| Season | Competition |
Round Reached | Date |
Home | |
Away |
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| 2007/2008 | F.A. Cup | 3rd Round Replay | Tue 15 Jan | Reading | 0 - 1 | Tottenham H. |
| League Cup | 3rd Round | Tue 25 Sep | Reading | 2 - 4 | Liverpool |
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| 2006/2007 | F.A. Cup | 5th Round Replay | Tue 27 Feb | Reading | 2 - 3 | Man. Utd. |
| League Cup | 3rd Round | Wed 25 Oct | Liverpool | 4 - 3 | Reading |
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| 2005/2006 | F.A. Cup | 4th Round Replay | Tue 07 Feb | Birmingham C. | 2 - 1 | Reading |
| League Cup | 4th Round | Tue 29 Nov | Arsenal | 3 - 0 | Reading |
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| 2004/2005 | F.A. Cup | 4th Round | Sat 29 Jan | Reading | 1 - 2 | Leicester City |
| League Cup | 2nd Round | Tue 21 Sep | Reading | 0 - 3 | Watford |
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| 2003/2004 | F.A. Cup | 3rd Round Replay | Tue 13 Jan | Reading | 1 - 2 | Preston N.E. |
| League Cup | 4th Round | Wed 03 Dec | Reading | 0 - 1 | Chelsea |
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| 2002/2003 | F.A. Cup | 3rd Round Replay | Tue 14 Jan | Reading | 1 - 1 | Walsall |
| after extra time, 90 minutes 1-1, Walsall won 4-1 on penalties |
| League Cup | 1st Round | Tue 10 Sep | Cambridge U. | 3 - 1 | Reading |
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| 2001/2002 | F.A. Cup | 2nd Round | Sat 08 Dec | York City | 2 - 0 | Reading |
| League Cup | 3rd Round | Wed 10 Oct | Aston Villa | 1 - 0 | Reading |
| (Associate Members) | Southern Section Quarter-Final | Tue 04 Dec | Barnet | 4 - 1 | Reading |
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| 2000/2001 | F.A. Cup | 2nd Round Replay | Tue 19 Dec | Reading | 1 - 3 | York City |
| League Cup | 1st Round | Tue 05 Sep | Reading | 0 - 2 | Leyton Orient |
| (Associate Members) | Southern Section Quarter-Final | Tue 30 Jan | Swansea City | 1 - 0 | Reading |
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| 1999/2000 | F.A. Cup | 3rd Round Replay | Tue 21 Dec | Plymouth Arg. | 1 - 0 | Reading |
| League Cup | 2nd Round | Wed 22 Sep | Reading | 2 - 2 | Bradford City |
| after extra time, 90 minutes 1-1, aggregate 3-3, Bradford City won on away goals rule |
| (Associate Members) | Southern Section Semi-Final | Tue 15 Feb | Bristol City | 4 - 0 | Reading |
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| 1998/1999 | F.A. Cup | 1st Round | Sat 14 Nov | Reading | 0 - 1 | Stoke City |
| League Cup | 2nd Round | Wed 23 Sep | Reading | 1 - 1 | Barnsley |
| Barnsley won 4-1 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 08 Dec | Bournemouth | 2 - 0 | Reading |
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| 1997/1998 | F.A. Cup | 5th Round | Fri 13 Feb | Sheff. Utd. | 1 - 0 | Reading |
| League Cup | Quarter Final | Tue 06 Jan | Reading | 0 - 1 | Middlesbrough |
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| 1996/1997 | F.A. Cup | 4th Round | Sat 25 Jan | Portsmouth | 3 - 0 | Reading |
| League Cup | 1st Round | Tue 03 Sep | Wycombe Wdrs. | 2 - 0 | Reading |
| Wycombe Wanderers won 3-1 on aggregate |
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| 1995/1996 | F.A. Cup | 4th Round | Sat 27 Jan | Reading | 0 - 3 | Man. Utd. |
| League Cup | Quarter Final | Wed 10 Jan | Leeds Utd. | 2 - 1 | Reading |
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| 1994/1995 | F.A. Cup | 3rd Round | Sat 07 Jan | Reading | 1 - 3 | Oldham Ath. |
| League Cup | 2nd Round | Wed 28 Sep | Derby County | 2 - 0 | Reading |
| after extra time, 90 minutes 2-0, aggregate 3-3, Derby County won on away goals rule |
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| 1993/1994 | F.A. Cup | 1st Round Replay | Wed 24 Nov | Reading | 1 - 2 | Cambridge U. |
| League Cup | 2nd Round | Wed 06 Oct | Reading | 1 - 2 | Man. City |
| Manchester City won 3-2 on aggregate |
| (Associate Members) | Southern Section Quarter-Final | Tue 11 Jan | Fulham | 1 - 0 | Reading |
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| 1992/1993 | F.A. Cup | 3rd Round Replay | Wed 13 Jan | Reading | 0 - 4 | Man. City |
| League Cup | 2nd Round | Wed 07 Oct | Reading | 0 - 2 | Watford |
| Watford won 4-2 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 09 Feb | Exeter City | 2 - 2 | Reading |
| after extra time, 90 minutes 1-1, Exeter City won 4-2 on penalties |
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| 1991/1992 | F.A. Cup | 3rd Round | Sat 04 Jan | Bolton Wdrs. | 2 - 0 | Reading |
| League Cup | 1st Round | Wed 28 Aug | Reading | 0 - 3 | Cambridge U. |
| Cambridge United won 4-0 on aggregate |
| (Associate Members) | Southern Section Preliminary Round Group Three | Wed 20 Nov | Reading | 0 - 2 | Northampton |
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| 1990/1991 | F.A. Cup | 1st Round | Sat 17 Nov | Colchester U. | 2 - 1 | Reading |
| League Cup | 1st Round | Wed 05 Sep | Oxford Utd. | 2 - 1 | Reading |
| Oxford United won 3-1 on aggregate |
| (Associate Members) | Southern Section Preliminary Round Group Three | Fri 07 Dec | Reading | 1 - 4 | Southend Utd. |
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| 1989/1990 | F.A. Cup | 4th Round Replay | Wed 31 Jan | Newcastle Utd. | 4 - 1 | Reading |
| League Cup | 2nd Round | Wed 04 Oct | Newcastle Utd. | 4 - 0 | Reading |
| Newcastle United won 5-3 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 23 Jan | Brentford | 2 - 1 | Reading |
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| 1988/1989 | F.A. Cup | 4th Round Replay | Wed 01 Feb | Reading | 1 - 2 | Grimsby Town |
| League Cup | 2nd Round | Wed 12 Oct | Bradford City | 2 - 1 | Reading |
| Bradford City won 3-2 on aggregate |
| (Associate Members) | Southern Section 1st Round | Wed 18 Jan | Reading | 2 - 3 | Hereford Utd. |
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| 1987/1988 | F.A. Cup | 3rd Round | Sat 09 Jan | Reading | 0 - 1 | Southampton |
| League Cup | 4th Round Replay | Tue 24 Nov | Bradford City | 1 - 0 | Reading |
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| 1986/1987 | F.A. Cup | 3rd Round | Sat 10 Jan | Reading | 1 - 3 | Arsenal |
| League Cup | 2nd Round | Wed 08 Oct | Aston Villa | 4 - 1 | Reading |
| Aston Villa won 5-2 on aggregate |
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| 1985/1986 | F.A. Cup | 4th Round Replay | Tue 28 Jan | Bury | 3 - 0 | Reading |
| League Cup | 1st Round | Tue 03 Sep | Bournemouth | 2 - 0 | Reading |
| Bournemouth won 5-1 on aggregate |
| (Associate Members) | Southern Section Preliminary Round Group Seven | Thu 06 Mar | Reading | 0 - 3 | Orient |
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| 1984/1985 | F.A. Cup | 3rd Round | Sat 05 Jan | Barnsley | 4 - 3 | Reading |
| League Cup | 1st Round | Tue 04 Sep | Millwall | 4 - 3 | Reading |
| Millwall won 5-4 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 26 Feb | Brentford | 2 - 0 | Reading |
| Brentford won 5-1 on aggregate |
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| 1983/1984 | F.A. Cup | 2nd Round Replay | Wed 14 Dec | Oxford Utd. | 3 - 0 | Reading |
| League Cup | 1st Round | Wed 14 Sep | Reading | 4 - 3 | Colchester U. |
| aggregate 6-6, Colchester United won on away goals rule |
| (Associate Members) | Southern Section 1st Round | Mon 20 Feb | Southend Utd. | 5 - 0 | Reading |
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| 1982/1983 | F.A. Cup | 1st Round | Sat 20 Nov | Reading | 1 - 2 | Bishop's St. |
| League Cup | 1st Round | Wed 15 Sep | Oxford Utd. | 2 - 0 | Reading |
| Oxford United won 4-0 on aggregate |
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| 1981/1982 | F.A. Cup | 1st Round | Sat 21 Nov | Bournemouth | 1 - 0 | Reading |
| League Cup | 1st Round | Tue 15 Sep | Charlton Ath. | 3 - 1 | Reading |
| Charlton Athletic won 5-3 on aggregate |
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| 1980/1981 | F.A. Cup | 1st Round | Sat 22 Nov | Reading | 1 - 2 | Fulham |
| League Cup | 2nd Round | Tue 02 Sep | Luton Town | 1 - 1 | Reading |
| Luton Town won 3-1 on aggregate |
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| 1979/1980 | F.A. Cup | 4th Round | Sat 26 Jan | Swansea City | 4 - 1 | Reading |
| League Cup | 2nd Round | Tue 04 Sep | Mansfield Town | 4 - 2 | Reading |
| Mansfield Town won 7-6 on aggregate |
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| 1978/1979 | F.A. Cup | 3rd Round | Tue 09 Jan | Notts. County | 4 - 2 | Reading |
| League Cup | 4th Round Replay | Tue 14 Nov | Southampton | 2 - 0 | Reading |
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| 1977/1978 | F.A. Cup | 2nd Round | Sat 17 Dec | Wealdstone | 2 - 1 | Reading |
| League Cup | 1st Round Replay | Tue 23 Aug | Watford | 5 - 0 | Reading |
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| 1976/1977 | F.A. Cup | 3rd Round | Sat 08 Jan | Hereford Utd. | 1 - 0 | Reading |
| League Cup | 1st Round Replay | Wed 25 Aug | Peterborough | 3 - 1 | Reading |
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| 1975/1976 | F.A. Cup | 1st Round | Sat 22 Nov | Hendon | 1 - 0 | Reading |
| League Cup | 1st Round | Mon 25 Aug | Gillingham | 1 - 1 | Reading |
| Gillingham won 2-1 on aggregate |
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| 1974/1975 | F.A. Cup | 1st Round | Sat 23 Nov | Swindon Town | 4 - 0 | Reading |
| League Cup | 3rd Round | Wed 09 Oct | Reading | 1 - 2 | Burnley |
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| 1973/1974 | F.A. Cup | 2nd Round | Sat 15 Dec | Southend Utd. | 2 - 0 | Reading |
| League Cup | 2nd Round | Mon 08 Oct | Everton | 1 - 0 | Reading |
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| 1972/1973 | F.A. Cup | 4th Round Replay | Wed 07 Feb | Reading | 1 - 3 | Sunderland |
| League Cup | 1st Round 2nd Replay | Mon 28 Aug | Reading | 0 - 1 | Fulham |
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| 1971/1972 | F.A. Cup | 4th Round | Sat 05 Feb | Reading | 1 - 2 | Arsenal |
| League Cup | 1st Round | Wed 18 Aug | Gillingham | 4 - 0 | Reading |
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| 1970/1971 | F.A. Cup | 3rd Round | Wed 06 Jan | Watford | 5 - 0 | Reading |
| League Cup | 1st Round | Wed 19 Aug | Newport Co. | 2 - 1 | Reading |
| (Invitation) Cup | 1st Round | Sat 01 Aug | Reading | 2 - 3 | Man. Utd. |
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| 1969/1970 | F.A. Cup | 1st Round | Sat 15 Nov | Brentwood Town | 1 - 0 | Reading |
| League Cup | 1st Round Replay | Wed 20 Aug | Reading | 0 - 3 | Colchester U. |
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| 1968/1969 | F.A. Cup | 3rd Round | Sat 04 Jan | Newcastle Utd. | 4 - 0 | Reading |
| League Cup | 1st Round | Tue 13 Aug | Colchester U. | 2 - 0 | Reading |
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| 1967/1968 | F.A. Cup | 3rd Round Replay | Wed 31 Jan | Reading | 0 - 7 | Man. City |
| League Cup | 3rd Round | Wed 11 Oct | Arsenal | 1 - 0 | Reading |
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| 1966/1967 | F.A. Cup | 2nd Round | Mon 16 Jan | Aldershot | 1 - 0 | Reading |
| League Cup | 2nd Round | Wed 14 Sep | Leicester City | 5 - 0 | Reading |
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| 1965/1966 | F.A. Cup | 3rd Round | Sat 22 Jan | Reading | 2 - 3 | Sheff. Wed. |
| League Cup | 4th Round | Wed 03 Nov | Cardiff City | 5 - 1 | Reading |
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| 1964/1965 | F.A. Cup | 4th Round Replay | Tue 02 Feb | Burnley | 1 - 0 | Reading |
| League Cup | 4th Round | Wed 04 Nov | Aston Villa | 3 - 1 | Reading |
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| 1963/1964 | F.A. Cup | 2nd Round | Sat 07 Dec | Luton Town | 2 - 1 | Reading |
| League Cup | 1st Round Replay | Mon 23 Sep | Brentford | 2 - 0 | Reading |
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| 1962/1963 | F.A. Cup | 1st Round | Sat 03 Nov | Swindon Town | 4 - 2 | Reading |
| League Cup | 2nd Round | Wed 26 Sep | Cardiff City | 5 - 1 | Reading |
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| 1961/1962 | F.A. Cup | 1st Round Replay | Mon 06 Nov | Newport Co. | 1 - 0 | Reading |
| League Cup | 2nd Round | Mon 16 Oct | Watford | 3 - 1 | Reading |
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| 1960/1961 | F.A. Cup | 3rd Round Replay | Wed 11 Jan | Barnsley | 3 - 1 | Reading |
| League Cup | 2nd Round | Wed 12 Oct | Reading | 3 - 5 | Bristol Rvs. |
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| 1959/1960 | F.A. Cup | 3rd Round | Sat 09 Jan | Nottm. Forest | 1 - 0 | Reading |
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| 1958/1959 | F.A. Cup | 1st Round Replay | Wed 19 Nov | Reading | 0 - 2 | Watford |
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| 1957/1958 | F.A. Cup | 3rd Round | Sat 04 Jan | Leyton Orient | 1 - 0 | Reading |
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| 1956/1957 | F.A. Cup | 3rd Round Replay | Wed 09 Jan | Reading | 1 - 2 | Wrexham |
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| 1955/1956 | F.A. Cup | 2nd Round Replay | Wed 14 Dec | Aldershot | 3 - 0 | Reading |
| after extra time, 90 minutes 0-0 |
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| 1954/1955 | F.A. Cup | 3rd Round Replay | Wed 12 Jan | Man. Utd. | 4 - 1 | Reading |
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| 1953/1954 | F.A. Cup | 1st Round | Sat 21 Nov | Ipswich Town | 4 - 1 | Reading |
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| 1952/1953 | F.A. Cup | 1st Round Replay | Wed 26 Nov | Reading | 1 - 3 | Crystal Palace |
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| 1951/1952 | F.A. Cup | 3rd Round | Sat 12 Jan | Reading | 0 - 3 | Swansea Town |
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| 1950/1951 | F.A. Cup | 3rd Round | Sat 06 Jan | Newport Co. | 3 - 2 | Reading |
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| 1949/1950 | F.A. Cup | 3rd Round | Sat 07 Jan | Reading | 2 - 3 | Doncaster Rvs. |
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| 1948/1949 | F.A. Cup | 2nd Round Replay | Sat 18 Dec | Reading | 1 - 2 | Hull City |
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| 1947/1948 | F.A. Cup | 3rd Round | Sat 10 Jan | West Brom. | 2 - 0 | Reading |
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| 1946/1947 | F.A. Cup | 3rd Round Replay | Tue 14 Jan | Grimsby Town | 3 - 1 | Reading |
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| 1945/1946 | F.A. Cup | 1st Round | Sat 24 Nov | Aldershot | 7 - 3 | Reading |
| Aldershot won 8-6 on aggregate |
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| 1938/1939 | F.A. Cup | 1st Round Replay | Mon 05 Dec | Newport Co. | 3 - 1 | Reading |
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| 1937/1938 | F.A. Cup | 1st Round | Sat 27 Nov | Guildford City | 1 - 0 | Reading |
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| 1936/1937 | F.A. Cup | 3rd Round | Sat 16 Jan | Man. Utd. | 1 - 0 | Reading |
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| 1935/1936 | F.A. Cup | 3rd Round | Sat 11 Jan | Reading | 1 - 3 | Man. Utd. |
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| 1934/1935 | F.A. Cup | 5th Round | Sat 16 Feb | Reading | 0 - 1 | Arsenal |
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| 1933/1934 | F.A. Cup | 3rd Round | Sat 13 Jan | Reading | 1 - 2 | Oldham Ath. |
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| 1932/1933 | F.A. Cup | 3rd Round Replay | Mon 23 Jan | Reading | 0 - 2 | Millwall |
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| 1931/1932 | F.A. Cup | 1st Round | Sat 28 Nov | Reading | 0 - 1 | Crystal Palace |
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| 1930/1931 | F.A. Cup | 3rd Round 2nd Replay | Mon 19 Jan | Crystal Palace | 2 - 0 | Reading |
| played at Stamford Bridge |
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| 1929/1930 | F.A. Cup | 3rd Round | Sat 11 Jan | Aston Villa | 5 - 1 | Reading |
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| 1928/1929 | F.A. Cup | 5th Round | Sat 16 Feb | Reading | 1 - 3 | Aston Villa |
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| 1927/1928 | F.A. Cup | 4th Round | Sat 28 Jan | Reading | 0 - 1 | Leicester City |
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| 1926/1927 | F.A. Cup | Semi Final | Sat 26 Mar | Cardiff City | 3 - 0 | Reading |
| played at Wolverhampton |
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| 1925/1926 | F.A. Cup | 3rd Round | Sat 09 Jan | Bournemouth & Boscombe Ath. | 2 - 0 | Reading |
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| 1921/1922 | F.A. Cup | 1st Round | Sat 07 Jan | Northampton | 3 - 0 | Reading |
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| 1920/1921 | F.A. Cup | 1st Round Replay | Mon 17 Jan | Chelsea | 3 - 1 | Reading |
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| 1919/1920 | F.A. Cup | 1st Round | Sat 10 Jan | Plymouth Arg. | 2 - 0 | Reading |
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| 1914/1915 | F.A. Cup | 1st Round | Sat 09 Jan | Reading | 0 - 1 | Wolves |
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| 1913/1914 | F.A. Cup | 1st Round | Sat 10 Jan | Bradford P.A. | 5 - 1 | Reading |
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| 1912/1913 | F.A. Cup | 3rd Round | Sat 22 Feb | Reading | 1 - 2 | Blackburn R. |
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| 1911/1912 | F.A. Cup | 3rd Round Replay | Thu 29 Feb | Man. Utd. | 3 - 0 | Reading |
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| 1909/1910 | F.A. Cup | 1st Round | Sat 15 Jan | Wolves | 5 - 0 | Reading |
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| 1908/1909 | F.A. Cup | 1st Round 2nd Replay | Mon 25 Jan | Norwich City | 3 - 2 | Reading |
| played at Villa Park |
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| 1907/1908 | F.A. Cup | 1st Round | Sat 11 Jan | Q.P.R. | 1 - 0 | Reading |
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| 1906/1907 | F.A. Cup | 1st Round | Sat 12 Jan | Bradford City | 2 - 0 | Reading |
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| 1905/1906 | F.A. Cup | 2nd Round | Sat 03 Feb | Tottenham H. | 3 - 2 | Reading |
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| 1904/1905 | F.A. Cup | 1st Round 2nd Replay | Mon 13 Feb | Fulham | 1 - 0 | Reading |
| played at White Hart Lane |
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| 1903/1904 | F.A. Cup | 1st Round Replay | Wed 10 Feb | Bolton Wdrs. | 3 - 2 | Reading |
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| 1902/1903 | F.A. Cup | 1st Round Replay | Wed 11 Feb | Reading | 3 - 6 | Nottm. Forest |
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| 1901/1902 | F.A. Cup | 2nd Round | Sat 08 Feb | Reading | 0 - 1 | Portsmouth |
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| 1900/1901 | F.A. Cup | 3rd Round Replay | Thu 28 Mar | Tottenham H. | 3 - 0 | Reading |
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| 1899/1900 | F.A. Cup | 1st Round | Sat 27 Jan | Newcastle Utd. | 2 - 1 | Reading |
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| 1893/1894 | F.A. Cup | 1st Round | Sat 27 Jan | Preston N.E. | 18 - 0 | Reading |
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| 1887/1888 | F.A. Cup | 1st Round | Sat 15 Oct | Reading | 0 - 2 | Dulwich |
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| 1886/1887 | F.A. Cup | 1st Round | Sat 23 Oct | Old Carthus. | 2 - 1 | Reading |
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| 1885/1886 | F.A. Cup | 1st Round | Sat 31 Oct | Rochester | 6 - 1 | Reading |
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| 1884/1885 | F.A. Cup | 2nd Round | Sat 06 Dec | Upton Park | 3 - 1 | Reading |
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| 1883/1884 | |
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