second round |
| 04.09.1979 | | Oldham Athletic | – | Northampton Town | | 3:1 |
| |
Football League Cup 1977/78, Second round |
| 27.09.1977 | | Brighton & Hove Albion | – | Oldham Athletic | | 1:2 aet * |
| |
Football League Cup 1975/76, First Round |
| 26.08.1975 | | Workington | – | Oldham Athletic | | 1:3 |
| |
Football League Cup 1975/76, First Round |
| 18.08.1975 | | Oldham Athletic | – | Workington | | 3:0 |
| |
Football League Cup 1971/72, First Round |
| 17.08.1971 | | Oldham Athletic | – | Bury | | 1:0 |
| |
Football League Cup 1970/71, First Round |
| 17.08.1970 | | Bury | – | Oldham Athletic | | 1:3 |
| |
Football League Cup 1965/66, First Round |
| 01.09.1965 | | Oldham Athletic | – | Tranmere Rovers | | 3:2 |
| |
Football League Cup 1962/63, First Round |
| 05.09.1962 | | Crewe Alexandra | – | Oldham Athletic | | 2:3 |
| |
Football League Cup 1960/61, First Round |
| 11.10.1960 | | Oldham Athletic | – | Hartlepools United | | 2:1 |
| |
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