| Season | Competition |
Round Reached | Date |
Home | |
Away |
|
| 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 Section 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 Section 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 Section 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 Section 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 Section 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 Section 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 Section 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 Section 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 Section 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 Section 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 Section 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 Section 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 Section 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 Section 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 Section Preliminary Round Group Four | Mon 08 Dec | Stockport Co. | 0 - 1 | Carlisle Utd. |
|
| 1985/1986 | F.A. Cup | 1st Round | Sat 16 Nov | Stockport Co. | 0 - 1 | Telford Utd. |
| League Cup | 1st Round | Tue 03 Sep | Stockport Co. | 1 - 1 | Bolton Wdrs. |
| Bolton Wanderers won 5-2 on aggregate |
| (Associate Members) | Northern Section Preliminary Round Group Two | Mon 20 Jan | Stockport Co. | 2 - 2 | Bolton Wdrs. |
|
| 1984/1985 | F.A. Cup | 1st Round | Sat 17 Nov | Stockport Co. | 1 - 2 | Walsall |
| League Cup | 2nd Round | Tue 09 Oct | Liverpool | 2 - 0 | Stockport Co. |
| Liverpool won 2-0 on aggregate |
| (Associate Members) | Northern Section 1st Round | Mon 04 Feb | Stockport Co. | 0 - 1 | Burnley |
| Burnley won 6-1 on aggregate |
|
| 1983/1984 | F.A. Cup | 1st Round | Sat 19 Nov | Telford Utd. | 3 - 0 | Stockport Co. |
| League Cup | 2nd Round | Tue 25 Oct | Oldham Ath. | 2 - 2 | Stockport Co. |
| Oldham Athletic won 4-2 on aggregate |
| (Associate Members) | Northern Section 1st Round | Wed 22 Feb | Stockport Co. | 2 - 2 | Crewe Alex. |
| after extra time, 90 minutes 1-1, Crewe Alexandra won 3-0 on penalties |
|
| 1982/1983 | F.A. Cup | 1st Round | Sat 20 Nov | Mansfield Town | 3 - 2 | Stockport Co. |
| League Cup | 1st Round | Tue 14 Sep | Wigan Ath. | 1 - 1 | Stockport Co. |
| after extra time, aggregate 2-2, Wigan Athletic won 6-5 on penalties |
|
| 1981/1982 | F.A. Cup | 2nd Round | Sat 02 Jan | Port Vale | 4 - 1 | Stockport Co. |
| League Cup | 1st Round | Mon 14 Sep | Stockport Co. | 1 - 2 | Wigan Ath. |
| Wigan Athletic won 5-1 on aggregate |
|
| 1980/1981 | F.A. Cup | 1st Round Replay | Tue 25 Nov | Sheff. Utd. | 3 - 2 | Stockport Co. |
| after extra time, 90 minutes ?-? |
| League Cup | 3rd Round | Mon 22 Sep | Stockport Co. | 1 - 3 | Arsenal |
|
| 1979/1980 | F.A. Cup | 1st Round | Sat 24 Nov | Walsall | 2 - 0 | Stockport Co. |
| League Cup | 2nd Round | Tue 04 Sep | Crystal Palace | 7 - 0 | Stockport Co. |
| Crystal Palace won 8-1 on aggregate |
|
| 1978/1979 | F.A. Cup | 3rd Round | Thu 01 Feb | Wrexham | 6 - 2 | Stockport Co. |
| League Cup | 2nd Round | Wed 30 Aug | Stockport Co. | 2 - 3 | Man. Utd. |
|
| 1977/1978 | F.A. Cup | 2nd Round Replay | Mon 19 Dec | Stockport Co. | 1 - 2 | Shrewsbury Tn. |
| League Cup | 1st Round | Wed 17 Aug | Stockport Co. | 1 - 1 | Wrexham |
| Wrexham won 2-1 on aggregate |
|
| 1976/1977 | F.A. Cup | 1st Round | Sat 20 Nov | Sheff. Wed. | 2 - 0 | Stockport Co. |
| League Cup | 3rd Round | Mon 20 Sep | Stockport Co. | 0 - 1 | Everton |
|
| 1975/1976 | F.A. Cup | 1st Round | Sat 22 Nov | Hartlepool | 3 - 0 | Stockport Co. |
| League Cup | 1st Round | Mon 25 Aug | Stockport Co. | 1 - 2 | Southport |
| Southport won 5-2 on aggregate |
|
| 1974/1975 | F.A. Cup | 1st Round Replay | Tue 26 Nov | Stafford Rgrs. | 1 - 0 | Stockport Co. |
| League Cup | 1st Round | Wed 21 Aug | Stockport Co. | 0 - 2 | Blackburn R. |
|
| 1973/1974 | F.A. Cup | 1st Round | Sat 24 Nov | Stockport Co. | 0 - 1 | Port Vale |
| League Cup | 3rd Round | Tue 06 Nov | Hull City | 4 - 1 | Stockport Co. |
|
| 1972/1973 | F.A. Cup | 3rd Round Replay | Tue 23 Jan | Hull City | 2 - 0 | Stockport Co. |
| after extra time, 90 minutes 0-0 |
| League Cup | 4th Round | Wed 01 Nov | Stockport Co. | 1 - 5 | Norwich City |
|
| 1971/1972 | F.A. Cup | 2nd Round | Sat 11 Dec | Blyth | 1 - 0 | Stockport Co. |
| League Cup | 2nd Round | Tue 07 Sep | Stockport Co. | 0 - 1 | Watford |
|
| 1970/1971 | F.A. Cup | 1st Round | Sat 21 Nov | Grantham Tn. | 2 - 1 | Stockport Co. |
| League Cup | 1st Round | Wed 19 Aug | Stockport Co. | 0 - 1 | Preston N.E. |
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| 1969/1970 | F.A. Cup | 2nd Round Replay | Tue 09 Dec | Scunthorpe U. | 4 - 0 | Stockport Co. |
| League Cup | 1st Round | Wed 13 Aug | Stockport Co. | 0 - 2 | Blackburn R. |
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| 1968/1969 | F.A. Cup | 3rd Round | Sat 04 Jan | Blackburn R. | 2 - 0 | Stockport Co. |
| League Cup | 2nd Round | Wed 04 Sep | Derby County | 5 - 1 | Stockport Co. |
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| 1967/1968 | F.A. Cup | 1st Round Replay | Wed 13 Dec | Macclesfield | 2 - 1 | Stockport Co. |
| League Cup | 2nd Round | Wed 13 Sep | Stockport Co. | 3 - 5 | Sheff. Wed. |
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| 1966/1967 | F.A. Cup | 1st Round 2nd Replay | Mon 05 Dec | Darlington | 4 - 2 | Stockport Co. |
| played at neutral ground |
| League Cup | 1st Round | Wed 24 Aug | Crewe Alex. | 1 - 0 | Stockport Co. |
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| 1965/1966 | F.A. Cup | 2nd Round Replay | Mon 13 Dec | Stockport Co. | 0 - 2 | Southport |
| League Cup | 1st Round | Wed 01 Sep | Stockport Co. | 2 - 3 | Workington |
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| 1964/1965 | F.A. Cup | 4th Round Replay | Wed 03 Feb | Stockport Co. | 0 - 2 | Liverpool |
| League Cup | 1st Round | Wed 02 Sep | Stockport Co. | 1 - 3 | Rochdale |
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| 1963/1964 | F.A. Cup | 1st Round | Sat 16 Nov | Barnsley | 1 - 0 | Stockport Co. |
| League Cup | 1st Round | Wed 04 Sep | Tranmere Rvs. | 2 - 0 | Stockport Co. |
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| 1962/1963 | F.A. Cup | 1st Round | Sat 03 Nov | Chesterfield | 4 - 1 | Stockport Co. |
| League Cup | 1st Round | Wed 05 Sep | Chester | 2 - 0 | Stockport Co. |
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| 1961/1962 | F.A. Cup | 1st Round | Sat 04 Nov | Stockport Co. | 0 - 1 | Accrington S. |
| League Cup | 1st Round | Mon 11 Sep | Stockport Co. | 0 - 1 | Leyton Orient |
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| 1960/1961 | F.A. Cup | 4th Round | Wed 01 Feb | Newcastle Utd. | 4 - 0 | Stockport Co. |
| League Cup | 2nd Round | Tue 18 Oct | Man. City | 3 - 0 | Stockport Co. |
|
| 1959/1960 | F.A. Cup | 2nd Round Replay | Wed 09 Dec | Crewe Alex. | 2 - 0 | Stockport Co. |
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| 1958/1959 | F.A. Cup | 3rd Round | Wed 14 Jan | Stockport Co. | 1 - 3 | Burnley |
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| 1957/1958 | F.A. Cup | 4th Round | Sat 25 Jan | West Ham Utd. | 3 - 2 | Stockport Co. |
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| 1956/1957 | F.A. Cup | 1st Round Replay | Wed 21 Nov | Stockport Co. | 2 - 3 | New Brighton |
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| 1955/1956 | F.A. Cup | 1st Round | Sat 19 Nov | Mansfield Town | 2 - 0 | Stockport Co. |
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| 1954/1955 | F.A. Cup | 1st Round | Sat 20 Nov | Stockport Co. | 0 - 1 | Carlisle Utd. |
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| 1953/1954 | F.A. Cup | 3rd Round Replay | Thu 14 Jan | Oxford Utd. | 1 - 0 | Stockport Co. |
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| 1952/1953 | F.A. Cup | 3rd Round | Sat 10 Jan | Walthamstow Av | 2 - 1 | Stockport Co. |
|
| 1951/1952 | F.A. Cup | 1st Round 2nd Replay | Mon 03 Dec | Stockport Co. | 1 - 2 | Gateshead |
| played at neutral ground |
|
| 1950/1951 | F.A. Cup | 4th Round | Sat 27 Jan | Blackpool | 2 - 1 | Stockport Co. |
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| 1949/1950 | F.A. Cup | 5th Round | Sat 11 Feb | Stockport Co. | 1 - 2 | Liverpool |
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| 1948/1949 | F.A. Cup | 3rd Round | Sat 08 Jan | Portsmouth | 7 - 0 | Stockport Co. |
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| 1947/1948 | F.A. Cup | 4th Round | Sat 24 Jan | Charlton Ath. | 3 - 0 | Stockport Co. |
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| 1946/1947 | F.A. Cup | 3rd Round | Sat 11 Jan | Bolton Wdrs. | 5 - 1 | Stockport Co. |
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| 1945/1946 | F.A. Cup | 1st Round | Sat 24 Nov | Rochdale | 1 - 1 | Stockport Co. |
| Rochdale won 3-2 on aggregate |
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| 1938/1939 | F.A. Cup | 4th Round | Sat 21 Jan | Liverpool | 5 - 1 | Stockport Co. |
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| 1937/1938 | F.A. Cup | 3rd Round | Sat 08 Jan | Middlesbrough | 2 - 0 | Stockport Co. |
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| 1936/1937 | F.A. Cup | 1st Round | Sat 28 Nov | Carlisle Utd. | 2 - 1 | Stockport Co. |
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| 1935/1936 | F.A. Cup | 3rd Round | Sat 11 Jan | Stockport Co. | 2 - 3 | Plymouth Arg. |
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| 1934/1935 | F.A. Cup | 5th Round | Sat 16 Feb | Stockport Co. | 0 - 5 | West Brom. |
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| 1933/1934 | F.A. Cup | 2nd Round | Sat 09 Dec | Stockport Co. | 1 - 2 | Crystal Palace |
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| 1932/1933 | F.A. Cup | 2nd Round | Sat 10 Dec | Stockport Co. | 2 - 3 | Luton Town |
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| 1931/1932 | F.A. Cup | 1st Round | Sat 28 Nov | Crook Town | 3 - 1 | Stockport Co. |
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| 1930/1931 | F.A. Cup | 2nd Round | Sat 13 Dec | Bristol Rvs. | 4 - 2 | Stockport Co. |
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| 1929/1930 | F.A. Cup | 3rd Round | Sat 11 Jan | Blackpool | 2 - 1 | Stockport Co. |
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| 1928/1929 | F.A. Cup | 3rd Round | Sat 12 Jan | Bradford City | 2 - 0 | Stockport Co. |
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| 1927/1928 | F.A. Cup | 2nd Round | Sat 10 Dec | Crewe Alex. | 2 - 0 | Stockport Co. |
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| 1926/1927 | F.A. Cup | 1st Round | Sat 27 Nov | Nelson | 4 - 1 | Stockport Co. |
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| 1925/1926 | F.A. Cup | 3rd Round | Sat 09 Jan | Sheff. Utd. | 2 - 0 | Stockport Co. |
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| 1924/1925 | F.A. Cup | 2nd Round | Sat 31 Jan | Birmingham | 1 - 0 | Stockport Co. |
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| 1920/1921 | F.A. Cup | 1st Round | Sat 08 Jan | Everton | 1 - 0 | Stockport Co. |
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| 1919/1920 | F.A. Cup | 1st Round | Sat 10 Jan | Preston N.E. | 3 - 1 | Stockport Co. |
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| 1914/1915 | F.A. Cup | 1st Round | Sat 09 Jan | Liverpool | 3 - 0 | Stockport Co. |
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| 1912/1913 | F.A. Cup | 1st Round | Wed 15 Jan | Everton | 5 - 1 | Stockport Co. |
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| 1911/1912 | F.A. Cup | 1st Round | Sat 13 Jan | Lincoln City | 2 - 0 | Stockport Co. |
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| 1909/1910 | F.A. Cup | 2nd Round | Sat 05 Feb | Stockport Co. | 0 - 2 | Leyton |
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| 1908/1909 | F.A. Cup | 2nd Round Replay | Tue 09 Feb | Glossop N. E. | 1 - 0 | Stockport Co. |
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| 1907/1908 | F.A. Cup | 1st Round | Sat 11 Jan | Aston Villa | 3 - 0 | Stockport Co. |
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| 1906/1907 | F.A. Cup | 1st Round Replay | Wed 16 Jan | Fulham | 2 - 1 | Stockport Co. |
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| 1905/1906 | F.A. Cup | 1st Round | Sat 13 Jan | Lincoln City | 4 - 2 | Stockport Co. |
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| 1893/1894 | F.A. Cup | 1st Round | Sat 27 Jan | Stockport Co. | 0 - 1 | Burton Wdrs. |
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