Football League Cup 2024/25, Second Round |
| 28.08.2024 | | Colchester United | | Brentford | | 0:1 (0:1) |
| Colchester |
Football League Cup 2024/25, First Round |
| 13.08.2024 | | Colchester United | | Reading | | 2:2 (1:0), pen. 4:3 |
| Colchester |
Football League Cup 2023/24, First Round |
| 09.08.2023 | | Cardiff City | | Colchester United | | 2:2 (2:2), pen. 3:0 |
| Cardiff |
Football League Cup 2022/23, Second Round |
| 23.08.2022 | | Colchester United | | Brentford | | 0:2 (0:1) |
| Colchester |
Football League Cup 2022/23, First Round |
| 09.08.2022 | | Ipswich Town | | Colchester United | | 0:1 (0:1) |
| Ipswich |
Football League Cup 2021/22, First Round |
| 10.08.2021 | | Birmingham City | | Colchester United | | 1:0 (0:0) |
| Birmingham |
Football League Cup 2020/21, First Round |
| 05.09.2020 | | Reading | | Colchester United | | 3:1 (1:1) * |
| Reading |
Football League Cup 2019/20, Fifth Round |
| 18.12.2019 | | Manchester United | | Colchester United | | 3:0 (0:0) |
| Manchester |
Football League Cup 2019/20, Fourth Round |
| 29.10.2019 | | Crawley Town | | Colchester United | | 1:3 (1:1) |
| Crawley |
Football League Cup 2019/20, Third round |
| 24.09.2019 | | Colchester United | | Tottenham Hotspur | | 0:0, pen. 4:3 |
| Colchester |
Football League Cup 2019/20, Second round |
| 27.08.2019 | | Crystal Palace | | Colchester United | | 0:0, pen. 4:5 |
| London |
Football League Cup 2019/20, First Round |
| 13.08.2019 | | Colchester United | | Swindon Town | | 3:0 (0:0) |
| Colchester |
Football League Cup 2018/19, First Round |
| 14.08.2018 | | Cheltenham Town | | Colchester United | | 2:2 (1:0), pen. 6:5 |
| Cheltenham |
Football League Cup 2017/18, First Round |
| 09.08.2017 | | Colchester United | | Aston Villa | | 1:2 (1:2) |
| Colchester |
Football League Cup 2016/17, First Round |
| 09.08.2016 | | Brighton & Hove Albion | | Colchester United | | 4:0 (0:0) |
| Brighton & Hove |
Football League Cup 2015/16, First Round |
| 11.08.2015 | | Colchester United | | Reading | | 0:1 aet (0:0) |
| Colchester |
Football League Cup 2014/15, First Round |
| 12.08.2014 | | Charlton Athletic | | Colchester United | | 4:0 (1:0) |
| London |
Football League Cup 2013/14, First Round |
| 06.08.2013 | | Colchester United | | Peterborough United | | 1:5 (0:1) |
| Colchester |
Football League Cup 2012/13, First Round |
| 14.08.2012 | | Yeovil Town | | Colchester United | | 3:0 (2:0) |
| Yeovil |
Football League Cup 2011/12, First Round |
| 09.08.2011 | | Wycombe Wanderers | | Colchester United | | 3:3 aet (2:2, 2:2), pen. 5:4 |
| High Wycombe |
Football League Cup 2010/11, Second round |
| 24.08.2010 | | Sunderland | | Colchester United | | 2:0 (2:0) |
| Sunderland |
Football League Cup 2010/11, First Round |
| 10.08.2010 | | Hereford United | | Colchester United | | 0:3 (0:2) |
| Hereford |
Football League Cup 2009/10, First Round |
| 11.08.2009 | | Colchester United | | Leyton Orient | | 1:2 (0:1) |
| Colchester |
Football League Cup 2008/09, Second round |
| 26.08.2008 | | Ipswich Town | | Colchester United | | 2:1 (1:0) |
| Ipswich |
Football League Cup 2008/09, First Round |
| 12.08.2008 | | Gillingham | | Colchester United | | 0:1 (0:1) |
| Gillingham |
Football League Cup 2007/08, First Round |
| 14.08.2007 | | Shrewsbury Town | | Colchester United | | 1:0 aet (0:0) |
| Shrewsbury |
Football League Cup 2006/07, First Round |
| 22.08.2006 | | Milton Keynes Dons | | Colchester United | | 1:0 aet (0:0) |
| Milton Keynes |
Football League Cup 2005/06, First Round |
| 24.08.2005 | | Colchester United | | Cardiff City | | 0:2 (0:2) |
| Colchester |
Football League Cup 2004/05, Third round |
| 27.10.2004 | | Southampton | | Colchester United | | 3:2 (0:1) |
| Southampton |
Football League Cup 2004/05, Second round |
| 21.09.2004 | | Colchester United | | West Bromwich Albion | | 2:1 aet (1:0, 1:1) |
| Colchester |
Football League Cup 2004/05, First Round |
| 24.08.2004 | | Colchester United | | Cheltenham Town | | 2:1 (1:0) |
| Colchester |
Football League Cup 2003/04, Second round |
| 23.09.2003 | | Rotherham United | | Colchester United | | 1:0 (1:0) |
| Rotherham |
Football League Cup 2003/04, First Round |
| 12.08.2003 | | Colchester United | | Plymouth Argyle | | 2:1 (2:1) |
| Colchester |
Football League Cup 2002/03, First Round |
| 11.09.2002 | | Coventry City | | Colchester United | | 3:0 (2:0) |
| Coventry |
Football League Cup 2001/02, Second round |
| 11.09.2001 | | Colchester United | | Barnsley | | 1:3 (0:1) |
| Colchester |
Football League Cup 2001/02, First Round |
| 21.08.2001 | | Portsmouth | | Colchester United | | 1:2 (0:0) |
| Portsmouth |
Football League Cup 2000/01, Second round |
| 27.09.2000 | | Colchester United | | Sheffield United | | 0:1 (0:0) |
| Colchester |
Football League Cup 2000/01, Second round |
| 19.09.2000 | | Sheffield United | | Colchester United | | 3:0 (1:0) |
| Sheffield |
Football League Cup 2000/01, First Round |
| 06.09.2000 | | Queens Park Rangers | | Colchester United | | 1:4 (1:2) |
| London |
Football League Cup 2000/01, First Round |
| 23.08.2000 | | Colchester United | | Queens Park Rangers | | 0:1 (0:1) |
| Colchester |
Football League Cup 1999/00, First Round |
| 24.08.1999 | | Crystal Palace | | Colchester United | | 3:1 (2:0) |
| London |
Football League Cup 1999/00, First Round |
| 10.08.1999 | | Colchester United | | Crystal Palace | | 2:2 (1:0) |
| Colchester |
Football League Cup 1998/99, First Round |
| 18.08.1998 | | Colchester United | | AFC Bournemouth | | 3:2 (1:2) |
| Colchester |
Football League Cup 1998/99, First Round |
| 11.08.1998 | | AFC Bournemouth | | Colchester United | | 2:0 (1:0) |
| Bournemouth |
Football League Cup 1997/98, First Round |
| 26.08.1997 | | Luton Town | | Colchester United | | 1:1 (1:0) |
| Luton |
Football League Cup 1997/98, First Round |
| 12.08.1997 | | Colchester United | | Luton Town | | 0:1 (0:0) |
| Colchester |
Football League Cup 1996/97, Second round |
| 24.09.1996 | | Colchester United | | Huddersfield Town | | 0:2 aet (0:0) |
| Colchester |
Football League Cup 1996/97, Second round |
| 17.09.1996 | | Huddersfield Town | | Colchester United | | 1:1 (1:0) |
| Huddersfield |
Football League Cup 1996/97, First Round |
| 03.09.1996 | | West Bromwich Albion | | Colchester United | | 1:3 (0:1) |
| West Bromwich |
Football League Cup 1996/97, First Round |
| 20.08.1996 | | Colchester United | | West Bromwich Albion | | 2:3 (1:1) |
| Colchester |
Football League Cup 1995/96, First Round |
| 22.08.1995 | | Bristol City | | Colchester United | | 2:1 aet, pen. 5:3 |
| Bristol |
Football League Cup 1995/96, First Round |
| 15.08.1995 | | Colchester United | | Bristol City | | 2:1 (2:1) |
| Colchester |
Football League Cup 1994/95, First Round |
| 23.08.1994 | | Brentford | | Colchester United | | 2:0 (1:0) |
| Brentford |
Football League Cup 1994/95, First Round |
| 16.08.1994 | | Colchester United | | Brentford | | 0:2 (0:1) |
| Colchester |
Football League Cup 1993/94, First Round |
| 24.08.1993 | | Colchester United | | Fulham | | 1:2 (1:0) |
| Colchester |
Football League Cup 1993/94, First Round |
| 17.08.1993 | | Fulham | | Colchester United | | 2:1 (0:1) |
| London |
Football League Cup 1992/93, First Round |
| 26.08.1992 | | Brighton & Hove Albion | | Colchester United | | 1:0 (0:0) |
| Hove |
Football League Cup 1992/93, First Round |
| 18.08.1992 | | Colchester United | | Brighton & Hove Albion | | 1:1 (0:0) |
| Colchester |
Football League Cup 1989/90, First Round |
| 29.08.1989 | | Southend United | | Colchester United | | 2:1 |
| Southend-on-Sea |
Football League Cup 1989/90, First Round |
| 22.08.1989 | | Colchester United | | Southend United | | 3:4 |
| Colchester |
Football League Cup 1988/89, First Round |
| 06.09.1988 | | Northampton Town | | Colchester United | | 5:0 |
| Northampton |
Football League Cup 1988/89, First Round |
| 30.08.1988 | | Colchester United | | Northampton Town | | 0:0 |
| Colchester |
Football League Cup 1987/88, First Round |
| 25.08.1987 | | Colchester United | | Fulham | | 0:2 |
| Colchester |
Football League Cup 1987/88, First Round |
| 18.08.1987 | | Fulham | | Colchester United | | 3:1 |
| London |
Football League Cup 1986/87, First Round |
| 03.09.1986 | | Peterborough United | | Colchester United | | 2:0 |
| Peterborough |
Football League Cup 1986/87, First Round |
| 26.08.1986 | | Colchester United | | Peterborough United | | 0:0 |
| Colchester |
Football League Cup 1985/86, First Round |
| 03.09.1985 | | Millwall | | Colchester United | | 4:1 |
| |
Football League Cup 1985/86, First Round |
| 21.08.1985 | | Colchester United | | Millwall | | 2:3 |
| |
Football League Cup 1984/85, First Round |
| 04.09.1984 | | Colchester United | | Gillingham | | 0:2 |
| |
Football League Cup 1984/85, First Round |
| 28.08.1984 | | Gillingham | | Colchester United | | 3:2 |
| |
Football League Cup 1983/84, Third round |
| 08.11.1983 | | Colchester United | | Manchester United | | 0:2 |
| |
Football League Cup 1983/84, Second round |
| 25.10.1983 | | Colchester United | | Swansea City | | 1:0 |
| |
Football League Cup 1983/84, Second round |
| 04.10.1983 | | Swansea City | | Colchester United | | 1:1 |
| |
Football League Cup 1983/84, First Round |
| 14.09.1983 | | Reading | | Colchester United | | 4:3 aet |
| |
Football League Cup 1983/84, First Round |
| 30.08.1983 | | Colchester United | | Reading | | 3:2 |
| |
Football League Cup 1982/83, Second round |
| 26.10.1982 | | Southampton | | Colchester United | | 4:2 |
| |
Football League Cup 1982/83, Second round |
| 06.10.1982 | | Colchester United | | Southampton | | 0:0 |
| |
Football League Cup 1982/83, First Round |
| 14.09.1982 | | Aldershot | | Colchester United | | 0:1 |
| |
Football League Cup 1982/83, First Round |
| 31.08.1982 | | Colchester United | | Aldershot | | 2:0 |
| |
Football League Cup 1981/82, Third round |
| 10.11.1981 | | Tranmere Rovers | | Colchester United | | 1:0 |
| |
Football League Cup 1981/82, Second round |
| 27.10.1981 | | Cambridge United | | Colchester United | | 3:2 aet |
| |
Football League Cup 1981/82, Second round |
| 06.10.1981 | | Colchester United | | Cambridge United | | 3:1 |
| |
Football League Cup 1981/82, First Round |
| 15.09.1981 | | Gillingham | | Colchester United | | 1:1 |
| |
Football League Cup 1981/82, First Round |
| 01.09.1981 | | Colchester United | | Gillingham | | 2:0 |
| |
Football League Cup 1980/81, First Round |
| 12.08.1980 | | Gillingham | | Colchester United | | 2:1 |
| |
Football League Cup 1980/81, First Round |
| 09.08.1980 | | Colchester United | | Gillingham | | 0:2 |
| |
Football League Cup 1979/80, Second round |
| 05.09.1979 | | Aston Villa | | Colchester United | | 0:2 aet (0:1, 0:2), pen. 9:8 |
| Birmingham |
Football League Cup 1979/80, Second round |
| 28.08.1979 | | Colchester United | | Aston Villa | | 0:2 (0:1) |
| Colchester |
Football League Cup 1979/80, First Round |
| 14.08.1979 | | Watford | | Colchester United | | 2:1 |
| |
Football League Cup 1979/80, First Round |
| 11.08.1979 | | Colchester United | | Watford | | 2:0 |
| |
Football League Cup 1978/79, First Round |
| 15.08.1978 | | Charlton Athletic | | Colchester United | | 0:0 |
| |
Football League Cup 1978/79, First Round |
| 12.08.1978 | | Colchester United | | Charlton Athletic | | 2:3 |
| |
Football League Cup 1977/78, Third round |
| 26.10.1977 | | Leeds United | | Colchester United | | 4:0 |
| |
Football League Cup 1977/78, Second round |
| 07.09.1977 | | Colchester United | | Blackburn Rovers | | 4:0 * |
| |
Football League Cup 1977/78, Second round |
| 31.08.1977 | | Blackburn Rovers | | Colchester United | | 1:1 |
| |
Football League Cup 1977/78, First Round |
| 16.08.1977 | | Colchester United | | Aldershot | | 4:1 |
| |
Football League Cup 1977/78, First Round |
| 13.08.1977 | | Aldershot | | Colchester United | | 1:1 |
| |
Football League Cup 1976/77, First Round |
| 30.08.1976 | | Colchester United | | Millwall | | 4:4 aet, pen. 4:5 * |
| |
Football League Cup 1976/77, First Round |
| 17.08.1976 | | Colchester United | | Millwall | | 2:1 |
| |
Football League Cup 1976/77, First Round |
| 14.08.1976 | | Millwall | | Colchester United | | 2:1 |
| |
Football League Cup 1975/76, First Round |
| 25.08.1975 | | Colchester United | | Crystal Palace | | 3:1 |
| |
Football League Cup 1975/76, First Round |
| 19.08.1975 | | Crystal Palace | | Colchester United | | 3:0 |
| |
Football League Cup 1974/75, Fifth Round |
| 03.12.1974 | | Colchester United | | Aston Villa | | 1:2 (0:1) |
| Colchester |
Football League Cup 1974/75, Fourth Round |
| 25.11.1974 | | Southampton | | Colchester United | | 0:1 * |
| |
Football League Cup 1974/75, Fourth Round |
| 13.11.1974 | | Colchester United | | Southampton | | 0:0 |
| |
Football League Cup 1974/75, Third round |
| 09.10.1974 | | Colchester United | | Carlisle United | | 2:0 |
| |
Football League Cup 1974/75, Second round |
| 11.09.1974 | | Southend United | | Colchester United | | 0:2 |
| |
Football League Cup 1974/75, First Round |
| 20.08.1974 | | Colchester United | | Oxford United | | 1:0 |
| |
Football League Cup 1973/74, First Round |
| 29.08.1973 | | Gillingham | | Colchester United | | 4:2 |
| |
Football League Cup 1972/73, First Round |
| 16.08.1972 | | Gillingham | | Colchester United | | 1:0 |
| |
Football League Cup 1971/72, Third round |
| 05.10.1971 | | Blackpool | | Colchester United | | 4:0 |
| |
Football League Cup 1971/72, Second round |
| 08.09.1971 | | Colchester United | | Swindon Town | | 4:1 |
| |
Football League Cup 1971/72, First Round |
| 18.08.1971 | | Colchester United | | Brentford | | 3:1 |
| |
Football League Cup 1970/71, Second round |
| 15.09.1970 | | Birmingham City | | Colchester United | | 2:1 * |
| |
Football League Cup 1970/71, Second round |
| 09.09.1970 | | Colchester United | | Birmingham City | | 1:1 |
| |
Football League Cup 1970/71, First Round |
| 19.08.1970 | | Colchester United | | Cambridge United | | 5:0 |
| |
Football League Cup 1969/70, Second round |
| 03.09.1969 | | Ipswich Town | | Colchester United | | 4:0 |
| |
Football League Cup 1969/70, First Round |
| 20.08.1969 | | Reading | | Colchester United | | 0:3 * |
| |
Football League Cup 1969/70, First Round |
| 13.08.1969 | | Colchester United | | Reading | | 1:1 |
| |
Football League Cup 1968/69, Second round |
| 04.09.1968 | | Colchester United | | Workington | | 0:1 |
| |
Football League Cup 1968/69, First Round |
| 13.08.1968 | | Colchester United | | Reading | | 2:0 |
| |
Football League Cup 1967/68, First Round |
| 23.08.1967 | | Brighton & Hove Albion | | Colchester United | | 4:0 |
| |
Football League Cup 1966/67, First Round |
| 23.08.1966 | | Queens Park Rangers | | Colchester United | | 5:0 |
| |
Football League Cup 1965/66, Second round |
| 22.09.1965 | | Colchester United | | Middlesbrough | | 2:4 |
| |
Football League Cup 1965/66, First Round |
| 01.09.1965 | | Colchester United | | Exeter City | | 2:1 |
| |
Football League Cup 1964/65, First Round |
| 10.09.1964 | | Torquay United | | Colchester United | | 3:0 * |
| |
Football League Cup 1964/65, First Round |
| 02.09.1964 | | Colchester United | | Torquay United | | 1:1 |
| |
Football League Cup 1963/64, Fourth Round |
| 26.11.1963 | | Workington | | Colchester United | | 2:1 |
| |
Football League Cup 1963/64, Third round |
| 04.11.1963 | | Colchester United | | Northampton Town | | 4:1 |
| |
Football League Cup 1963/64, Second round |
| 25.09.1963 | | Colchester United | | Fulham | | 5:3 |
| |
Football League Cup 1962/63, Second round |
| 26.09.1962 | | Northampton Town | | Colchester United | | 2:0 |
| |
Football League Cup 1962/63, First Round |
| 06.09.1962 | | Watford | | Colchester United | | 1:2 |
| |
Football League Cup 1961/62, First Round |
| 13.09.1961 | | Colchester United | | Crewe Alexandra | | 1:2 |
| |
Football League Cup 1960/61, Second round |
| 31.10.1960 | | Colchester United | | Southampton | | 0:2 |
| |
Football League Cup 1960/61, First Round |
| 10.10.1960 | | Colchester United | | Newcastle United | | 4:1 |
| |