| Season | Competition |
Round Reached | Date |
Home | |
Away |
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| 2008/2009 | Champions League | 3rd Qualifying Round | Wed 27 Aug | Arsenal | 4 - 0 | Twente |
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| 2007/2008 | Champions League | Quarter Final | Tue 08 Apr | Liverpool | 4 - 2 | Arsenal |
| Liverpool won 5-3 on aggregate |
| F.A. Cup | 5th Round | Sat 16 Feb | Man. Utd. | 4 - 0 | Arsenal |
| League Cup | Semi Final | Tue 22 Jan | Tottenham H. | 5 - 1 | Arsenal |
| Tottenham Hotspur won 6-2 on aggregate |
|
| 2006/2007 | Champions League | Last 16 Knockout Stage | Wed 07 Mar | Arsenal | 1 - 1 | PSV Eindhoven |
| PSV Eindhoven won 2-1 on aggregate |
| F.A. Cup | 5th Round Replay | Wed 28 Feb | Blackburn R. | 1 - 0 | Arsenal |
| League Cup | Final | Sun 25 Feb | Chelsea | 2 - 1 | Arsenal |
| played at Millennium Stadium, Cardiff |
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| 2005/2006 | Champions League | Final | Wed 17 May | Arsenal | 1 - 2 | Barcelona |
| Playing at Stade de France |
| F.A. Cup | 4th Round | Sat 28 Jan | Bolton Wdrs. | 1 - 0 | Arsenal |
| League Cup | Semi Final | Tue 24 Jan | Arsenal | 2 - 1 | Wigan Ath. |
| after extra time, 90 minutes 1-0, Wigan Athletic won on away goals rule |
| Charity Shield | Final | Sun 07 Aug | Chelsea | 2 - 1 | Arsenal |
| played at Millennium Stadium, Cardiff |
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| 2004/2005 | Champions League | Last 16 Knockout Stage | Wed 09 Mar | Arsenal | 1 - 0 | Bayern Munich |
| Bayern Munich won 3-2 on aggregate |
| F.A. Cup | Final | Sat 21 May | Arsenal | 0 - 0 | Man. Utd. |
| after extra time, 90 minutes 0-0, Arsenal won 5-4 on penalties, played at Millennium Stadium, Cardiff |
| League Cup | Quarter Final | Wed 01 Dec | Man. Utd. | 1 - 0 | Arsenal |
| Charity Shield | Final | Sun 08 Aug | Arsenal | 3 - 1 | Man. Utd. |
| played at Millennium Stadium, Cardiff |
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| 2003/2004 | Champions League | Quarter Final | Tue 06 Apr | Arsenal | 1 - 2 | Chelsea |
| Chelsea won 3-2 on aggregate |
| F.A. Cup | Semi Final | Sat 03 Apr | Arsenal | 0 - 1 | Man. Utd. |
| played at Villa Park |
| League Cup | Semi Final | Tue 03 Feb | Middlesbrough | 2 - 1 | Arsenal |
| Middlesbrough won 3-1 on aggregate |
| Charity Shield | Final | Sun 10 Aug | Man. Utd. | 1 - 1 | Arsenal |
| Manchester United won 4-3 on penalties; played at Millennium Stadium, Cardiff |
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| 2002/2003 | Champions League | Second Stage Group B | Wed 19 Mar | Valencia | 2 - 1 | Arsenal |
| F.A. Cup | Final | Sat 17 May | Arsenal | 1 - 0 | Southampton |
| played at Millennium Stadium, Cardiff |
| League Cup | 3rd Round | Wed 06 Nov | Arsenal | 2 - 3 | Sunderland |
| Charity Shield | Final | Sun 11 Aug | Arsenal | 1 - 0 | Liverpool |
| played at Millennium Stadium, Cardiff |
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| 2001/2002 | Champions League | Second Stage Group D | Wed 20 Mar | Juventus | 1 - 0 | Arsenal |
| F.A. Cup | Final | Sat 04 May | Chelsea | 0 - 2 | Arsenal |
| played at Millennium Stadium, Cardiff |
| League Cup | Quarter Final | Tue 11 Dec | Blackburn R. | 4 - 0 | Arsenal |
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| 2000/2001 | F.A. Cup | Final | Sat 12 May | Arsenal | 1 - 2 | Liverpool |
| played at Millennium Stadium, Cardiff |
| League Cup | 3rd Round | Wed 01 Nov | Arsenal | 1 - 2 | Ipswich Town |
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| 1999/2000 | F.A. Cup | 4th Round Replay | Wed 19 Jan | Leicester City | 0 - 0 | Arsenal |
| after extra time, 90 minutes 0-0, Leicester City won 6-5 on penalties |
| League Cup | 4th Round | Tue 30 Nov | Middlesbrough | 2 - 2 | Arsenal |
| after extra time, 90 minutes 2-2, Middlesbrough won 3-1 on penalties |
| Charity Shield | Final | Sun 01 Aug | Arsenal | 2 - 1 | Man. Utd. |
| played at Wembley |
|
| 1998/1999 | F.A. Cup | Semi Final Replay | Wed 14 Apr | Man. Utd. | 2 - 1 | Arsenal |
| after extra time, 90 minutes 1-1; played at Villa Park |
| League Cup | 4th Round | Wed 11 Nov | Arsenal | 0 - 5 | Chelsea |
| Charity Shield | Final | Sun 09 Aug | Arsenal | 3 - 0 | Man. Utd. |
| played at Wembley |
|
| 1997/1998 | F.A. Cup | Final | Sat 16 May | Arsenal | 2 - 0 | Newcastle Utd. |
| played at Wembley |
| League Cup | Semi Final | Wed 18 Feb | Chelsea | 3 - 1 | Arsenal |
| Chelsea won 4-3 on aggregate |
|
| 1996/1997 | F.A. Cup | 4th Round | Tue 04 Feb | Arsenal | 0 - 1 | Leeds Utd. |
| League Cup | 4th Round | Wed 27 Nov | Liverpool | 4 - 2 | Arsenal |
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| 1995/1996 | F.A. Cup | 3rd Round Replay | Wed 17 Jan | Sheff. Utd. | 1 - 0 | Arsenal |
| League Cup | Semi Final | Wed 21 Feb | Aston Villa | 0 - 0 | Arsenal |
| after extra time, 90 minutes 0-0, aggregate 2-2, Aston Villa won on away goals rule |
|
| 1994/1995 | F.A. Cup | 3rd Round Replay | Wed 18 Jan | Arsenal | 0 - 2 | Millwall |
| League Cup | Quarter Final | Wed 11 Jan | Liverpool | 1 - 0 | Arsenal |
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| 1993/1994 | F.A. Cup | 4th Round Replay | Wed 09 Feb | Arsenal | 1 - 3 | Bolton Wdrs. |
| after extra time, 90 minutes 1-1 |
| League Cup | 4th Round | Tue 30 Nov | Arsenal | 0 - 1 | Aston Villa |
| Charity Shield | Final | Sat 07 Aug | Man. Utd. | 1 - 1 | Arsenal |
| after extra time, 90 minutes 1-1, Manchester United won 5-4 on penalties |
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| 1992/1993 | F.A. Cup | Final Replay | Thu 20 May | Arsenal | 2 - 1 | Sheff. Wed. |
| after extra time, 90 minutes 1-1; played at Wembley |
| League Cup | Final | Sun 18 Apr | Arsenal | 2 - 1 | Sheff. Wed. |
| played at Wembley |
|
| 1991/1992 | F.A. Cup | 3rd Round | Sat 04 Jan | Wrexham | 2 - 1 | Arsenal |
| League Cup | 3rd Round | Wed 30 Oct | Coventry City | 1 - 0 | Arsenal |
| Charity Shield | Final | Sat 10 Aug | Arsenal | 0 - 0 | Tottenham H. |
| shield shared; played at Wembley |
|
| 1990/1991 | F.A. Cup | Semi Final | Sun 14 Apr | Tottenham H. | 3 - 1 | Arsenal |
| played at Wembley |
| League Cup | 4th Round | Wed 28 Nov | Arsenal | 2 - 6 | Man. Utd. |
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| 1989/1990 | F.A. Cup | 4th Round Replay | Wed 31 Jan | Q.P.R. | 2 - 0 | Arsenal |
| League Cup | 4th Round | Wed 22 Nov | Oldham Ath. | 3 - 1 | Arsenal |
| Charity Shield | Final | Sat 12 Aug | Liverpool | 1 - 0 | Arsenal |
| played at Wembley |
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| 1988/1989 | F.A. Cup | 3rd Round Replay | Wed 11 Jan | Arsenal | 0 - 1 | West Ham Utd. |
| League Cup | 3rd Round 2nd Replay | Wed 23 Nov | Liverpool | 2 - 1 | Arsenal |
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| 1987/1988 | F.A. Cup | 6th Round | Sat 12 Mar | Arsenal | 1 - 2 | Nottm. Forest |
| League Cup | Final | Sun 24 Apr | Luton Town | 3 - 2 | Arsenal |
| played at Wembley |
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| 1986/1987 | F.A. Cup | 6th Round | Sat 14 Mar | Arsenal | 1 - 3 | Watford |
| League Cup | Final | Sun 05 Apr | Arsenal | 2 - 1 | Liverpool |
| played at Wembley |
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| 1985/1986 | F.A. Cup | 5th Round 2nd Replay | Wed 05 Mar | Luton Town | 3 - 0 | Arsenal |
| League Cup | Quarter Final Replay | Tue 04 Feb | Arsenal | 1 - 2 | Aston Villa |
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| 1984/1985 | F.A. Cup | 4th Round | Sat 26 Jan | York City | 1 - 0 | Arsenal |
| League Cup | 3rd Round | Wed 31 Oct | Oxford Utd. | 3 - 2 | Arsenal |
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| 1983/1984 | F.A. Cup | 3rd Round | Sat 07 Jan | Middlesbrough | 3 - 2 | Arsenal |
| League Cup | 4th Round | Tue 29 Nov | Arsenal | 1 - 2 | Walsall |
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| 1982/1983 | F.A. Cup | Semi Final | Sat 16 Apr | Man. Utd. | 2 - 1 | Arsenal |
| played at Villa Park |
| League Cup | Semi Final | Tue 22 Feb | Man. Utd. | 2 - 1 | Arsenal |
| Manchester United won 6-3 on aggregate |
|
| 1981/1982 | F.A. Cup | 3rd Round | Sat 02 Jan | Tottenham H. | 1 - 0 | Arsenal |
| League Cup | 4th Round Replay | Tue 08 Dec | Liverpool | 3 - 0 | Arsenal |
|
| 1980/1981 | F.A. Cup | 3rd Round | Sat 03 Jan | Everton | 2 - 0 | Arsenal |
| League Cup | 4th Round | Tue 04 Nov | Tottenham H. | 1 - 0 | Arsenal |
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| 1979/1980 | F.A. Cup | Final | Sat 10 May | West Ham Utd. | 1 - 0 | Arsenal |
| played at Wembley |
| League Cup | Quarter Final | Tue 11 Dec | Arsenal | 1 - 1 | Swindon Town |
| Charity Shield | Final | Sat 11 Aug | Liverpool | 3 - 1 | Arsenal |
| played at Wembley |
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| 1978/1979 | F.A. Cup | Final | Sat 12 May | Arsenal | 3 - 2 | Man. Utd. |
| played at Wembley |
| League Cup | 2nd Round | Tue 29 Aug | Rotherham U. | 3 - 1 | Arsenal |
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| 1977/1978 | F.A. Cup | Final | Sat 06 May | Ipswich Town | 1 - 0 | Arsenal |
| played at Wembley |
| League Cup | Semi Final | Tue 14 Feb | Arsenal | 0 - 0 | Liverpool |
| Liverpool won 2-1 on aggregate |
|
| 1976/1977 | F.A. Cup | 5th Round | Sat 26 Feb | Middlesbrough | 4 - 1 | Arsenal |
| League Cup | Quarter Final | Wed 01 Dec | Q.P.R. | 2 - 1 | Arsenal |
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| 1975/1976 | F.A. Cup | 3rd Round | Sat 03 Jan | Wolves | 3 - 0 | Arsenal |
| League Cup | 2nd Round Replay | Tue 23 Sep | Arsenal | 0 - 1 | Everton |
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| 1974/1975 | F.A. Cup | 6th Round | Sat 08 Mar | Arsenal | 0 - 2 | West Ham Utd. |
| League Cup | 2nd Round Replay | Wed 18 Sep | Leicester City | 2 - 1 | Arsenal |
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| 1973/1974 | F.A. Cup | 4th Round Replay | Wed 30 Jan | Aston Villa | 2 - 0 | Arsenal |
| League Cup | 2nd Round | Tue 02 Oct | Arsenal | 0 - 1 | Tranmere Rvs. |
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| 1972/1973 | F.A. Cup | Semi Final | Sat 07 Apr | Sunderland | 2 - 1 | Arsenal |
| played at Hillsbrough |
| League Cup | Quarter Final | Tue 21 Nov | Arsenal | 0 - 3 | Norwich City |
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| 1971/1972 | F.A. Cup | Final | Sat 06 May | Leeds Utd. | 1 - 0 | Arsenal |
| played at Wembley |
| League Cup | 4th Round Replay | Mon 08 Nov | Sheff. Utd. | 2 - 0 | Arsenal |
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| 1970/1971 | F.A. Cup | Final | Sat 08 May | Arsenal | 2 - 1 | Liverpool |
| after extra time, 90 minutes 0-0; played at Wembley |
| League Cup | 4th Round Replay | Mon 09 Nov | Arsenal | 0 - 2 | Crystal Palace |
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| 1969/1970 | F.A. Cup | 3rd Round Replay | Thu 15 Jan | Blackpool | 3 - 2 | Arsenal |
| League Cup | 3rd Round Replay | Wed 01 Oct | Everton | 1 - 0 | Arsenal |
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| 1968/1969 | F.A. Cup | 5th Round | Wed 12 Feb | West Brom. | 1 - 0 | Arsenal |
| League Cup | Final | Sat 15 Mar | Swindon Town | 3 - 1 | Arsenal |
| played at Wembley |
|
| 1967/1968 | F.A. Cup | 5th Round Replay | Tue 12 Mar | Birmingham C. | 2 - 1 | Arsenal |
| League Cup | Final | Sat 02 Mar | Leeds Utd. | 1 - 0 | Arsenal |
| played at Wembley |
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| 1966/1967 | F.A. Cup | 5th Round | Sat 11 Mar | Birmingham C. | 1 - 0 | Arsenal |
| League Cup | 3rd Round | Wed 05 Oct | Arsenal | 1 - 3 | West Ham Utd. |
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| 1965/1966 | F.A. Cup | 3rd Round | Sat 22 Jan | Blackburn R. | 3 - 0 | Arsenal |
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| 1964/1965 | F.A. Cup | 4th Round | Sat 30 Jan | Peterborough | 2 - 1 | Arsenal |
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| 1963/1964 | F.A. Cup | 5th Round | Sat 15 Feb | Arsenal | 0 - 1 | Liverpool |
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| 1962/1963 | F.A. Cup | 5th Round | Sat 16 Mar | Arsenal | 1 - 2 | Liverpool |
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| 1961/1962 | F.A. Cup | 4th Round | Wed 31 Jan | Man. Utd. | 1 - 0 | Arsenal |
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| 1960/1961 | F.A. Cup | 3rd Round | Sat 07 Jan | Sunderland | 2 - 1 | Arsenal |
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| 1959/1960 | F.A. Cup | 3rd Round 2nd Replay | Mon 18 Jan | Rotherham U. | 2 - 0 | Arsenal |
| played at neutral ground |
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| 1958/1959 | F.A. Cup | 5th Round Replay | Wed 18 Feb | Sheff. Utd. | 3 - 0 | Arsenal |
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| 1957/1958 | F.A. Cup | 3rd Round | Sat 04 Jan | Northampton | 3 - 1 | Arsenal |
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| 1956/1957 | F.A. Cup | 6th Round Replay | Tue 05 Mar | Arsenal | 1 - 2 | West Brom. |
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| 1955/1956 | F.A. Cup | 6th Round | Sat 03 Mar | Arsenal | 1 - 3 | Birmingham C. |
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| 1954/1955 | F.A. Cup | 4th Round | Sat 29 Jan | Wolves | 1 - 0 | Arsenal |
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| 1953/1954 | F.A. Cup | 4th Round | Sat 30 Jan | Arsenal | 1 - 2 | Norwich City |
| Charity Shield | Final | Mon 12 Oct | Arsenal | 3 - 1 | Blackpool |
| played at Highbury |
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| 1952/1953 | F.A. Cup | 6th Round | Sat 28 Feb | Arsenal | 1 - 2 | Blackpool |
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| 1951/1952 | F.A. Cup | Final | Sat 03 May | Newcastle Utd. | 1 - 0 | Arsenal |
| played at Wembley |
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| 1950/1951 | F.A. Cup | 5th Round | Sat 10 Feb | Man. Utd. | 1 - 0 | Arsenal |
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| 1949/1950 | F.A. Cup | Final | Sat 29 Apr | Arsenal | 2 - 0 | Liverpool |
| played at Wembley |
|
| 1948/1949 | F.A. Cup | 4th Round | Sat 29 Jan | Derby County | 1 - 0 | Arsenal |
| Charity Shield | Final | Wed 06 Oct | Arsenal | 4 - 3 | Man. Utd. |
| played at Highbury |
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| 1947/1948 | F.A. Cup | 3rd Round | Sat 10 Jan | Arsenal | 0 - 1 | Bradford P.A. |
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| 1946/1947 | F.A. Cup | 3rd Round 2nd Replay | Mon 20 Jan | Chelsea | 2 - 0 | Arsenal |
| played at neutral ground |
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| 1945/1946 | F.A. Cup | 3rd Round | Wed 09 Jan | Arsenal | 1 - 0 | West Ham Utd. |
| West Ham United won 6-1 on aggregate |
|
| 1938/1939 | F.A. Cup | 3rd Round | Sat 07 Jan | Chelsea | 2 - 1 | Arsenal |
| Charity Shield | Final | Mon 26 Sep | Arsenal | 2 - 1 | Preston N.E. |
| played at Highbury |
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| 1937/1938 | F.A. Cup | 5th Round | Sat 12 Feb | Arsenal | 0 - 1 | Preston N.E. |
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| 1936/1937 | F.A. Cup | 6th Round | Sat 06 Mar | West Brom. | 3 - 1 | Arsenal |
| Charity Shield | Final | Wed 28 Oct | Sunderland | 2 - 1 | Arsenal |
| played at Roker Park |
|
| 1935/1936 | F.A. Cup | Final | Sat 25 Apr | Arsenal | 1 - 0 | Sheff. Utd. |
| played at Wembley |
| Charity Shield | Final | Wed 23 Oct | Arsenal | 0 - 1 | Sheff. Wed. |
| played at Highbury |
|
| 1934/1935 | F.A. Cup | 6th Round | Sat 02 Mar | Sheff. Wed. | 2 - 1 | Arsenal |
| Charity Shield | Final | Wed 28 Nov | Arsenal | 4 - 0 | Man. City |
| played at Highbury |
|
| 1933/1934 | F.A. Cup | 6th Round | Sat 03 Mar | Arsenal | 1 - 2 | Aston Villa |
| Charity Shield | Final | Wed 18 Oct | Everton | 0 - 3 | Arsenal |
| played at Goodison Park |
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| 1932/1933 | F.A. Cup | 3rd Round | Sat 14 Jan | Walsall | 2 - 0 | Arsenal |
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| 1931/1932 | F.A. Cup | Final | Sat 23 Apr | Newcastle Utd. | 2 - 1 | Arsenal |
| played at Wembley |
| Charity Shield | Final | Wed 07 Oct | Arsenal | 1 - 0 | West Brom. |
| played at Villa Park |
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| 1930/1931 | F.A. Cup | 4th Round | Sat 24 Jan | Chelsea | 2 - 1 | Arsenal |
| Charity Shield | Final | Wed 08 Oct | Sheff. Wed. | 1 - 2 | Arsenal |
| played at Stamford Bridge |
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| 1929/1930 | F.A. Cup | Final | Sat 26 Apr | Arsenal | 2 - 0 | Huddersfield |
| played at Wembley |
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| 1928/1929 | F.A. Cup | 6th Round | Sat 02 Mar | Aston Villa | 1 - 0 | Arsenal |
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| 1927/1928 | F.A. Cup | Semi Final | Sat 24 Mar | Blackburn R. | 1 - 0 | Arsenal |
| played at Filbert Street |
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| 1926/1927 | F.A. Cup | Final | Sat 23 Apr | Cardiff City | 1 - 0 | Arsenal |
| played at Wembley |
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| 1925/1926 | F.A. Cup | 6th Round | Sat 06 Mar | Swansea Town | 2 - 1 | Arsenal |
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| 1924/1925 | F.A. Cup | 1st Round 2nd Replay | Wed 21 Jan | West Ham Utd. | 1 - 0 | Arsenal |
| played at Stamford Bridge |
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| 1923/1924 | F.A. Cup | 2nd Round | Sat 02 Feb | Cardiff City | 1 - 0 | Arsenal |
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| 1922/1923 | F.A. Cup | 1st Round Replay | Wed 17 Jan | Arsenal | 1 - 4 | Liverpool |
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| 1921/1922 | F.A. Cup | 4th Round Replay | Wed 08 Mar | Preston N.E. | 2 - 1 | Arsenal |
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| 1920/1921 | F.A. Cup | 1st Round | Sat 08 Jan | Q.P.R.< |
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