| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | F.A. Cup | 5th Round | Sat 16 Feb | Oldham Ath. | 2 - 2 | Everton |
| League Cup | 1st Round | Mon 13 Aug | Oldham Ath. | 2 - 4 | Sheff. Wed. |
| (Associate Members) | Northern 1st Round | Tue 04 Sep | Chesterfield | 2 - 1 | Oldham Ath. |
| 2011/2012 | F.A. Cup | 3rd Round | Fri 06 Jan | Liverpool | 5 - 1 | Oldham Ath. |
| League Cup | 1st Round | Tue 09 Aug | Oldham Ath. | 1 - 1 | Carlisle Utd. |
| after extra time, 90 minutes 1-1, Carlisle United won 4-2 on penalties |
| (Associate Members) | Northern Final | Mon 30 Jan | Oldham Ath. | 0 - 1 | Chesterfield |
| Chesterfield won 3-1 on aggregate |
| 2010/2011 | F.A. Cup | 1st Round | Sat 06 Nov | Accrington S. | 3 - 2 | Oldham Ath. |
| League Cup | 1st Round | Tue 10 Aug | Scunthorpe U. | 2 - 1 | Oldham Ath. |
| (Associate Members) | Northern 1st Round | Tue 31 Aug | Oldham Ath. | 0 - 1 | Shrewsbury Tn. |
| 2009/2010 | F.A. Cup | 1st Round | Sat 07 Nov | Oldham Ath. | 0 - 2 | Leeds Utd. |
| League Cup | 1st Round | Tue 11 Aug | Carlisle Utd. | 1 - 0 | Oldham Ath. |
| (Associate Members) | Northern 1st Round | Tue 01 Sep | Oldham Ath. | 1 - 2 | Accrington S. |
| 2008/2009 | F.A. Cup | 1st Round Replay | Tue 18 Nov | Oldham Ath. | 0 - 1 | Cheltenham T. |
| League Cup | 2nd Round | Tue 26 Aug | Burnley | 3 - 0 | Oldham Ath. |
| (Associate Members) | Northern 1st Round | Tue 02 Sep | Oldham Ath. | 1 - 1 | Morecambe |
| no extra time, Morecambe won 5-4 on penalties |
| 2007/2008 | F.A. Cup | 4th Round | Sat 26 Jan | Oldham Ath. | 0 - 1 | Huddersfield |
| League Cup | 2nd Round | Tue 28 Aug | Burnley | 3 - 0 | Oldham Ath. |
| (Associate Members) | Northern 2nd Round | Tue 23 Oct | Doncaster Rvs. | 3 - 0 | Oldham Ath. |
| 2006/2007 | F.A. Cup | 3rd Round Replay | Tue 16 Jan | Oldham Ath. | 0 - 2 | Wolves |
| League Cup | 1st Round | Tue 22 Aug | Rotherham U. | 3 - 1 | Oldham Ath. |
| (Associate Members) | Northern 2nd Round | Wed 01 Nov | Oldham Ath. | 0 - 1 | Chesterfield |
| 2005/2006 | F.A. Cup | 2nd Round Replay | Tue 13 Dec | Brentford | 1 - 0 | Oldham Ath. |
| League Cup | 1st Round | Tue 23 Aug | Leeds Utd. | 2 - 0 | Oldham Ath. |
| (Associate Members) | Northern 1st Round | Tue 18 Oct | Oldham Ath. | 1 - 1 | Carlisle Utd. |
| after extra time, 90 minutes 1-1, Carlisle United won 6-5 on penalties |
| 2004/2005 | F.A. Cup | 4th Round | Sun 30 Jan | Oldham Ath. | 0 - 1 | Bolton Wdrs. |
| League Cup | 2nd Round | Wed 22 Sep | Oldham Ath. | 0 - 6 | Tottenham H. |
| (Associate Members) | Northern Final | Tue 08 Mar | Wrexham | 1 - 0 | Oldham Ath. |
| Wrexham won 6-3 on aggregate |
| 2003/2004 | F.A. Cup | 2nd Round | Sat 06 Dec | Oldham Ath. | 2 - 5 | Blackpool |
| League Cup | 1st Round | Tue 12 Aug | Scunthorpe U. | 2 - 1 | Oldham Ath. |
| (Associate Members) | Northern 2nd Round | Mon 03 Nov | Bury | 2 - 1 | Oldham Ath. |
| 2002/2003 | F.A. Cup | 2nd Round | Sat 07 Dec | Oldham Ath. | 1 - 2 | Cheltenham T. |
| League Cup | 4th Round | Tue 03 Dec | Crystal Palace | 2 - 0 | Oldham Ath. |
| (Associate Members) | Northern 1st Round | Tue 22 Oct | Oldham Ath. | 3 - 4 | Carlisle Utd. |
| after extra time, 90 minutes 3-3, Carlisle United won on golden goal rule |
| 2001/2002 | F.A. Cup | 3rd Round | Sun 06 Jan | Cheltenham T. | 2 - 1 | Oldham Ath. |
| League Cup | 2nd Round | Wed 12 Sep | Blackburn R. | 2 - 0 | Oldham Ath. |
| (Associate Members) | Northern Semi-Final | Wed 09 Jan | Oldham Ath. | 2 - 5 | Blackpool |
| 2000/2001 | F.A. Cup | 2nd Round Replay | Tue 19 Dec | Oldham Ath. | 0 - 1 | Peterborough |
| League Cup | 2nd Round | Wed 27 Sep | Sheff. Wed. | 5 - 1 | Oldham Ath. |
| (Associate Members) | Northern 1st Round | Tue 09 Jan | Oldham Ath. | 2 - 3 | Wigan Ath. |
| after extra time, 90 minutes 2-2, Wigan Athletic won on golden goal rule |
| 1999/2000 | F.A. Cup | 3rd Round | Sat 11 Dec | Preston N.E. | 2 - 1 | Oldham Ath. |
| League Cup | 1st Round | Tue 24 Aug | Oldham Ath. | 1 - 1 | Stockport Co. |
| Stockport County won 3-1 on aggregate |
| (Associate Members) | Northern 2nd Round | Tue 18 Jan | Oldham Ath. | 0 - 1 | Stoke City |
| after extra time, 90 minutes 0-0, Stoke City won on golden goal rule |
| 1998/1999 | F.A. Cup | 3rd Round | Sat 02 Jan | Oldham Ath. | 0 - 2 | Chelsea |
| League Cup | 1st Round | Tue 18 Aug | Crewe Alex. | 2 - 0 | Oldham Ath. |
| Crewe Alexandra won 4-3 on aggregate |
| (Associate Members) | Northern 1st Round | Tue 08 Dec | Oldham Ath. | 0 - 1 | Darlington |
| after extra time, 90 minutes 0-0, Darlington won on golden goal rule |
| 1997/1998 | F.A. Cup | 3rd Round | Sat 03 Jan | Cardiff City | 1 - 0 | Oldham Ath. |
| League Cup | 1st Round | Tue 26 Aug | Grimsby Town | 5 - 0 | Oldham Ath. |
| Grimsby Town won 5-1 on aggregate |
| (Associate Members) | Northern 1st Round | Tue 09 Dec | Carlisle Utd. | 1 - 0 | Oldham Ath. |
| after extra time, 90 minutes 0-0, Carlisle United won on golden goal rule |
| 1996/1997 | F.A. Cup | 3rd Round | Tue 14 Jan | Barnsley | 2 - 0 | Oldham Ath. |
| League Cup | 3rd Round | Wed 23 Oct | Newcastle Utd. | 1 - 0 | Oldham Ath. |
| 1995/1996 | F.A. Cup | 4th Round | Mon 12 Feb | Swindon Town | 1 - 0 | Oldham Ath. |
| League Cup | 2nd Round | Wed 04 Oct | Oldham Ath. | 1 - 3 | Tranmere Rvs. |
| Tranmere Rovers won 4-1 on aggregate |
| 1994/1995 | F.A. Cup | 4th Round | Sat 28 Jan | Leeds Utd. | 3 - 2 | Oldham Ath. |
| League Cup | 3rd Round Replay | Wed 09 Nov | Arsenal | 2 - 0 | Oldham Ath. |
| 1993/1994 | F.A. Cup | Semi Final Replay | Wed 13 Apr | Man. Utd. | 4 - 1 | Oldham Ath. |
| played at Maine Road |
| League Cup | 4th Round | Tue 30 Nov | Tranmere Rvs. | 3 - 0 | Oldham Ath. |
| 1992/1993 | F.A. Cup | 3rd Round Replay | Tue 12 Jan | Tranmere Rvs. | 3 - 0 | Oldham Ath. |
| League Cup | 4th Round | Tue 01 Dec | Cambridge U. | 1 - 0 | Oldham Ath. |
| 1991/1992 | F.A. Cup | 3rd Round Replay | Wed 15 Jan | Leyton Orient | 4 - 2 | Oldham Ath. |
| after extra time, 90 minutes ?-? |
| League Cup | 4th Round | Wed 04 Dec | Man. Utd. | 2 - 0 | Oldham Ath. |
| 1990/1991 | F.A. Cup | 4th Round | Sat 26 Jan | Notts. County | 2 - 0 | Oldham Ath. |
| League Cup | 3rd Round | Wed 31 Oct | Leeds Utd. | 2 - 0 | Oldham Ath. |
| 1989/1990 | F.A. Cup | Semi Final Replay | Wed 11 Apr | Man. Utd. | 2 - 1 | Oldham Ath. |
| after extra time, 90 minutes 1-1; played at Maine Road |
| League Cup | Final | Sun 29 Apr | Nottm. Forest | 1 - 0 | Oldham Ath. |
| played at Wembley |
| 1988/1989 | F.A. Cup | 3rd Round | Sat 07 Jan | Charlton Ath. | 2 - 1 | Oldham Ath. |
| League Cup | 3rd Round Replay | Tue 29 Nov | Oldham Ath. | 0 - 2 | Everton |
| 1987/1988 | F.A. Cup | 3rd Round | Sat 09 Jan | Oldham Ath. | 2 - 4 | Tottenham H. |
| League Cup | 4th Round | Tue 17 Nov | Everton | 2 - 1 | Oldham Ath. |
| 1986/1987 | F.A. Cup | 3rd Round Replay | Mon 19 Jan | Bradford City | 5 - 1 | Oldham Ath. |
| League Cup | 3rd Round | Tue 28 Oct | Coventry City | 2 - 1 | Oldham Ath. |
