Football League Cup 2022/23, Second Round |
 | 24.08.2022 |  | Leeds United | – | Barnsley | | 3:1 (2:1) |
| Leeds |
Football League Cup 2020/21, Third round |
| 23.09.2020 | | Chelsea | – | Barnsley | | 6:0 (2:0) * |
| London |
Football League Cup 2019/20, First Round |
| 13.08.2019 | | Barnsley | – | Carlisle United | | 0:3 (0:1) |
| Barnsley |
Football League Cup 2018/19, First Round |
| 14.08.2018 | | Blackpool | – | Barnsley | | 3:1 (0:1) |
| Blackpool |
Football League Cup 2017/18, Third round |
| 19.09.2017 | | Tottenham Hotspur | – | Barnsley | | 1:0 (0:0) |
| London |
Football League Cup 2016/17, First Round |
| 09.08.2016 | | Barnsley | – | Northampton Town | | 1:2 aet
(1:0, 1:1) |
| Barnsley |
Football League Cup 2015/16, Second round |
| 26.08.2015 | | Barnsley | – | Everton | | 3:5 aet
(2:0, 3:3) |
| Barnsley |
Football League Cup 2014/15, First Round |
| 12.08.2014 | | Barnsley | – | Crewe Alexandra | | 0:2 (0:1) |
| Barnsley |
Football League Cup 2013/14, Second round |
| 27.08.2013 | | Barnsley | – | Southampton | | 1:5 (0:1) |
| Barnsley |
Football League Cup 2012/13, Second round |
| 28.08.2012 |  | Swansea City | – | Barnsley | | 3:1 (1:0) |
| Swansea |
Football League Cup 2011/12, First Round |
| 09.08.2011 | | Barnsley | – | Morecambe | | 0:2 (0:0) |
| Barnsley |
Football League Cup 2010/11, First Round |
| 10.08.2010 | | Barnsley | – | Rochdale | | 0:1 (0:0) |
| Barnsley |
Football League Cup 2009/10, Fourth Round |
| 27.10.2009 | | Barnsley | – | Manchester United | | 0:2 (0:1) |
| Barnsley |
Football League Cup 2008/09, First Round |
| 12.08.2008 | | Crewe Alexandra | – | Barnsley | | 2:0 (2:0) |
| Crewe |
Football League Cup 2007/08, Second round |
| 29.08.2007 | | Newcastle United | – | Barnsley | | 2:0 (0:0) |
| Newcastle upon Tyne |
Football League Cup 2006/07, Second round |
| 19.09.2006 | | Barnsley | – | Milton Keynes Dons | | 1:2 (0:1) |
| Barnsley |
Football League Cup 2005/06, Second round |
| 20.09.2005 | | Burnley | – | Barnsley | | 3:0 (1:0) |
| Burnley |
Football League Cup 2004/05, Second round |
| 21.09.2004 | | Manchester City | – | Barnsley | | 7:1 (5:0) |
| Manchester |
Football League Cup 2003/04, First Round |
| 12.08.2003 | | Barnsley | – | Blackpool | | 1:2 (0:2) |
| Barnsley |
Football League Cup 2002/03, First Round |
| 11.09.2002 | | Macclesfield Town | – | Barnsley | | 4:1 aet
(1:0, 1:1) |
| Macclesfield |
Football League Cup 2001/02, Third round |
| 09.10.2001 | | Barnsley | – | Newcastle United | | 0:1 (0:0) |
| Barnsley |
Football League Cup 2000/01, Third round |
| 01.11.2000 | | Stoke City | – | Barnsley | | 3:2 (1:1) |
| Stoke-on-Trent |
Football League Cup 1999/00, Fourth Round |
| 30.11.1999 | | Tranmere Rovers | – | Barnsley | | 4:0 (2:0) |
| Birkenhead |
Football League Cup 1998/99, Fourth Round |
| 10.11.1998 | | Luton Town | – | Barnsley | | 1:0 (0:0) |
| Luton |
Football League Cup 1997/98, Third round |
| 14.10.1997 | | Barnsley | – | Southampton | | 1:2 (1:1) |
| Barnsley |
Football League Cup 1996/97, Second round |
| 24.09.1996 | | Gillingham | – | Barnsley | | 1:0 aet
(0:0) |
| Gillingham |
Football League Cup 1996/97, First Round |
| 20.08.1996 | | Rochdale | – | Barnsley | | 2:1 (0:1) |
| Rochdale |
Football League Cup 1995/96, Third round |
| 24.10.1995 | | Barnsley | – | Arsenal | | 0:3 (0:2) |
| Barnsley |
Football League Cup 1995/96, Second round |
| 19.09.1995 | | Huddersfield Town | – | Barnsley | | 2:0 (1:0) |
| Huddersfield |
Football League Cup 1994/95, Second round |
| 05.10.1994 | | Barnsley | – | Newcastle United | | 0:1 (0:1) |
| Barnsley |
Football League Cup 1994/95, Second round |
| 21.09.1994 | | Newcastle United | – | Barnsley | | 2:1 (1:1) |
| Newcastle upon Tyne |
Football League Cup 1993/94, Second round |
| 05.10.1993 | | Peterborough United | – | Barnsley | | 3:1 aet |
| Peterborough |
Football League Cup 1991/92, Third round |
| 29.10.1991 | | Middlesbrough | – | Barnsley | | 1:0 (1:0) |
| Middlesbrough |
Football League Cup 1991/92, Second round |
| 24.09.1991 | | Blackpool | – | Barnsley | | 1:0 (0:0) |
| Blackpool |
Football League Cup 1990/91, Second round |
| 09.10.1990 | | Barnsley | – | Aston Villa | | 0:1 (0:1) |
| Barnsley |
Football League Cup 1990/91, Second round |
| 26.09.1990 | | Aston Villa | – | Barnsley | | 1:0 (0:0) |
| Birmingham |
Football League Cup 1990/91, First Round |
| 04.09.1990 | | Barnsley | – | Wigan Athletic | | 0:1 aet,
pen. 4:3 |
| Barnsley |
Football League Cup 1988/89, Second round |
| 27.09.1988 | | Barnsley | – | Wimbledon | | 0:2 |
| Barnsley |
Football League Cup 1987/88, Third round |
| 27.10.1987 | | Barnsley | – | Sheffield Wednesday | | 1:2 |
| Barnsley |
Football League Cup 1986/87, Second round |
| 08.10.1986 | | Tottenham Hotspur | – | Barnsley | | 5:3 |
| London |
Football League Cup 1986/87, Second round |
| 23.09.1986 | | Barnsley | – | Tottenham Hotspur | | 2:3 |
| Barnsley |
Football League Cup 1984/85, Second round |
| 25.09.1984 | | Grimsby Town | – | Barnsley | | 3:0 |
| |
Football League Cup 1983/84, Second round |
| 25.10.1983 | | Barnsley | – | Walsall | | 0:2 |
| |
Football League Cup 1983/84, Second round |
| 04.10.1983 | | Walsall | – | Barnsley | | 1:0 |
| |
Football League Cup 1982/83, Fourth Round |
| 30.11.1982 | | Sheffield Wednesday | – | Barnsley | | 1:0 |
| |
Football League Cup 1981/82, Fifth Round |
| 19.01.1982 | | Barnsley | – | Liverpool | | 1:3 * |
| |
Football League Cup 1981/82, Second round |
| 27.10.1981 | | Swansea City | – | Barnsley | | 3:2 aet |
| |
Football League Cup 1980/81, Fourth Round |
| 28.10.1980 | | West Ham United | – | Barnsley | | 2:1 |
| London |
Football League Cup 1979/80, Second round |
| 04.09.1979 | | Barnsley | – | West Ham United | | 0:2 |
| |
Football League Cup 1979/80, Second round |
| 28.08.1979 | | West Ham United | – | Barnsley | | 3:1 |
| London |
Football League Cup 1979/80, First Round |
| 11.08.1979 | | Lincoln City | – | Barnsley | | 2:1 |
| |
Football League Cup 1978/79, First Round |
| 12.08.1978 | | Barnsley | – | Chesterfield | | 1:2 |
| |
Football League Cup 1977/78, First Round |
| 23.08.1977 | | Barnsley | – | Chesterfield | | 0:2 aet * |
| |
Football League Cup 1977/78, First Round |
| 13.08.1977 | | Chesterfield | – | Barnsley | | 4:1 |
| |
Football League Cup 1976/77, Second round |
| 01.09.1976 | | West Ham United | – | Barnsley | | 3:0 |
| London |
Football League Cup 1975/76, First Round |
| 19.08.1975 | | Huddersfield Town | – | Barnsley | | 2:1 |
| Huddersfield |
Football League Cup 1974/75, First Round |
| 20.08.1974 | | Barnsley | – | Halifax Town | | 0:1 |
| |
Football League Cup 1973/74, First Round |
| 04.09.1973 | | Barnsley | – | Halifax Town | | 0:1 * |
| |
Football League Cup 1972/73, First Round |
| 22.08.1972 | | Grimsby Town | – | Barnsley | | 2:0 * |
| |
Football League Cup 1971/72, Second round |
| 08.09.1971 | | Arsenal | – | Barnsley | | 1:0 |
| London |
Football League Cup 1970/71, First Round |
| 19.08.1970 | | Barnsley | – | Rotherham United | | 0:1 |
| |
Football League Cup 1969/70, First Round |
| 13.08.1969 | | Barnsley | – | Halifax Town | | 0:1 |
| |
Football League Cup 1968/69, Second round |
| 09.09.1968 | | Millwall | – | Barnsley | | 3:1 aet * |
| |
Football League Cup 1967/68, First Round |
| 22.08.1967 | | Middlesbrough | – | Barnsley | | 4:1 |
| |
Football League Cup 1966/67, First Round |
| 24.08.1966 | | Barnsley | – | Grimsby Town | | 1:2 |
| |
Football League Cup 1965/66, First Round |
| 07.09.1965 | | Barnsley | – | Doncaster Rovers | | 1:2 * |
| |
Football League Cup 1964/65, Second round |
| 23.09.1964 | | Leyton Orient | – | Barnsley | | 3:0 |
| |
Football League Cup 1963/64, Second round |
| 25.09.1963 | | Aston Villa | – | Barnsley | | 3:1 (2:0) |
| Birmingham |
Football League Cup 1962/63, Third round |
| 16.10.1962 | | Barnsley | – | Luton Town | | 1:2 |
| |
Football League Cup 1961/62, Second round |
| 09.10.1961 | | Barnsley | – | Workington | | 1:3 |
| |
Football League Cup 1960/61, Second round |
| 19.10.1960 | | Derby County | – | Barnsley | | 3:0 |
| |
