Football League Cup 2022/23, Second Round |
 | 23.08.2022 |  | Colchester United | – | Brentford | | 0:2 (0:1) |
| Colchester |
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 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 2010/11, Second round |
| 24.08.2010 | | Sunderland | – | Colchester United | | 2:0 (2:0) |
| Sunderland |
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 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 2003/04, Second round |
| 23.09.2003 | | Rotherham United | – | Colchester United | | 1:0 (1:0) |
| Rotherham |
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 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 |
| 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 1998/99, First Round |
| 11.08.1998 | | AFC Bournemouth | – | Colchester United | | 2:0 (1:0) |
| Bournemouth |
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, 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 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 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 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 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, First Round |
| 14.09.1983 | | Reading | – | Colchester United | | 4:3 aet |
| |
Football League Cup 1982/83, Second round |
| 26.10.1982 | | Southampton | – | Colchester United | | 4:2 |
| |
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 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 |
| 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 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 1976/77, First Round |
| 14.08.1976 | | Millwall | – | Colchester United | | 2:1 |
| |
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 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 1970/71, Second round |
| 15.09.1970 | | Birmingham City | – | Colchester United | | 2:1 * |
| |
Football League Cup 1969/70, Second round |
| 03.09.1969 | | Ipswich Town | – | Colchester United | | 4:0 |
| |
Football League Cup 1968/69, Second round |
| 04.09.1968 | | Colchester United | – | Workington | | 0:1 |
| |
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 1964/65, First Round |
| 10.09.1964 | | Torquay United | – | Colchester United | | 3:0 * |
| |
Football League Cup 1963/64, Fourth Round |
| 26.11.1963 | | Workington | – | Colchester United | | 2:1 |
| |
Football League Cup 1962/63, Second round |
| 26.09.1962 | | Northampton Town | – | Colchester United | | 2:0 |
| |
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 |
| |
