Football League Cup 2023/24, First Round |
 | 09.08.2023 | | AFC Wimbledon | – | Coventry City | | 2:1 (0:1) |
| London |
Football League Cup 2022/23, First Round |
| 10.08.2022 | | Coventry City | – | Bristol City | | 1:4 (0:3) |
| Burton upon Trent |
Football League Cup 2021/22, First Round |
| 11.08.2021 | | Coventry City | – | Northampton Town | | 1:2 (1:0) |
| Coventry |
Football League Cup 2019/20, Second round |
| 27.08.2019 | | Watford | – | Coventry City | | 3:0 (1:0) |
| Watford |
Football League Cup 2018/19, First Round |
| 14.08.2018 | | Oxford United | – | Coventry City | | 2:0 (1:0) |
| Oxford |
Football League Cup 2017/18, First Round |
| 08.08.2017 | | Coventry City | – | Blackburn Rovers | | 1:3 (1:2) |
| Coventry |
Football League Cup 2016/17, Second round |
| 23.08.2016 | | Norwich City | – | Coventry City | | 6:1 (2:0) |
| Norwich |
Football League Cup 2014/15, First Round |
| 13.08.2014 | | Coventry City | – | Cardiff City | | 1:2 (0:1) |
| Northampton |
Football League Cup 2013/14, First Round |
| 06.08.2013 | | Leyton Orient | – | Coventry City | | 3:2 (2:1) |
| London |
Football League Cup 2012/13, Third round |
| 26.09.2012 | | Arsenal | – | Coventry City | | 6:1 (1:0) |
| London |
Football League Cup 2011/12, First Round |
| 09.08.2011 | | Bury | – | Coventry City | | 3:1 (1:1) |
| Bury |
Football League Cup 2010/11, First Round |
| 10.08.2010 | | Morecambe | – | Coventry City | | 2:0 (1:0) |
| Morecambe |
Football League Cup 2009/10, First Round |
| 12.08.2009 | | Coventry City | – | Hartlepool United | | 0:1 aet
(0:0) |
| Coventry |
Football League Cup 2008/09, Second round |
| 26.08.2008 | | Coventry City | – | Newcastle United | | 2:3 aet
(1:2, 2:2) |
| Coventry |
Football League Cup 2007/08, Fourth Round |
| 30.10.2007 | | Coventry City | – | West Ham United | | 1:2 (0:0) |
| Coventry |
Football League Cup 2006/07, First Round |
| 22.08.2006 | | Hereford United | – | Coventry City | | 3:1 (1:0) |
| Hereford |
Football League Cup 2005/06, Second round |
| 20.09.2005 | | Crystal Palace | – | Coventry City | | 1:0 (0:0) |
| London |
Football League Cup 2004/05, Third round |
| 27.10.2004 | | Middlesbrough | – | Coventry City | | 3:0 (2:0) |
| Middlesbrough |
Football League Cup 2003/04, Second round |
| 24.09.2003 | | Coventry City | – | Tottenham Hotspur | | 0:3 (0:2) |
| Coventry |
Football League Cup 2002/03, Third round |
| 06.11.2002 | | Crystal Palace | – | Coventry City | | 3:0 (1:0) |
| London |
Football League Cup 2001/02, Third round |
| 09.10.2001 | | Coventry City | – | Chelsea | | 0:2 (0:0) |
| Coventry |
Football League Cup 2000/01, Fourth Round |
| 28.11.2000 | | Ipswich Town | – | Coventry City | | 2:1 (1:0) |
| Ipswich |
Football League Cup 1999/00, Second round |
| 14.09.1999 | | Tranmere Rovers | – | Coventry City | | 5:1 (0:1) |
| Birkenhead |
Football League Cup 1998/99, Third round |
| 27.10.1998 | | Luton Town | – | Coventry City | | 2:0 (0:0) |
| Luton |
Football League Cup 1997/98, Fourth Round |
| 18.11.1997 | | Arsenal | – | Coventry City | | 1:0 aet
(0:0) |
| London |
Football League Cup 1997/98, Second round |
| 16.09.1997 | | Blackpool | – | Coventry City | | 1:0 (0:0) |
| Blackpool |
Football League Cup 1996/97, Third round |
| 13.11.1996 | | Coventry City | – | Gillingham | | 0:1 (0:0) * |
| Coventry |
Football League Cup 1995/96, Fourth Round |
| 29.11.1995 | | Wolverhampton Wanderers | – | Coventry City | | 2:1 (2:0) |
| Wolverhampton |
Football League Cup 1994/95, Third round |
| 26.10.1994 | | Blackburn Rovers | – | Coventry City | | 2:0 (0:0) |
| Blackburn |
Football League Cup 1993/94, Third round |
| 26.10.1993 | | Oldham Athletic | – | Coventry City | | 2:0 (1:0) |
| Oldham |
Football League Cup 1993/94, Second round |
| 05.10.1993 | | Wycombe Wanderers | – | Coventry City | | 4:2 aet |
| High Wycombe |
Football League Cup 1992/93, Second round |
| 07.10.1992 | | Scarborough | – | Coventry City | | 3:0 (0:0) |
| Scarborough |
Football League Cup 1991/92, Fourth Round |
| 04.12.1991 | | Coventry City | – | Tottenham Hotspur | | 1:2 (0:1) |
| Coventry |
Football League Cup 1991/92, Second round |
| 08.10.1991 | | Rochdale | – | Coventry City | | 1:0 (0:0) |
| Rochdale |
Football League Cup 1990/91, Fifth Round |
| 23.01.1991 | | Coventry City | – | Sheffield Wednesday | | 0:1 (0:1) |
| Coventry |
Football League Cup 1989/90, Semifinals |
| 11.02.1990 | | Nottingham Forest | – | Coventry City | | 2:1 |
| Nottingham |
Football League Cup 1989/90, Second round |
| 19.09.1989 | | Grimsby Town | – | Coventry City | | 3:1 |
| Cleethorpes |
Football League Cup 1988/89, Third round |
| 02.11.1988 | | Nottingham Forest | – | Coventry City | | 3:2 |
| Nottingham |
Football League Cup 1987/88, Third round |
| 27.10.1987 | | Luton Town | – | Coventry City | | 3:1 |
| Luton |
Football League Cup 1986/87, Fourth Round |
| 26.11.1986 | | Liverpool | – | Coventry City | | 3:1 * |
| Liverpool |
Football League Cup 1985/86, Third round |
| 06.11.1985 | | West Bromwich Albion | – | Coventry City | | 4:3 * |
| West Bromwich |
Football League Cup 1984/85, Second round |
| 09.10.1984 | | Coventry City | – | Walsall | | 0:3 |
| |
Football League Cup 1983/84, Third round |
| 09.11.1983 | | Everton | – | Coventry City | | 2:1 |
| Liverpool |
Football League Cup 1982/83, Third round |
| 09.11.1982 | | Coventry City | – | Burnley | | 1:2 |
| |
Football League Cup 1981/82, Second round |
| 27.10.1981 | | Coventry City | – | Everton | | 0:1 |
| |
Football League Cup 1980/81, Semifinals |
| 10.02.1981 | | West Ham United | – | Coventry City | | 2:0 |
| London |
Football League Cup 1979/80, Third round |
| 26.09.1979 | | West Bromwich Albion | – | Coventry City | | 2:1 |
| West Bromwich |
Football League Cup 1978/79, Second round |
| 30.08.1978 | | Chester City | – | Coventry City | | 2:1 |
| |
Football League Cup 1977/78, Fourth Round |
| 20.12.1977 | | Coventry City | – | Liverpool | | 0:2 * |
| |
Football League Cup 1976/77, Fourth Round |
| 26.10.1976 | | Everton | – | Coventry City | | 3:0 |
| Liverpool |
Football League Cup 1975/76, Third round |
| 08.10.1975 | | Mansfield Town | – | Coventry City | | 2:0 |
| |
Football League Cup 1974/75, Second round |
| 10.09.1974 | | Coventry City | – | Ipswich Town | | 1:2 |
| |
Football League Cup 1973/74, Fifth Round |
| 16.01.1974 | | Manchester City | – | Coventry City | | 4:2 (0:1) * |
| Manchester |
Football League Cup 1972/73, Third round |
| 03.10.1972 | | Birmingham City | – | Coventry City | | 2:1 |
| |
Football League Cup 1971/72, Second round |
| 07.09.1971 | | Coventry City | – | Burnley | | 0:1 |
| |
Football League Cup 1970/71, Fifth Round |
| 18.11.1970 | | Tottenham Hotspur | – | Coventry City | | 4:1 |
| London |
Football League Cup 1969/70, Second round |
| 02.09.1969 | | Coventry City | – | Chelsea | | 0:1 |
| |
Football League Cup 1968/69, Fourth Round |
| 21.10.1968 | | Swindon Town | – | Coventry City | | 3:0 * |
| |
Football League Cup 1967/68, Second round |
| 12.09.1967 | | Coventry City | – | Arsenal | | 1:2 |
| |
Football League Cup 1966/67, Third round |
| 11.10.1966 | | Coventry City | – | Brighton & Hove Albion | | 1:3 * |
| |
Football League Cup 1965/66, Fourth Round |
| 10.11.1965 | | West Bromwich Albion | – | Coventry City | | 6:1 * |
| West Bromwich |
Football League Cup 1964/65, Fifth Round |
| 01.12.1964 | | Coventry City | – | Leicester City | | 1:8 |
| |
Football League Cup 1963/64, Third round |
| 04.11.1963 | | Rotherham United | – | Coventry City | | 4:2 |
| |
Football League Cup 1962/63, Third round |
| 17.10.1962 | | Portsmouth | – | Coventry City | | 5:1 |
| |
Football League Cup 1961/62, First Round |
| 13.09.1961 | | Workington | – | Coventry City | | 3:0 |
| |
Football League Cup 1960/61, Second round |
| 02.11.1960 | | Portsmouth | – | Coventry City | | 2:0 |
| |
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