| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | F.A. Cup | 1st Round | Sat 03 Nov | Southend Utd. | 3 - 0 | Stockport Co. |
| Trophy | 2nd Round Replay | Tue 18 Dec | Southport | 3 - 1 | Stockport Co. |
| 2011/2012 | F.A. Cup | 4th Qualifying Round | Sat 29 Oct | Southport | 1 - 0 | Stockport Co. |
| Trophy | 1st Round Replay | Tue 13 Dec | Stalybridge C. | 2 - 1 | Stockport Co. |
| 2010/2011 | F.A. Cup | 1st Round Replay | Tue 16 Nov | Peterborough | 4 - 1 | Stockport Co. |
| League Cup | 1st Round | Tue 10 Aug | Stockport Co. | 0 - 5 | Preston N.E. |
| (Associate Members) | Northern 2nd Round | Tue 26 Oct | Tranmere Rvs. | 0 - 0 | Stockport Co. |
| Tranmere Rovers won 4-3 on penalties |
| 2009/2010 | F.A. Cup | 2nd Round | Tue 15 Dec | Stockport Co. | 0 - 4 | Torquay Utd. |
| League Cup | 1st Round | Tue 11 Aug | Huddersfield | 3 - 1 | Stockport Co. |
| (Associate Members) | Northern 2nd Round | Tue 06 Oct | Port Vale | 3 - 1 | Stockport Co. |
| 2008/2009 | F.A. Cup | 2nd Round Replay | Tue 09 Dec | Stockport Co. | 1 - 2 | Gillingham |
| League Cup | 1st Round | Tue 12 Aug | Leicester City | 1 - 0 | Stockport Co. |
| (Associate Members) | Northern 2nd Round | Tue 07 Oct | Bury | 1 - 0 | Stockport Co. |
| 2007/2008 | F.A. Cup | 1st Round Replay | Thu 22 Nov | Staines Town | 1 - 1 | Stockport Co. |
| after extra time, 90 minutes 1-1 |
| League Cup | 2nd Round | Tue 28 Aug | Charlton Ath. | 4 - 3 | Stockport Co. |
| (Associate Members) | Northern Semi-Final | Tue 08 Jan | Stockport Co. | 1 - 2 | Grimsby Town |
| 2006/2007 | F.A. Cup | 3rd Round | Sat 06 Jan | Watford | 4 - 1 | Stockport Co. |
| League Cup | 1st Round | Tue 22 Aug | Stockport Co. | 0 - 1 | Derby County |
| (Associate Members) | Northern 2nd Round | Tue 31 Oct | Chester City | 3 - 0 | Stockport Co. |
| 2005/2006 | F.A. Cup | 3rd Round | Sat 07 Jan | Stockport Co. | 2 - 3 | Brentford |
| League Cup | 1st Round | Tue 23 Aug | Stockport Co. | 2 - 4 | Sheff. Wed. |
| after extra time, 90 minutes 1-1 |
| (Associate Members) | Northern 1st Round | Tue 18 Oct | Rochdale | 3 - 1 | Stockport Co. |
| 2004/2005 | F.A. Cup | 2nd Round Replay | Tue 14 Dec | Swansea City | 2 - 1 | Stockport Co. |
| League Cup | 1st Round | Tue 24 Aug | Sheff. Utd. | 4 - 1 | Stockport Co. |
| after extra time, 90 minutes 1-1 |
| (Associate Members) | Northern 2nd Round | Tue 02 Nov | Wrexham | 2 - 0 | Stockport Co. |
| 2003/2004 | F.A. Cup | 1st Round | Sat 08 Nov | Stevenage B. | 2 - 1 | Stockport Co. |
| League Cup | 2nd Round | Wed 24 Sep | Everton | 3 - 0 | Stockport Co. |
| (Associate Members) | Northern Quarter-Final | Tue 09 Dec | Stockport Co. | 0 - 1 | Blackpool |
| after extra time, 90 minutes 0-0 |
| 2002/2003 | F.A. Cup | 2nd Round | Sat 07 Dec | Stockport Co. | 0 - 3 | Plymouth Arg. |
| League Cup | 2nd Round | Tue 01 Oct | Stockport Co. | 1 - 2 | Gillingham |
| (Associate Members) | Northern 2nd Round | Tue 12 Nov | Carlisle Utd. | 1 - 0 | Stockport Co. |
| after extra time, 90 minutes 0-0, Carlisle United won on the golden goal rule |
| 2001/2002 | F.A. Cup | 3rd Round | Wed 16 Jan | Stockport Co. | 1 - 4 | Bolton Wdrs. |
| League Cup | 2nd Round | Wed 12 Sep | Nottm. Forest | 1 - 1 | Stockport Co. |
| after extra time, 90 minutes 1-1, Nottingham Forest won 8-7 on penalties |
| 2000/2001 | F.A. Cup | 5th Round | Sat 17 Feb | Tottenham H. | 4 - 0 | Stockport Co. |
| League Cup | 1st Round | Tue 05 Sep | Blackpool | 3 - 2 | Stockport Co. |
| 1999/2000 | F.A. Cup | 3rd Round | Sat 11 Dec | Grimsby Town | 3 - 2 | Stockport Co. |
| League Cup | 2nd Round | Tue 21 Sep | Stockport Co. | 3 - 3 | Barnsley |
| after extra time, 90 minutes 2-2, aggregate 4-4, Barnsley won on away goals rule |
| 1998/1999 | F.A. Cup | 4th Round | Sat 23 Jan | Sheff. Wed. | 2 - 0 | Stockport Co. |
| League Cup | 1st Round | Tue 18 Aug | Hull City | 0 - 0 | Stockport Co. |
| after extra time, 90 minutes 0-0, aggregate 2-2, Hull City won on away goals rule |
| 1997/1998 | F.A. Cup | 4th Round | Sat 24 Jan | Birmingham C. | 2 - 1 | Stockport Co. |
| League Cup | 2nd Round | Tue 23 Sep | Stockport Co. | 2 - 1 | Birmingham C. |
| Birmingham City won 5-3 on aggregate |
| 1996/1997 | F.A. Cup | 4th Round | Sat 25 Jan | Birmingham C. | 3 - 1 | Stockport Co. |
| League Cup | Semi Final | Wed 12 Mar | Middlesbrough | 0 - 1 | Stockport Co. |
| Middlesbrough won 2-1 on aggregate |
| (Associate Members) | Northern Final | Tue 25 Mar | Stockport Co. | 0 - 0 | Carlisle Utd. |
| Carlisle United won 2-0 on aggregate |
| 1995/1996 | F.A. Cup | 3rd Round Replay | Wed 17 Jan | Stockport Co. | 2 - 3 | Everton |
| League Cup | 3rd Round | Wed 25 Oct | Aston Villa | 2 - 0 | Stockport Co. |
| (Associate Members) | Northern Preliminary Round Group Three | Tue 07 Nov | Notts. County | 1 - 0 | Stockport Co. |
| 1994/1995 | F.A. Cup | 1st Round | Sat 12 Nov | Wrexham | 1 - 0 | Stockport Co. |
| League Cup | 2nd Round | Tue 27 Sep | Sheff. Utd. | 1 - 0 | Stockport Co. |
| Sheffield United won 6-1 on aggregate |
| (Associate Members) | Northern Quarter-Final | Wed 11 Jan | Rochdale | 2 - 1 | Stockport Co. |
| 1993/1994 | F.A. Cup | 4th Round | Wed 09 Feb | Stockport Co. | 0 - 4 | Bristol City |
| League Cup | 1st Round | Tue 24 Aug | Hartlepool U. | 2 - 1 | Stockport Co. |
| Hartlepool United won 3-2 on aggregate |
| (Associate Members) | Northern Semi-Final | Tue 01 Mar | Stockport Co. | 0 - 1 | Huddersfield |
| 1992/1993 | F.A. Cup | 3rd Round | Sat 02 Jan | Derby County | 2 - 1 | Stockport Co. |
| League Cup | 2nd Round | Wed 07 Oct | Nottm. Forest | 2 - 1 | Stockport Co. |
| Nottingham Forest won 5-3 on aggregate |
| (Associate Members) | Final | Sat 22 May | Port Vale | 2 - 1 | Stockport Co. |
| at Wembley |
| 1991/1992 | F.A. Cup | 2nd Round | Sat 07 Dec | Wigan Ath. | 2 - 0 | Stockport Co. |
| League Cup | 1st Round | Wed 28 Aug | Bradford City | 3 - 1 | Stockport Co. |
| Bradford City won 4-2 on aggregate |
| (Associate Members) | Final | Sat 16 May | Stoke City | 1 - 0 | Stockport Co. |
| at Wembley |
| 1990/1991 | F.A. Cup | 1st Round | Sat 17 Nov | Rotherham U. | 1 - 0 | Stockport Co. |
| League Cup | 1st Round | Tue 04 Sep | Burnley | 0 - 1 | Stockport Co. |
| Burnley won 2-1 on aggregate |
| (Associate Members) | Northern 1st Round | Tue 22 Jan | Burnley | 3 - 2 | Stockport Co. |
| after extra time, 90 minutes 2-2 |
| 1989/1990 | F.A. Cup | 1st Round Replay | Wed 22 Nov | Stockport Co. | 1 - 2 | Burnley |
| League Cup | 2nd Round | Mon 02 Oct | Stockport Co. | 0 - 0 | Q.P.R. |
| Queens Park Rangers won 2-1 on aggregate |
| (Associate Members) | Northern Quarter-Final | Tue 30 Jan | Halifax Town | 3 - 1 | Stockport Co. |
| after extra time, 90 minutes 1-1 |
| 1988/1989 | F.A. Cup | 1st Round | Sat 19 Nov | Scarborough | 2 - 1 | Stockport Co. |
| League Cup | 1st Round | Mon 05 Sep | Tranmere Rvs. | 1 - 1 | Stockport Co. |
| Tranmere Rovers won 2-1 on aggregate |
| (Associate Members) | Northern Preliminary Round Group Three | Mon 05 Dec | Tranmere Rvs. | 2 - 1 | Stockport Co. |
| 1987/1988 | F.A. Cup | 3rd Round | Sat 09 Jan | Stockport Co. | 1 - 2 | Leyton Orient |
| League Cup | 1st Round | Tue 25 Aug | Carlisle Utd. | 3 - 0 | Stockport Co. |
| Carlisle United won 4-0 on aggregate |
| (Associate Members) | Northern Preliminary Round Group Three | Tue 24 Nov | Stockport Co. | 1 - 3 | Bolton Wdrs. |
| 1986/1987 | F.A. Cup | 1st Round | Sat 15 Nov | Caernarfon T. | 1 - 0 | Stockport Co. |
| League Cup | 2nd Round | Mon 06 Oct | Stockport Co. | 0 - 7 | Sheff. Wed. |
| Sheffield Wednesday won 10-0 on aggregate |
| (Associate Members) | Northern Preliminary Round Group Four | Mon 08 Dec | Stockport Co. | 0 - 1 | Carlisle Utd. |
