Football League Cup 2022/23, First Round |
 | 09.08.2022 |  | Ipswich Town | – | Colchester United | | 0:1 (0:1) |
| Ipswich |
Football League Cup 2019/20, Fourth Round |
| 29.10.2019 | | Crawley Town | – | Colchester United | | 1:3 (1:1) |
| Crawley |
Football League Cup 2019/20, First Round |
| 13.08.2019 | | Colchester United | – | Swindon Town | | 3:0 (0:0) |
| Colchester |
Football League Cup 2010/11, First Round |
| 10.08.2010 | | Hereford United | – | Colchester United | | 0:3 (0:2) |
| Hereford |
Football League Cup 2008/09, First Round |
| 12.08.2008 | | Gillingham | – | Colchester United | | 0:1 (0:1) |
| Gillingham |
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, First Round |
| 12.08.2003 | | Colchester United | – | Plymouth Argyle | | 2:1 (2:1) |
| Colchester |
Football League Cup 2001/02, First Round |
| 21.08.2001 | | Portsmouth | – | Colchester United | | 1:2 (0:0) |
| Portsmouth |
Football League Cup 2000/01, First Round |
| 06.09.2000 | | Queens Park Rangers | – | Colchester United | | 1:4 (1:2) |
| London |
Football League Cup 1998/99, First Round |
| 18.08.1998 | | Colchester United | – | AFC Bournemouth | | 3:2 (1:2) |
| Colchester |
Football League Cup 1996/97, First Round |
| 03.09.1996 | | West Bromwich Albion | – | Colchester United | | 1:3 (0:1) |
| West Bromwich |
Football League Cup 1995/96, First Round |
| 15.08.1995 | | Colchester United | – | Bristol City | | 2:1 (2:1) |
| Colchester |
Football League Cup 1983/84, Second round |
| 25.10.1983 | | Colchester United | – | Swansea City |  | 1:0 |
| |
Football League Cup 1983/84, First Round |
| 30.08.1983 | | Colchester United | – | Reading | | 3:2 |
| |
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, Second round |
| 06.10.1981 | | Colchester United | – | Cambridge United | | 3:1 |
| |
Football League Cup 1981/82, First Round |
| 01.09.1981 | | Colchester United | – | Gillingham | | 2:0 |
| |
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, First Round |
| 11.08.1979 | | Colchester United | – | Watford | | 2:0 |
| |
Football League Cup 1977/78, Second round |
| 07.09.1977 | | Colchester United | – | Blackburn Rovers | | 4:0 * |
| |
Football League Cup 1977/78, First Round |
| 16.08.1977 | | Colchester United | – | Aldershot | | 4:1 |
| |
Football League Cup 1976/77, First Round |
| 17.08.1976 | | Colchester United | – | Millwall | | 2:1 |
| |
Football League Cup 1975/76, First Round |
| 25.08.1975 | | Colchester United | – | Crystal Palace | | 3:1 |
| |
Football League Cup 1974/75, Fourth Round |
| 25.11.1974 | | Southampton | – | Colchester United | | 0:1 * |
| |
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 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, First Round |
| 19.08.1970 | | Colchester United | – | Cambridge United | | 5:0 |
| |
Football League Cup 1969/70, First Round |
| 20.08.1969 | | Reading | – | Colchester United | | 0:3 * |
| |
Football League Cup 1968/69, First Round |
| 13.08.1968 | | Colchester United | – | Reading | | 2:0 |
| |
Football League Cup 1965/66, First Round |
| 01.09.1965 | | Colchester United | – | Exeter City | | 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, First Round |
| 06.09.1962 | | Watford | – | Colchester United | | 1:2 |
| |
Football League Cup 1960/61, First Round |
| 10.10.1960 | | Colchester United | – | Newcastle United | | 4:1 |
| |
