| Season | Competition |
Round Reached | Date |
Home | |
Away |
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| 2007/2008 | F.A. Cup | 3rd Round Replay | Tue 22 Jan | Barnet | 1 - 1 | Swindon Town |
| after extra time, 90 minutes 1-1, Barnet won 2-0 on penalties |
| League Cup | 1st Round | Tue 14 Aug | Swindon Town | 0 - 2 | Charlton Ath. |
| (Associate Members) | Southern Section 2nd Round | Tue 09 Oct | Swindon Town | 1 - 3 | Cheltenham T. |
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| 2006/2007 | F.A. Cup | 3rd Round | Sat 06 Jan | Crystal Palace | 2 - 1 | Swindon Town |
| League Cup | 1st Round | Tue 22 Aug | Swindon Town | 2 - 2 | Brentford |
| after extra time, 90 minutes 2-2, Brentford win 4-3 on pens |
| (Associate Members) | Southern Section 1st Round | Tue 17 Oct | Wycombe Wdrs. | 1 - 0 | Swindon Town |
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| 2005/2006 | F.A. Cup | 1st Round Replay | Wed 16 Nov | Boston Utd. | 4 - 1 | Swindon Town |
| League Cup | 1st Round | Tue 23 Aug | Swindon Town | 1 - 3 | Wycombe Wdrs. |
| (Associate Members) | Southern Section 2nd Round | Tue 22 Nov | Peterborough | 2 - 1 | Swindon Town |
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| 2004/2005 | F.A. Cup | 2nd Round Replay | Wed 15 Dec | Notts. County | 2 - 0 | Swindon Town |
| League Cup | 2nd Round | Tue 21 Sep | Leeds Utd. | 1 - 0 | Swindon Town |
| (Associate Members) | Southern Section Semi-Final | Tue 25 Jan | Southend Utd. | 2 - 0 | Swindon Town |
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| 2003/2004 | F.A. Cup | 1st Round | Sat 08 Nov | Wycombe Wdrs. | 4 - 1 | Swindon Town |
| League Cup | 2nd Round | Wed 24 Sep | Leeds Utd. | 2 - 2 | Swindon Town |
| after extra time, 90 minutes 2-2, Leeds United won 4-3 on penalties |
| (Associate Members) | Southern Section 1st Round | Wed 15 Oct | Boston Utd. | 2 - 1 | Swindon Town |
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| 2002/2003 | F.A. Cup | 2nd Round | Sun 08 Dec | Oxford Utd. | 1 - 0 | Swindon Town |
| League Cup | 1st Round | Wed 11 Sep | Swindon Town | 1 - 2 | Wycombe Wdrs. |
| (Associate Members) | Southern Section 2nd Round | Tue 12 Nov | Kidderminster | 3 - 2 | Swindon Town |
| after extra time, 90 minutes 2-2, Kidderminster Harriers won on golden goal rule |
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| 2001/2002 | F.A. Cup | 3rd Round | Sat 05 Jan | Man. City | 2 - 0 | Swindon Town |
| League Cup | 2nd Round | Tue 11 Sep | West Brom. | 2 - 0 | Swindon Town |
| after extra time, 90 minutes 0-0 |
| (Associate Members) | Southern Section 1st Round | Tue 16 Oct | Colchester U. | 1 - 0 | Swindon Town |
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| 2000/2001 | F.A. Cup | 3rd Round | Sat 06 Jan | Swindon Town | 0 - 2 | Coventry City |
| League Cup | 2nd Round | Tue 26 Sep | Swindon Town | 0 - 1 | Tranmere Rvs. |
| (Associate Members) | Southern Section Semi-Final | Tue 13 Feb | Southend Utd. | 2 - 1 | Swindon Town |
| after extra time, 90 minutes 1-1, Southend United won on the golden goal rule |
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| 1999/2000 | F.A. Cup | 3rd Round | Sat 11 Dec | Charlton Ath. | 2 - 1 | Swindon Town |
| League Cup | 1st Round | Tue 24 Aug | Leyton Orient | 1 - 1 | Swindon Town |
| Leyton Orient won 2-1 on aggregate |
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| 1998/1999 | F.A. Cup | 3rd Round Replay | Tue 19 Jan | Barnsley | 3 - 1 | Swindon Town |
| League Cup | 1st Round | Tue 18 Aug | Wycombe Wdrs. | 2 - 0 | Swindon Town |
| Wycombe Wanderers won 3-2 on aggregate |
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| 1997/1998 | F.A. Cup | 3rd Round | Sat 03 Jan | Swindon Town | 1 - 2 | Stevenage B. |
| League Cup | 1st Round | Tue 26 Aug | Watford | 1 - 1 | Swindon Town |
| Watford won 3-1 on aggregate |
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| 1996/1997 | F.A. Cup | 3rd Round | Sun 05 Jan | Everton | 3 - 0 | Swindon Town |
| League Cup | 3rd Round | Wed 23 Oct | Man. Utd. | 2 - 1 | Swindon Town |
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| 1995/1996 | F.A. Cup | 5th Round Replay | Wed 28 Feb | Southampton | 2 - 0 | Swindon Town |
| League Cup | 2nd Round | Wed 04 Oct | Blackburn R. | 2 - 0 | Swindon Town |
| Blackburn Rovers won 5-2 on aggregate |
| (Associate Members) | Southern Section 1st Round | Wed 29 Nov | Swindon Town | 0 - 1 | Hereford Utd. |
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| 1994/1995 | F.A. Cup | 4th Round | Sat 28 Jan | Watford | 1 - 0 | Swindon Town |
| League Cup | Semi Final | Wed 08 Mar | Bolton Wdrs. | 3 - 1 | Swindon Town |
| Bolton Wanderers won 4-3 on aggregate |
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| 1993/1994 | F.A. Cup | 3rd Round Replay | Tue 18 Jan | Ipswich Town | 2 - 1 | Swindon Town |
| after extra time, 90 minutes ?-? |
| League Cup | 3rd Round | Tue 26 Oct | Portsmouth | 2 - 0 | Swindon Town |
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| 1992/1993 | F.A. Cup | 3rd Round | Mon 04 Jan | Q.P.R. | 3 - 0 | Swindon Town |
| League Cup | 3rd Round | Tue 27 Oct | Swindon Town | 0 - 1 | Oldham Ath. |
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| 1991/1992 | F.A. Cup | 5th Round | Sun 16 Feb | Swindon Town | 1 - 2 | Aston Villa |
| League Cup | 4th Round | Tue 17 Dec | Swindon Town | 0 - 1 | Crystal Palace |
| (Full Members) | Southern Section 2nd Round | Wed 23 Oct | Chelsea | 1 - 0 | Swindon Town |
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| 1990/1991 | F.A. Cup | 4th Round | Sat 26 Jan | Norwich City | 3 - 1 | Swindon Town |
| League Cup | 3rd Round Replay | Tue 06 Nov | Swindon Town | 0 - 1 | Sheff. Wed. |
| (Full Members) | Southern Section 2nd Round | Wed 12 Dec | Chelsea | 1 - 0 | Swindon Town |
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| 1989/1990 | F.A. Cup | 3rd Round | Sat 06 Jan | Bristol City | 2 - 1 | Swindon Town |
| League Cup | 4th Round Replay | Tue 16 Jan | Southampton | 4 - 2 | Swindon Town |
| (Full Members) | Southern Section Semi-Final | Tue 13 Feb | Crystal Palace | 1 - 0 | Swindon Town |
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| 1988/1989 | F.A. Cup | 4th Round Replay | Wed 01 Feb | West Ham Utd. | 1 - 0 | Swindon Town |
| League Cup | 2nd Round | Wed 12 Oct | Crystal Palace | 2 - 0 | Swindon Town |
| Crystal Palace won 4-1 on aggregate |
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| 1987/1988 | F.A. Cup | 4th Round | Sat 30 Jan | Newcastle Utd. | 5 - 0 | Swindon Town |
| League Cup | 3rd Round Replay | Tue 03 Nov | Watford | 4 - 2 | Swindon Town |
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| 1986/1987 | F.A. Cup | 4th Round | Tue 03 Feb | Swindon Town | 1 - 2 | Leeds Utd. |
| League Cup | 2nd Round | Wed 08 Oct | Swindon Town | 0 - 0 | Southampton |
| Southampton won 3-0 on aggregate |
| (Associate Members) | Southern Section Semi-Final | Tue 10 Mar | Swindon Town | 2 - 3 | Aldershot |
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| 1985/1986 | F.A. Cup | 1st Round Replay | Wed 20 Nov | Bristol City | 4 - 2 | Swindon Town |
| League Cup | 4th Round | Tue 26 Nov | Ipswich Town | 6 - 1 | Swindon Town |
| (Associate Members) | Southern Section Preliminary Round Group Four | Tue 11 Mar | Swindon Town | 1 - 1 | Hereford Utd. |
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| 1984/1985 | F.A. Cup | 1st Round Replay | Mon 26 Nov | Swindon Town | 1 - 2 | Dagenham |
| after extra time, 90 minutes ?-? |
| League Cup | 1st Round | Tue 04 Sep | Bristol Rvs. | 0 - 1 | Swindon Town |
| Bristol Rovers won 5-2 on aggregate |
| (Associate Members) | Southern Section 1st Round | Tue 05 Feb | Swindon Town | 0 - 0 | Torquay Utd. |
| after extra time, 1-1 on aggregate; Torquay won on penalties |
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| 1983/1984 | F.A. Cup | 4th Round | Sat 28 Jan | Swindon Town | 1 - 2 | Blackburn R. |
| League Cup | 1st Round | Tue 13 Sep | Plymouth Arg. | 4 - 1 | Swindon Town |
| Plymouth Argyle won 4-2 on aggregate |
| (Associate Members) | Southern Section Quarter-Final | Tue 27 Mar | Millwall | 3 - 1 | Swindon Town |
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| 1982/1983 | F.A. Cup | 4th Round | Sat 29 Jan | Burnley | 3 - 1 | Swindon Town |
| League Cup | 1st Round | Tue 14 Sep | Bristol City | 2 - 0 | Swindon Town |
| Bristol City won 3-2 on aggregate |
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| 1981/1982 | F.A. Cup | 3rd Round | Sat 02 Jan | Luton Town | 2 - 1 | Swindon Town |
| League Cup | 1st Round | Tue 15 Sep | Swindon Town | 0 - 2 | Wrexham |
| Wrexham won 5-2 on aggregate |
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| 1980/1981 | F.A. Cup | 2nd Round | Sat 13 Dec | Wimbledon | 2 - 0 | Swindon Town |
| League Cup | 3rd Round | Tue 23 Sep | Liverpool | 5 - 0 | Swindon Town |
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| 1979/1980 | F.A. Cup | 4th Round Replay | Wed 30 Jan | Tottenham H. | 2 - 1 | Swindon Town |
| League Cup | Semi Final | Tue 12 Feb | Wolves | 3 - 1 | Swindon Town |
| Wolverhampton Wanderers won 4-3 on aggregate |
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| 1978/1979 | F.A. Cup | 4th Round | Tue 30 Jan | Aldershot | 2 - 1 | Swindon Town |
| League Cup | 3rd Round Replay | Tue 10 Oct | Swindon Town | 0 - 2 | Peterborough |
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| 1977/1978 | F.A. Cup | 3rd Round | Sat 07 Jan | Nottm. Forest | 4 - 1 | Swindon Town |
| League Cup | 4th Round | Wed 07 Dec | Wrexham | 2 - 0 | Swindon Town |
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| 1976/1977 | F.A. Cup | 4th Round Replay | Tue 01 Feb | Everton | 2 - 1 | Swindon Town |
| League Cup | 1st Round | Wed 18 Aug | Northampton | 2 - 0 | Swindon Town |
| Northampton Town won 4-3 on aggregate |
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| 1975/1976 | F.A. Cup | 3rd Round Replay | Tue 06 Jan | Tooting & M. | 2 - 1 | Swindon Town |
| League Cup | 2nd Round Replay | Tue 16 Sep | Wolves | 3 - 2 | Swindon Town |
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| 1974/1975 | F.A. Cup | 4th Round Replay | Tue 28 Jan | Swindon Town | 1 - 2 | West Ham Utd. |
| League Cup | 1st Round | Tue 20 Aug | Swindon Town | 0 - 1 | Portsmouth |
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| 1973/1974 | F.A. Cup | 3rd Round Replay | Wed 09 Jan | Swindon Town | 0 - 1 | Portsmouth |
| League Cup | 2nd Round | Wed 10 Oct | Chesterfield | 1 - 0 | Swindon Town |
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| 1972/1973 | F.A. Cup | 4th Round | Sat 03 Feb | West Brom. | 2 - 0 | Swindon Town |
| League Cup | 2nd Round | Tue 05 Sep | Swindon Town | 0 - 1 | Derby County |
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| 1971/1972 | F.A. Cup | 3rd Round | Sat 15 Jan | Swindon Town | 0 - 2 | Arsenal |
| League Cup | 2nd Round | Wed 08 Sep | Colchester U. | 4 - 1 | Swindon Town |
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| 1970/1971 | F.A. Cup | 4th Round | Sat 23 Jan | Leeds Utd. | 4 - 0 | Swindon Town |
| League Cup | 4th Round | Tue 27 Oct | Fulham | 1 - 0 | Swindon Town |
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| 1969/1970 | F.A. Cup | 6th Round | Sat 21 Feb | Swindon Town | 0 - 2 | Leeds Utd. |
| League Cup | 3rd Round | Wed 24 Sep | Oxford Utd. | 1 - 0 | Swindon Town |
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| 1968/1969 | F.A. Cup | 3rd Round | Sat 04 Jan | Swindon Town | 0 - 2 | Southend Utd. |
| League Cup | Final | Sat 15 Mar | Swindon Town | 3 - 1 | Arsenal |
| played at Wembley |
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| 1967/1968 | F.A. Cup | 4th Round | Sat 17 Feb | Sheff. Wed. | 2 - 1 | Swindon Town |
| League Cup | 1st Round Replay | Tue 29 Aug | Newport Co. | 2 - 0 | Swindon Town |
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| 1966/1967 | F.A. Cup | 5th Round 2nd Replay | Mon 20 Mar | Nottm. Forest | 3 - 0 | Swindon Town |
| played at neutral ground |
| League Cup | 4th Round | Tue 25 Oct | Swindon Town | 0 - 2 | West Brom. |
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| 1965/1966 | F.A. Cup | 3rd Round | Sat 22 Jan | Swindon Town | 1 - 2 | Coventry City |
| League Cup | 2nd Round | Wed 22 Sep | Darlington | 2 - 1 | Swindon Town |
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| 1964/1965 | F.A. Cup | 3rd Round | Sat 09 Jan | Swindon Town | 1 - 2 | Ipswich Town |
| League Cup | 2nd Round | Wed 23 Sep | Swansea Town | 3 - 1 | Swindon Town |
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| 1963/1964 | F.A. Cup | 5th Round | Sat 15 Feb | Swindon Town | 1 - 3 | West Ham Utd. |
| League Cup | 4th Round Replay | Mon 25 Nov | West Ham Utd. | 4 - 1 | Swindon Town |
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| 1962/1963 | F.A. Cup | 4th Round | Tue 29 Jan | Swindon Town | 1 - 5 | Everton |
| League Cup | 3rd Round | Wed 17 Oct | Notts. County | 5 - 0 | Swindon Town |
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| 1961/1962 | F.A. Cup | 1st Round Replay | Wed 08 Nov | Kettering Tn. | 3 - 0 | Swindon Town |
| League Cup | 2nd Round | Thu 05 Oct | Preston N.E. | 3 - 1 | Swindon Town |
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| 1960/1961 | F.A. Cup | 2nd Round | Sat 26 Nov | Swindon Town | 0 - 1 | Shrewsbury Tn. |
| League Cup | 2nd Round 2nd Replay | Wed 26 Oct | Swindon Town | 0 - 2 | Shrewsbury Tn. |
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| 1959/1960 | F.A. Cup | 1st Round | Sat 14 Nov | Swindon Town | 2 - 3 | Walsall |
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| 1958/1959 | F.A. Cup | 2nd Round Replay | Thu 11 Dec | Norwich City | 1 - 0 | Swindon Town |
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| 1957/1958 | F.A. Cup | 1st Round | Sat 16 Nov | Reading | 1 - 0 | Swindon Town |
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| 1956/1957 | F.A. Cup | 2nd Round | Sat 08 Dec | Swindon Town | 0 - 1 | Bournemouth & Boscombe Ath. |
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| 1955/1956 | F.A. Cup | 4th Round | Sat 28 Jan | Charlton Ath. | 2 - 1 | Swindon Town |
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| 1954/1955 | F.A. Cup | 1st Round | Sat 20 Nov | Swindon Town | 0 - 2 | Crystal Palace |
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| 1953/1954 | F.A. Cup | 2nd Round | Sat 12 Dec | Hastings Utd. | 4 - 1 | Swindon Town |
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| 1952/1953 | F.A. Cup | 3rd Round | Sat 10 Jan | Man. City | 7 - 0 | Swindon Town |
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| 1951/1952 | F.A. Cup | 5th Round | Sat 23 Feb | Luton Town | 3 - 1 | Swindon Town |
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| 1950/1951 | F.A. Cup | 2nd Round | Sat 09 Dec | Exeter City | 3 - 0 | Swindon Town |
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| 1949/1950 | F.A. Cup | 2nd Round | Sat 10 Dec | Carlisle Utd. | 2 - 0 | Swindon Town |
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| 1948/1949 | F.A. Cup | 3rd Round | Sat 08 Jan | Swindon Town | 1 - 3 | Stoke City |
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| 1947/1948 | F.A. Cup | 5th Round | Sat 07 Feb | Southampton | 3 - 0 | Swindon Town |
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| 1946/1947 | F.A. Cup | 2nd Round | Sat 14 Dec | Notts. County | 2 - 1 | Swindon Town |
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| 1945/1946 | F.A. Cup | 1st Round | Sat 24 Nov | Bristol Rvs. | 4 - 1 | Swindon Town |
| Bristol Rovers won 4-2 on aggregate |
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| 1938/1939 | F.A. Cup | 2nd Round | Sat 10 Dec | Southport | 2 - 0 | Swindon Town |
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| 1937/1938 | F.A. Cup | 4th Round | Sat 22 Jan | Luton Town | 2 - 1 | Swindon Town |
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| 1936/1937 | F.A. Cup | 2nd Round | Sat 12 Dec | Cardiff City | 2 - 1 | Swindon Town |
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| 1935/1936 | F.A. Cup | 1st Round | Sat 30 Nov | Southall | 3 - 1 | Swindon Town |
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| 1934/1935 | F.A. Cup | 4th Round | Sat 26 Jan | Swindon Town | 0 - 2 | Preston N.E. |
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| 1933/1934 | F.A. Cup | 3rd Round | Sat 13 Jan | Brighton & HA | 3 - 1 | Swindon Town |
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| 1932/1933 | F.A. Cup | 3rd Round | Sat 14 Jan | Swindon Town | 1 - 2 | Burnley |
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| 1931/1932 | F.A. Cup | 1st Round | Sat 28 Nov | Swindon Town | 0 - 5 | Luton Town |
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| 1930/1931 | F.A. Cup | 1st Round | Sat 29 Nov | Norwich City | 2 - 0 | Swindon Town |
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| 1929/1930 | F.A. Cup | 4th Round Replay | Wed 29 Jan | Man. City | 10 - 1 | Swindon Town |
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| 1928/1929 | F.A. Cup | 5th Round Replay | Wed 20 Feb | Arsenal | 1 - 0 | Swindon Town |
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| 1927/1928 | F.A. Cup | 4th Round | Sat 28 Jan | Swindon Town | 1 - 2 | The Wednesday |
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| 1926/1927 | F.A. Cup | 1st Round Replay | Mon 29 Nov | Swindon Town | 3 - 4 | Bournemouth & Boscombe Ath. |
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| 1925/1926 | F.A. Cup | 4th Round | Sat 30 Jan | Nottm. Forest | 2 - 0 | Swindon Town |
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| 1924/1925 | F.A. Cup | 1st Round | Sat 10 Jan | Swindon Town | 1 - 2 | Fulham |
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| 1923/1924 | F.A. Cup | 4th Round Replay | Wed 12 Mar | Burnley | 3 - 1 | Swindon Town |
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| 1922/1923 | F.A. Cup | 1st Round Replay | Thu 18 Jan | Barnsley | 2 - 0 | Swindon Town |
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| 1921/1922 | F.A. Cup | 2nd Round | Sat 28 Jan | Swindon Town | 0 - 1 | Blackburn R. |
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| 1920/1921 | F.A. Cup | 2nd Round | Sat 29 Jan | Swindon Town | 0 - 2 | Chelsea |
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| 1919/1920 | F.A. Cup | 2nd Round | Sat 31 Jan | Chelsea | 4 - 0 | Swindon Town |
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| 1914/1915 | F.A. Cup | 1st Round Replay | Sat 16 Jan | Chelsea | 5 - 2 | Swindon Town |
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| 1913/1914 | F.A. Cup | 2nd Round | Sat 31 Jan | Bolton Wdrs. | 4 - 2 | Swindon Town |
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| 1912/1913 | F.A. Cup | 3rd Round | Sat 22 Feb | Sunderland | 4 - 2 | Swindon Town |
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| 1911/1912 | F.A. Cup | Semi Final Replay | Wed 03 Apr | Barnsley | 1 - 0 | Swindon Town |
| played at Notts. County |
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| 1910/1911 | F.A. Cup | 4th Round | Sat 11 Mar | Chelsea | 3 - 1 | Swindon Town |
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| 1909/1910 | F.A. Cup | Semi Final | Sat 26 Mar | Newcastle Utd. | 2 - 0 | Swindon Town |
| played at White Hart Lane |
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| 1908/1909 | F.A. Cup | 1st Round | Sat 16 Jan | Plymouth Arg. | 1 - 0 | Swindon Town |
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| 1907/1908 | F.A. Cup | 3rd Round | Sat 22 Feb | Wolves | 2 - 0 | Swindon Town |
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| 1905/1906 | F.A. Cup | 1st Round | Sat 13 Jan | Brighton & HA | 3 - 0 | Swindon Town |
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| 1887/1888 | F.A. Cup | 1st Round | Sat 08 Oct | Old Brighton. | 1 - 0 | Swindon Town |
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| 1886/1887 | F.A. Cup | 2nd Round | Sat 20 Nov | Swifts | 7 - 1 | Swindon Town |
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