Football League Cup 2023/24, Second Round |
 | 29.08.2023 |  | Reading | – | Ipswich Town | | 2:2 (1:1),
pen. 1:3 |
| Reading |
Football League Cup 2019/20, Third round |
| 25.09.2019 | | Wolverhampton Wanderers | – | Reading | | 1:1 (1:0),
pen. 4:2 |
| Wolverhampton |
Football League Cup 2019/20, First Round |
| 13.08.2019 | | Wycombe Wanderers | – | Reading | | 1:1 (0:0),
pen. 2:4 |
| High Wycombe |
Football League Cup 2016/17, Second round |
| 23.08.2016 | | Reading | – | Milton Keynes Dons | | 2:2 aet
(0:1, 1:1),
pen. 4:2 |
| Reading |
Football League Cup 2010/11, Second round |
| 24.08.2010 | | Reading | – | Northampton Town | | 3:3 aet
(1:1, 2:2),
pen. 2:4 |
| Reading |
Football League Cup 2008/09, Third round |
| 23.09.2008 | | Stoke City | – | Reading | | 2:2 aet
(1:1, 2:2),
pen. 4:3 |
| Stoke-on-Trent |
Football League Cup 2006/07, Second round |
| 19.09.2006 | | Reading | – | Darlington | | 3:3 aet
(2:2, 3:3),
pen. 4:2 |
| Reading |
Football League Cup 2001/02, Second round |
| 11.09.2001 | | Reading | – | West Ham United | | 0:0 aet,
pen. 6:5 |
| Reading |
Football League Cup 2000/01, First Round |
| 22.08.2000 | | Leyton Orient | – | Reading | | 1:1 (0:1) |
| London |
Football League Cup 1999/00, Second round |
| 22.09.1999 | | Reading | – | Bradford City | | 2:2 aet
(1:0, 1:1) |
| Reading |
Football League Cup 1999/00, Second round |
| 14.09.1999 | | Bradford City | – | Reading | | 1:1 (1:0) |
| Bradford |
Football League Cup 1999/00, First Round |
| 11.08.1999 | | Reading | – | Peterborough United | | 0:0 |
| Reading |
Football League Cup 1998/99, Second round |
| 23.09.1998 | | Reading | – | Barnsley | | 1:1 (0:0) |
| Reading |
Football League Cup 1998/99, First Round |
| 11.08.1998 | | Peterborough United | – | Reading | | 1:1 (0:0) |
| Peterborough |
Football League Cup 1997/98, Second round |
| 16.09.1997 | | Reading | – | Peterborough United | | 0:0 |
| Reading |
Football League Cup 1997/98, First Round |
| 26.08.1997 |  | Swansea City | – | Reading | | 1:1 (0:0) |
| Swansea |
Football League Cup 1996/97, First Round |
| 20.08.1996 | | Reading | – | Wycombe Wanderers | | 1:1 (0:0) |
| Reading |
Football League Cup 1995/96, Second round |
| 20.09.1995 | | Reading | – | West Bromwich Albion | | 1:1 (0:0) |
| Reading |
Football League Cup 1993/94, Second round |
| 22.09.1993 | | Manchester City | – | Reading | | 1:1 (1:1) |
| Manchester |
Football League Cup 1992/93, Second round |
| 22.09.1992 | | Watford | – | Reading | | 2:2 (1:1) |
| Watford |
Football League Cup 1989/90, First Round |
| 29.08.1989 | | Reading | – | Bristol City | | 2:2 |
| Reading |
Football League Cup 1988/89, Second round |
| 28.09.1988 | | Reading | – | Bradford City | | 1:1 |
| Reading |
Football League Cup 1987/88, Fourth Round |
| 18.11.1987 | | Reading | – | Bradford City | | 0:0 |
| Reading |
Football League Cup 1987/88, Third round |
| 28.10.1987 | | Peterborough United | – | Reading | | 0:0 |
| Peterborough |
Football League Cup 1986/87, Second round |
| 24.09.1986 | | Reading | – | Aston Villa | | 1:1 (1:1) |
| Reading |
Football League Cup 1984/85, First Round |
| 29.08.1984 | | Reading | – | Millwall | | 1:1 |
| |
Football League Cup 1981/82, First Round |
| 02.09.1981 | | Reading | – | Charlton Athletic | | 2:2 |
| |
Football League Cup 1980/81, Second round |
| 02.09.1980 | | Luton Town | – | Reading | | 1:1 |
| |
Football League Cup 1978/79, Fourth Round |
| 08.11.1978 | | Reading | – | Southampton | | 0:0 |
| |
Football League Cup 1978/79, Third round |
| 03.10.1978 | | Rotherham United | – | Reading | | 2:2 |
| |
Football League Cup 1975/76, First Round |
| 25.08.1975 | | Gillingham | – | Reading | | 1:1 |
| |
Football League Cup 1974/75, First Round |
| 03.09.1974 | | Reading | – | Brighton & Hove Albion | | 0:0 aet * |
| |
Football League Cup 1974/75, First Round |
| 28.08.1974 | | Brighton & Hove Albion | – | Reading | | 2:2 aet * |
| |
Football League Cup 1974/75, First Round |
| 21.08.1974 | | Reading | – | Brighton & Hove Albion | | 0:0 |
| |
Football League Cup 1973/74, First Round |
| 29.08.1973 | | Reading | – | Watford | | 2:2 |
| |
Football League Cup 1972/73, First Round |
| 23.08.1972 | | Fulham | – | Reading | | 1:1 aet * |
| |
Football League Cup 1972/73, First Round |
| 16.08.1972 | | Reading | – | Fulham | | 1:1 |
| |
Football League Cup 1969/70, First Round |
| 13.08.1969 | | Colchester United | – | Reading | | 1:1 |
| |
Football League Cup 1966/67, First Round |
| 23.08.1966 | | Watford | – | Reading | | 1:1 |
| |
Football League Cup 1965/66, Third round |
| 13.10.1965 | | Derby County | – | Reading | | 1:1 |
| |
Football League Cup 1965/66, First Round |
| 01.09.1965 | | Port Vale | – | Reading | | 2:2 |
| |
Football League Cup 1964/65, Third round |
| 14.10.1964 | | Reading | – | Fulham | | 1:1 |
| |
Football League Cup 1963/64, First Round |
| 04.09.1963 | | Reading | – | Brentford | | 1:1 |
| |
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