Football League Cup 2021/22, Second round |
 | 24.08.2021 |  | Oldham Athletic | – | Accrington Stanley | | 0:0,
pen. 5:4 |
| Oldham |
Football League Cup 2021/22, First Round |
| 10.08.2021 | | Oldham Athletic | – | Tranmere Rovers | | 2:2 (0:1),
pen. 4:3 |
| Manchester |
Football League Cup 2011/12, First Round |
| 09.08.2011 | | Oldham Athletic | – | Carlisle United | | 1:1 aet
(1:0, 1:1),
pen. 2:4 |
| Oldham |
Football League Cup 2008/09, First Round |
| 12.08.2008 | | Rochdale | – | Oldham Athletic | | 0:0 aet,
pen. 1:4 |
| Rochdale |
Football League Cup 2001/02, First Round |
| 22.08.2001 | | Stoke City | – | Oldham Athletic | | 0:0 aet,
pen. 5:6 |
| Stoke-on-Trent |
Football League Cup 1999/00, First Round |
| 24.08.1999 | | Oldham Athletic | – | Stockport County | | 1:1 (0:1) |
| Oldham |
Football League Cup 1996/97, Second round |
| 17.09.1996 | | Oldham Athletic | – | Tranmere Rovers | | 2:2 (1:2) |
| Oldham |
Football League Cup 1994/95, Third round |
| 26.10.1994 | | Oldham Athletic | – | Arsenal | | 0:0 |
| Oldham |
Football League Cup 1994/95, Second round |
| 20.09.1994 | | Oxford United | – | Oldham Athletic | | 1:1 (1:1) |
| Oxford |
Football League Cup 1992/93, Second round |
| 07.10.1992 | | Oldham Athletic | – | Exeter City | | 0:0 |
| Oldham |
Football League Cup 1989/90, Fifth Round |
| 24.01.1990 | | Southampton | – | Oldham Athletic | | 2:2 |
| Southampton |
Football League Cup 1988/89, Third round |
| 08.11.1988 | | Everton | – | Oldham Athletic | | 1:1 |
| Liverpool |
Football League Cup 1987/88, Third round |
| 28.10.1987 | | Leeds United | – | Oldham Athletic | | 2:2 |
| Leeds |
Football League Cup 1984/85, First Round |
| 04.09.1984 | | Oldham Athletic | – | Bolton Wanderers | | 4:4 aet |
| |
Football League Cup 1983/84, Second round |
| 25.10.1983 | | Oldham Athletic | – | Stockport County | | 2:2 |
| |
Football League Cup 1981/82, Third round |
| 10.11.1981 | | Oldham Athletic | – | Fulham | | 1:1 |
| |
Football League Cup 1981/82, Second round |
| 27.10.1981 |  | Newport County | – | Oldham Athletic | | 0:0 |
| |
Football League Cup 1978/79, Second round |
| 29.08.1978 | | Oldham Athletic | – | Nottingham Forest | | 0:0 |
| |
Football League Cup 1977/78, Second round |
| 13.09.1977 | | Oldham Athletic | – | Brighton & Hove Albion | | 2:2 aet * |
| |
Football League Cup 1977/78, Second round |
| 30.08.1977 | | Brighton & Hove Albion | – | Oldham Athletic | | 0:0 |
| |
Football League Cup 1976/77, First Round |
| 14.08.1976 | | Bradford City | – | Oldham Athletic | | 1:1 |
| |
Football League Cup 1973/74, First Round |
| 28.08.1973 | | Bury | – | Oldham Athletic | | 0:0 |
| |
Football League Cup 1968/69, First Round |
| 14.08.1968 | | Preston North End | – | Oldham Athletic | | 1:1 |
| |
Football League Cup 1967/68, First Round |
| 29.08.1967 | | Oldham Athletic | – | Workington | | 1:1 aet * |
| |
Football League Cup 1967/68, First Round |
| 23.08.1967 | | Workington | – | Oldham Athletic | | 1:1 |
| |
