| Season | Competition |
Round Reached | Date |
Home | |
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| 2007/2008 | F.A. Cup | 5th Round | Sat 16 Feb | Cardiff City | 2 - 0 | Wolves |
| League Cup | 2nd Round | Tue 28 Aug | Wolves | 1 - 3 | Morecambe |
| after extra time, 90 minutes 1-1 |
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| 2006/2007 | F.A. Cup | 4th Round | Sun 28 Jan | Wolves | 0 - 3 | West Brom. |
| League Cup | 1st Round | Wed 23 Aug | Chesterfield | 0 - 0 | Wolves |
| after extra-time, Chesterfield win 6-5 on pens |
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| 2005/2006 | F.A. Cup | 4th Round | Sun 29 Jan | Wolves | 0 - 3 | Man. Utd. |
| League Cup | 2nd Round | Tue 20 Sep | Watford | 2 - 1 | Wolves |
| after extra time, 90 minutes 1-1 |
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| 2004/2005 | F.A. Cup | 4th Round | Sat 29 Jan | Arsenal | 2 - 0 | Wolves |
| League Cup | 2nd Round | Tue 21 Sep | Burnley | 1 - 1 | Wolves |
| after extra time, 90 minutes 1-1, Burnley won 4-2 on penalties |
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| 2003/2004 | F.A. Cup | 4th Round | Sun 25 Jan | Wolves | 1 - 3 | West Ham Utd. |
| League Cup | 4th Round | Tue 02 Dec | Arsenal | 5 - 1 | Wolves |
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| 2002/2003 | F.A. Cup | 6th Round | Sun 09 Mar | Southampton | 2 - 0 | Wolves |
| League Cup | 2nd Round | Tue 01 Oct | Rotherham U. | 4 - 4 | Wolves |
| after extra time, 90 minutes 3-3, Rotherham United won 4-2 on penalties |
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| 2001/2002 | F.A. Cup | 3rd Round | Sat 05 Jan | Wolves | 0 - 1 | Gillingham |
| League Cup | 1st Round | Wed 22 Aug | Wolves | 1 - 2 | Swindon Town |
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| 2000/2001 | F.A. Cup | 4th Round | Sat 27 Jan | Wycombe Wdrs. | 2 - 1 | Wolves |
| League Cup | 3rd Round | Wed 01 Nov | Fulham | 3 - 2 | Wolves |
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| 1999/2000 | F.A. Cup | 4th Round Replay | Tue 18 Jan | Wolves | 0 - 0 | Sheff. Wed. |
| after extra time, 90 minutes 0-0, Sheffield Wednesday won 4-3 on penalties |
| League Cup | 1st Round | Tue 24 Aug | Wolves | 2 - 4 | Wycombe Wdrs. |
| Wycombe Wanderers won 4-3 on aggregate |
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| 1998/1999 | F.A. Cup | 4th Round | Sun 24 Jan | Wolves | 1 - 2 | Arsenal |
| League Cup | 2nd Round | Tue 22 Sep | Wolves | 1 - 2 | Bournemouth |
| Bournemouth won 3-2 on aggregate |
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| 1997/1998 | F.A. Cup | Semi Final | Sun 05 Apr | Arsenal | 1 - 0 | Wolves |
| played at Villa Park |
| League Cup | 3rd Round | Tue 14 Oct | Reading | 4 - 2 | Wolves |
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| 1996/1997 | F.A. Cup | 3rd Round | Sat 04 Jan | Wolves | 1 - 2 | Portsmouth |
| League Cup | 1st Round | Wed 04 Sep | Wolves | 1 - 0 | Swindon Town |
| Swindon Town won 2-1 on aggregate |
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| 1995/1996 | F.A. Cup | 4th Round Replay | Wed 07 Feb | Wolves | 0 - 2 | Tottenham H. |
| League Cup | Quarter Final | Wed 10 Jan | Aston Villa | 1 - 0 | Wolves |
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| 1994/1995 | F.A. Cup | 6th Round Replay | Wed 22 Mar | Wolves | 1 - 4 | Crystal Palace |
| League Cup | 3rd Round | Wed 26 Oct | Wolves | 2 - 3 | Nottm. Forest |
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| 1993/1994 | F.A. Cup | 6th Round | Sun 13 Mar | Chelsea | 1 - 0 | Wolves |
| League Cup | 2nd Round | Tue 05 Oct | Wolves | 2 - 1 | Swindon Town |
| Swindon Town won 3-2 on aggregate |
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| 1992/1993 | F.A. Cup | 4th Round | Sun 24 Jan | Wolves | 0 - 2 | Bolton Wdrs. |
| League Cup | 2nd Round | Wed 07 Oct | Wolves | 0 - 1 | Notts. County |
| Notts. County won 4-2 on aggregate |
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| 1991/1992 | F.A. Cup | 3rd Round | Sat 04 Jan | Nottm. Forest | 1 - 0 | Wolves |
| League Cup | 3rd Round | Wed 30 Oct | Everton | 4 - 1 | Wolves |
| (Full Members) | Northern Section 1st Round | Tue 01 Oct | Grimsby Town | 1 - 0 | Wolves |
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| 1990/1991 | F.A. Cup | 3rd Round | Sat 05 Jan | Wolves | 0 - 1 | Cambridge U. |
| League Cup | 2nd Round | Tue 09 Oct | Wolves | 1 - 1 | Hull City |
| aggregate 1-1, Hull City won on away goals rule |
| (Full Members) | Northern Section 2nd Round | Wed 19 Dec | Wolves | 1 - 2 | Leeds Utd. |
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| 1989/1990 | F.A. Cup | 3rd Round | Sat 06 Jan | Wolves | 1 - 2 | Sheff. Wed. |
| League Cup | 2nd Round | Wed 04 Oct | Wolves | 1 - 1 | Aston Villa |
| Aston Villa won 3-2 on aggregate |
| (Full Members) | Northern Section 1st Round | Tue 07 Nov | Sheff. Utd. | 1 - 0 | Wolves |
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| 1988/1989 | F.A. Cup | 1st Round | Sat 19 Nov | Grimsby Town | 1 - 0 | Wolves |
| League Cup | 1st Round | Tue 06 Sep | Birmingham C. | 1 - 0 | Wolves |
| aggregate 3-3, Birmingham City won on away goals rule |
| (Associate Members) | Southern Section Final | Tue 18 Apr | Wolves | 0 - 2 | Torquay Utd. |
| Torquay United won 3-2 on aggregate |
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| 1987/1988 | F.A. Cup | 3rd Round | Sat 09 Jan | Bradford City | 2 - 1 | Wolves |
| League Cup | 2nd Round | Tue 06 Oct | Wolves | 0 - 2 | Man. City |
| Manchester City won 3-2 on aggregate |
| (Associate Members) | Final | Sun 29 May | Wolves | 2 - 0 | Burnley |
| at Wembley |
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| 1986/1987 | F.A. Cup | 1st Round 2nd Replay | Mon 24 Nov | Chorley | 3 - 0 | Wolves |
| played at neutral ground |
| League Cup | 1st Round | Tue 02 Sep | Lincoln City | 0 - 1 | Wolves |
| aggregate 2-2, Lincoln City won on away goals rule |
| (Associate Members) | Southern Section 1st Round | Mon 26 Jan | Wolves | 0 - 1 | Hereford Utd. |
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| 1985/1986 | F.A. Cup | 1st Round | Sat 16 Nov | Rotherham U. | 6 - 0 | Wolves |
| League Cup | 1st Round | Tue 03 Sep | Wolves | 0 - 1 | Walsall |
| Walsall won 2-1 on aggregate |
| (Associate Members) | Southern Section Preliminary Round Group Two | Wed 22 Jan | Wolves | 1 - 1 | Torquay Utd. |
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| 1984/1985 | F.A. Cup | 3rd Round Replay | Wed 23 Jan | Huddersfield | 3 - 1 | Wolves |
| League Cup | 3rd Round Replay | Tue 06 Nov | Wolves | 0 - 2 | Southampton |
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| 1983/1984 | F.A. Cup | 3rd Round 2nd Replay | Mon 16 Jan | Coventry City | 3 - 0 | Wolves |
| League Cup | 2nd Round | Tue 25 Oct | Preston N.E. | 1 - 0 | Wolves |
| Preston North End won 4-2 on aggregate |
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| 1982/1983 | F.A. Cup | 4th Round | Sat 29 Jan | Aston Villa | 1 - 0 | Wolves |
| League Cup | 2nd Round | Wed 27 Oct | Sunderland | 5 - 0 | Wolves |
| Sunderland won 6-1 on aggregate |
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| 1981/1982 | F.A. Cup | 3rd Round | Sat 02 Jan | Wolves | 1 - 3 | Leeds Utd. |
| League Cup | 2nd Round | Tue 27 Oct | Wolves | 1 - 2 | Aston Villa |
| Aston Villa won 5-3 on aggregate |
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| 1980/1981 | F.A. Cup | Semi Final Replay | Wed 15 Apr | Tottenham H. | 3 - 0 | Wolves |
| played at Highbury |
| League Cup | 2nd Round | Tue 02 Sep | Wolves | 0 - 1 | Cambridge U. |
| Cambridge United won 4-1 on aggregate |
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| 1979/1980 | F.A. Cup | 5th Round | Sat 16 Feb | Wolves | 0 - 3 | Watford |
| League Cup | Final | Sat 15 Mar | Wolves | 1 - 0 | Nottm. Forest |
| played at Wembley |
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| 1978/1979 | F.A. Cup | Semi Final | Sat 31 Mar | Arsenal | 2 - 0 | Wolves |
| played at Villa Park |
| League Cup | 2nd Round | Wed 30 Aug | Reading | 1 - 0 | Wolves |
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| 1977/1978 | F.A. Cup | 4th Round | Sat 28 Jan | Arsenal | 2 - 1 | Wolves |
| League Cup | 2nd Round | Tue 30 Aug | Wolves | 1 - 3 | Luton Town |
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| 1976/1977 | F.A. Cup | 6th Round | Sat 19 Mar | Wolves | 0 - 1 | Leeds Utd. |
| League Cup | 2nd Round | Tue 31 Aug | Wolves | 1 - 2 | Sheff. Wed. |
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| 1975/1976 | F.A. Cup | 6th Round Replay | Tue 09 Mar | Wolves | 2 - 3 | Man. Utd. |
| after extra time, 90 minutes ?-? |
| League Cup | 4th Round | Wed 12 Nov | Mansfield Town | 1 - 0 | Wolves |
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| 1974/1975 | F.A. Cup | 3rd Round | Sat 04 Jan | Wolves | 1 - 2 | Ipswich Town |
| League Cup | 2nd Round | Wed 11 Sep | Wolves | 1 - 3 | Fulham |
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| 1973/1974 | F.A. Cup | 3rd Round Replay | Wed 09 Jan | Leeds Utd. | 1 - 0 | Wolves |
| League Cup | Final | Sat 02 Mar | Wolves | 2 - 1 | Man. City |
| played at Wembley |
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| 1972/1973 | F.A. Cup | Semi Final | Sat 07 Apr | Leeds Utd. | 1 - 0 | Wolves |
| played at Maine Road |
| League Cup | Semi Final | Sat 30 Dec | Tottenham H. | 2 - 2 | Wolves |
| Tottenham Hotspur won 4-3 on aggregate |
| (Invitation) Cup | 1st Round | Sat 29 Jul | Bristol Rvs. | 2 - 0 | Wolves |
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| 1971/1972 | F.A. Cup | 3rd Round Replay | Wed 19 Jan | Leicester City | 2 - 0 | Wolves |
| League Cup | 2nd Round | Wed 08 Sep | Man. City | 4 - 3 | Wolves |
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| 1970/1971 | F.A. Cup | 4th Round | Sat 23 Jan | Derby County | 2 - 1 | Wolves |
| League Cup | 2nd Round | Wed 09 Sep | Oxford Utd. | 1 - 0 | Wolves |
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| 1969/1970 | F.A. Cup | 3rd Round | Sat 03 Jan | Burnley | 3 - 0 | Wolves |
| League Cup | 4th Round | Wed 15 Oct | Q.P.R. | 3 - 1 | Wolves |
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| 1968/1969 | F.A. Cup | 4th Round | Sat 25 Jan | Tottenham H. | 2 - 1 | Wolves |
| League Cup | 4th Round | Wed 16 Oct | Blackpool | 2 - 1 | Wolves |
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| 1967/1968 | F.A. Cup | 3rd Round | Sat 27 Jan | Rotherham U. | 1 - 0 | Wolves |
| League Cup | 2nd Round | Tue 12 Sep | Huddersfield | 1 - 0 | Wolves |
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| 1966/1967 | F.A. Cup | 4th Round Replay | Tue 21 Feb | Everton | 3 - 1 | Wolves |
| League Cup | 3rd Round | Wed 05 Oct | Fulham | 5 - 0 | Wolves |
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| 1965/1966 | F.A. Cup | 5th Round | Sat 05 Mar | Wolves | 2 - 4 | Man. Utd. |
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| 1964/1965 | F.A. Cup | 6th Round | Wed 10 Mar | Wolves | 3 - 5 | Man. Utd. |
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| 1963/1964 | F.A. Cup | 3rd Round | Sat 04 Jan | Arsenal | 2 - 1 | Wolves |
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| 1962/1963 | F.A. Cup | 3rd Round | Tue 29 Jan | Nottm. Forest | 4 - 3 | Wolves |
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| 1961/1962 | F.A. Cup | 4th Round | Sat 27 Jan | Wolves | 1 - 2 | West Brom. |
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| 1960/1961 | F.A. Cup | 3rd Round Replay | Wed 11 Jan | Huddersfield | 2 - 1 | Wolves |
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| 1959/1960 | F.A. Cup | Final | Sat 07 May | Wolves | 3 - 0 | Blackburn R. |
| played at Wembley |
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| 1958/1959 | F.A. Cup | 4th Round | Sat 24 Jan | Wolves | 1 - 2 | Bolton Wdrs. |
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| 1957/1958 | F.A. Cup | 6th Round | Sat 01 Mar | Bolton Wdrs. | 2 - 1 | Wolves |
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| 1956/1957 | F.A. Cup | 4th Round | Sat 26 Jan | Wolves | 0 - 1 | Bournemouth & Boscombe Ath. |
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| 1955/1956 | F.A. Cup | 3rd Round | Sat 07 Jan | Wolves | 1 - 2 | West Brom. |
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| 1954/1955 | F.A. Cup | 6th Round | Sat 12 Mar | Sunderland | 2 - 0 | Wolves |
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| 1953/1954 | F.A. Cup | 3rd Round | Sat 09 Jan | Wolves | 1 - 2 | Birmingham C. |
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| 1952/1953 | F.A. Cup | 3rd Round | Sat 10 Jan | Preston N.E. | 5 - 2 | Wolves |
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| 1951/1952 | F.A. Cup | 4th Round | Sat 02 Feb | Liverpool | 2 - 1 | Wolves |
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| 1950/1951 | F.A. Cup | Semi Final Replay | Wed 14 Mar | Newcastle Utd. | 2 - 1 | Wolves |
| played at Huddersfield |
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| 1949/1950 | F.A. Cup | 5th Round Replay | Wed 15 Feb | Blackpool | 1 - 0 | Wolves |
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| 1948/1949 | F.A. Cup | Final | Sat 30 Apr | Wolves | 3 - 1 | Leicester City |
| played at Wembley |
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| 1947/1948 | F.A. Cup | 4th Round Replay | Sat 31 Jan | Everton | 3 - 2 | Wolves |
| after extra time, 90 minutes ?-? |
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| 1946/1947 | F.A. Cup | 4th Round Replay | Wed 29 Jan | Sheff. Utd. | 2 - 0 | Wolves |
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| 1945/1946 | F.A. Cup | 4th Round | Wed 30 Jan | Wolves | 1 - 1 | Charlton Ath. |
| Charlton Athletic won 6-3 on aggregate |
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| 1938/1939 | F.A. Cup | Final | Sat 29 Apr | Portsmouth | 4 - 1 | Wolves |
| played at Wembley |
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| 1937/1938 | F.A. Cup | 4th Round | Sat 22 Jan | Wolves | 1 - 2 | Arsenal |
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| 1936/1937 | F.A. Cup | 6th Round 2nd Replay | Mon 15 Mar | Sunderland | 4 - 0 | Wolves |
| played at Hillsbrough |
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| 1935/1936 | F.A. Cup | 3rd Round Replay | Wed 15 Jan | Leeds Utd. | 3 - 1 | Wolves |
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| 1934/1935 | F.A. Cup | 4th Round | Sat 26 Jan | Wolves | 1 - 2 | Sheff. Wed. |
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| 1933/1934 | F.A. Cup | 4th Round | Sat 27 Jan | Derby County | 3 - 0 | Wolves |
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| 1932/1933 | F.A. Cup | 3rd Round | Sat 14 Jan | Wolves | 3 - 6 | Derby County |
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| 1931/1932 | F.A. Cup | 4th Round | Sat 23 Jan | Preston N.E. | 2 - 0 | Wolves |
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| 1930/1931 | F.A. Cup | 6th Round Replay | Wed 04 Mar | Wolves | 1 - 2 | West Brom. |
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| 1929/1930 | F.A. Cup | 3rd Round | Sat 11 Jan | Oldham Ath. | 1 - 0 | Wolves |
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| 1928/1929 | F.A. Cup | 3rd Round | Sat 12 Jan | Wolves | 0 - 1 | Mansfield Town |
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| 1927/1928 | F.A. Cup | 4th Round | Sat 28 Jan | Sheff. Utd. | 3 - 1 | Wolves |
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| 1926/1927 | F.A. Cup | 6th Round | Sat 05 Mar | Arsenal | 2 - 1 | Wolves |
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| 1925/1926 | F.A. Cup | 3rd Round Replay | Wed 13 Jan | Arsenal | 1 - 0 | Wolves |
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| 1924/1925 | F.A. Cup | 1st Round Replay | Thu 15 Jan | Wolves | 0 - 1 | Hull City |
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| 1923/1924 | F.A. Cup | 3rd Round Replay | Wed 27 Feb | Wolves | 0 - 2 | West Brom. |
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| 1922/1923 | F.A. Cup | 2nd Round | Sat 03 Feb | Wolves | 0 - 2 | Liverpool |
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| 1921/1922 | F.A. Cup | 1st Round | Sat 07 Jan | Preston N.E. | 3 - 0 | Wolves |
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| 1920/1921 | F.A. Cup | Final | Sat 23 Apr | Tottenham H. | 1 - 0 | Wolves |
| played at Stamford Bridge |
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| 1919/1920 | F.A. Cup | 2nd Round | Sat 31 Jan | Wolves | 1 - 2 | Cardiff City |
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| 1914/1915 | F.A. Cup | 2nd Round | Sat 30 Jan | The Wednesday | 2 - 0 | Wolves |
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| 1913/1914 | F.A. Cup | 2nd Round Replay | Wed 04 Feb | The Wednesday | 1 - 0 | Wolves |
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| 1912/1913 | F.A. Cup | 2nd Round | Sat 01 Feb | Bradford P.A. | 3 - 0 | Wolves |
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| 1911/1912 | F.A. Cup | 3rd Round | Sat 24 Feb | Blackburn R. | 3 - 2 | Wolves |
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| 1910/1911 | F.A. Cup | 3rd Round | Sat 25 Feb | Wolves | 0 - 2 | Chelsea |
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| 1909/1910 | F.A. Cup | 2nd Round | Sat 05 Feb | Wolves | 1 - 5 | West Ham Utd. |
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| 1908/1909 | F.A. Cup | 1st Round Replay | Thu 21 Jan | Crystal Palace | 4 - 2 | Wolves |
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| 1907/1908 | F.A. Cup | Final | Sat 25 Apr | Wolves | 3 - 1 | Newcastle Utd. |
| played at Crystal Palace |
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| 1906/1907 | F.A. Cup | 1st Round | Sat 12 Jan | The Wednesday | 3 - 2 | Wolves |
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| 1905/1906 | F.A. Cup | 2nd Round | Sat 03 Feb | Bradford City | 5 - 0 | Wolves |
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| 1904/1905 | F.A. Cup | 2nd Round | Sat 18 Feb | Wolves | 2 - 3 | Southampton |
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| 1903/1904 | F.A. Cup | 2nd Round 2nd Replay | Mon 29 Feb | Derby County | 1 - 0 | Wolves |
| played at Villa Park |
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| 1902/1903 | F.A. Cup | 1st Round | Sat 07 Feb | Bury | 1 - 0 | Wolves |
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| 1901/1902 | F.A. Cup | 1st Round | Sat 25 Jan | Wolves | 0 - 2 | Bolton Wdrs. |
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| 1900/1901 | F.A. Cup | 3rd Round | Sat 23 Mar | Wolves | 0 - 4 | Sheff. Utd. |
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| 1899/1900 | F.A. Cup | 1st Round Replay | Wed 31 Jan | Wolves | 0 - 1 | Q.P.R. |
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| 1898/1899 | F.A. Cup | 2nd Round | Sat 11 Feb | Derby County | 2 - 1 | Wolves |
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| 1897/1898 | F.A. Cup | 2nd Round | Sat 12 Feb | Wolves | 0 - 1 | Derby County |
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| 1896/1897 | F.A. Cup | 2nd Round | Sat 13 Feb | Blackburn R. | 2 - 1 | Wolves |
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| 1895/1896 | F.A. Cup | Final | Sat 18 Apr | The Wednesday | 2 - 1 | Wolves |
| played at Crystal Palace |
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| 1894/1895 | F.A. Cup | 3rd Round | Sat 02 Mar | West Brom. | 1 - 0 | Wolves |
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