| Season | Date | Opponent | Round | Replay | H/A | Score | Ground | Notes |
|---|
| 1878-79 | Tue Jan 28, 1879 | Old Harrovians | 3 | | A | 2-0 | Kennington Oval | |
| 1879-80 | Sat Jan 31, 1880 | Blackburn Rovers | 3 | | H | 6-0 | Town Ground | |
| 1882-83 | Sat Jan 06, 1883 | Sheffield Wednesday | 3 | | H | 2-2 | Trent Bridge | |
| Sat Jan 13, 1883 | Sheffield Wednesday | 3 | | A | 2-3 | Bramall Lane | |
| 1884-85 | Sat Jan 03, 1885 | The Wednesday | 3 | | A | 2-1 | Olive Grove | |
| 1885-86 | Sat Dec 12, 1885 | Staveley | 3 | | A | 1-2 | Recreation Ground (Staveley) | |
| 1886-87 | Sat Dec 11, 1886 | Lockwood Brothers | 3 | | A | 1-2 | Bramall Lane | |
| 1887-88 | Sat Nov 26, 1887 | Notts County | 3 | | H | 2-1 | Town Ground | |
| 1905-06 | Sat Feb 24, 1906 | The Wednesday | 3 | | A | 1-4 | Hillsborough | |
| 1908-09 | Sat Feb 20, 1909 | Millwall | 3 | | H | 3-1 | | |
| 1909-10 | Sat Feb 19, 1910 | Coventry City | 3 | | A | 1-3 | Highfield Road | |
| 1921-22 | Sat Feb 18, 1922 | Cardiff City | 3 | | A | 1-4 | Ninian Park | |
| 1925-26 | Sat Jan 09, 1926 | Bradford City | 3 | | H | 1-0 | | |
| 1926-27 | Sat Jan 08, 1927 | Ashington | 3 | | A | 2-0 | Portland Park | |
| 1927-28 | Sat Jan 14, 1928 | Tranmere Rovers | 3 | | H | 1-0 | | |
| 1928-29 | Sat Jan 12, 1929 | Swansea Town | 3 | | H | 1-2 | | |
| 1929-30 | Sat Jan 11, 1930 | Rotherham United | 3 | | A | 5-0 | Millmoor | |
| 1930-31 | Sat Jan 10, 1931 | Newcastle United | 3 | | A | 0-4 | St. James Park (Newcastle) | |
| 1931-32 | Sat Jan 09, 1932 | Chesterfield | 3 | | A | 2-5 | Saltergate | |
| 1932-33 | Sat Jan 14, 1933 | Bury | 3 | | A | 2-2 | Gigg Lane | |
| Wed Jan 18, 1933 | Bury | 3 | | H | 1-2 | | |
| 1933-34 | Sat Jan 13, 1934 | Queens Park Rangers | 3 | | H | 4-0 | | |
| 1934-35 | Sat Jan 12, 1935 | Chester City | 3 | | A | 4-0 | Deva Stadium | |
| 1935-36 | Sat Jan 11, 1936 | Doncaster Rovers | 3 | | A | 2-1 | Belle Vue | |
| 1936-37 | Sat Jan 16, 1937 | Sheffield United | 3 | | H | 2-4 | | |
| 1937-38 | Sat Jan 08, 1938 | Southampton | 3 | | H | 3-1 | | |
| 1938-39 | Wed Jan 11, 1939 | Huddersfield Town | 3 | | A | 0-0 | Leeds Road | |
| Mon Jan 16, 1939 | Huddersfield Town | 3 | | H | 0-3 | | |
| 1945-46 | Sat Jan 05, 1946 | Watford | 3 | | H | 1-1 | | |
| Wed Jan 09, 1946 | Watford | 3 | | A | 1-1 | Vicarage Road | Abandoned after more extra time due to weather |
| Wed Jan 16, 1946 | Watford | 3 | | N | 0-1 | White Hart Lane | |
| 1946-47 | Sat Jan 11, 1947 | Lincoln City | 3 | | A | 1-0 | Sincil Bank | |
| 1947-48 | Sat Jan 10, 1948 | Liverpool | 3 | | A | 1-4 | Anfield | |
| 1948-49 | Sat Jan 08, 1949 | Liverpool | 3 | | H | 2-2 | | |
| Sat Jan 15, 1949 | Liverpool | 3 | | A | 0-4 | Anfield | |
| 1951-52 | Sat Jan 12, 1952 | Blackburn Rovers | 3 | | H | 2-2 | | |
| Wed Jan 16, 1952 | Blackburn Rovers | 3 | | A | 0-2 | Ewood Park | |
| 1952-53 | Sat Jan 10, 1953 | Mansfield Town | 3 | | A | 1-0 | Field Mill | |
| 1953-54 | Sat Jan 09, 1954 | Plymouth Argyle | 3 | | A | 0-2 | Home Park | |
| 1954-55 | Sat Jan 08, 1955 | Sheffield United | 3 | | A | 3-1 | Bramall Lane | |
| 1955-56 | Sat Jan 07, 1956 | Doncaster Rovers | 3 | | A | 0-3 | Belle Vue | |
| 1956-57 | Sat Jan 05, 1957 | Goole Town | 3 | | H | 6-0 | | |
| 1957-58 | Sat Jan 04, 1958 | Gillingham | 3 | | H | 2-0 | | |
| 1958-59 | Sat Jan 10, 1959 | Tooting and Mitcham United | 3 | | A | 2-2 | Imperial Fields | |
| Sat Jan 24, 1959 | Tooting and Mitcham United | 3 | | H | 3-0 | | |
| 1959-60 | Sat Jan 09, 1960 | Reading | 3 | | H | 1-0 | | |
| 1960-61 | Sat Jan 07, 1961 | Birmingham City | 3 | | H | 0-2 | | |
| 1961-62 | Sat Jan 06, 1962 | Workington | 3 | | A | 2-1 | Borough Park | |
| 1962-63 | Tue Jan 29, 1963 | Wolverhampton Wanderers | 3 | | H | 4-3 | | |
| 1963-64 | Sat Jan 04, 1964 | Preston North End | 3 | | H | 0-0 | | |
| Mon Jan 13, 1964 | Preston North End | 3 | | A | 0-1 | Deepdale | |
| 1964-65 | Sat Jan 09, 1965 | Norwich City | 3 | | H | 1-0 | | |
| 1965-66 | Sat Jan 22, 1966 | Northampton Town | 3 | | A | 2-1 | County Ground (Northampton) | |
| 1966-67 | Sat Jan 28, 1967 | Plymouth Argyle | 3 | | H | 2-1 | | |
| 1967-68 | Sat Jan 27, 1968 | Bolton Wanderers | 3 | | H | 4-2 | | |
| 1968-69 | Sat Jan 04, 1969 | Preston North End | 3 | | A | 0-3 | Deepdale | Matt Gillies's first game as manager |
| 1969-70 | Sat Jan 03, 1970 | Carlisle United | 3 | | H | 0-0 | | |
| Tue Jan 06, 1970 | Carlisle United | 3 | | A | 1-2 | Brunton Park | |
| 1970-71 | Sat Jan 02, 1971 | Luton Town | 3 | | H | 1-1 | | |
| Mon Jan 11, 1971 | Luton Town | 3 | | A | 4-3 | Kenilworth Road | |
| 1971-72 | Sat Jan 15, 1972 | Millwall | 3 | | A | 1-3 | The Den | |
| 1972-73 | Sat Jan 13, 1973 | West Bromwich Albion | 3 | | A | 1-1 | The Hawthorns | |
| Tue Jan 16, 1973 | West Bromwich Albion | 3 | | H | 1-1 | | Abandoned due to fog |
| Mon Jan 22, 1973 | West Bromwich Albion | 3 | | H | 0-0 | | |
| Mon Jan 29, 1973 | West Bromwich Albion | 3 | | N | 1-3 | Filbert Street | Played at Leicester City |
| 1973-74 | Sun Jan 06, 1974 | Bristol Rovers | 3 | | H | 4-3 | | |
| 1974-75 | Sat Jan 04, 1975 | Tottenham Hotspur | 3 | | H | 1-1 | | Bill Anderson acted as caretaker manager |
| Wed Jan 08, 1975 | Tottenham Hotspur | 3 | | A | 1-0 | White Hart Lane | Brian Clough's first game as manager |
| 1975-76 | Thu Jan 01, 1976 | Peterborough United | 3 | | H | 0-0 | | |
| Wed Jan 07, 1976 | Peterborough United | 3 | | A | 0-1 | London Road | |
| 1976-77 | Sat Jan 08, 1977 | Bristol Rovers | 3 | | H | 1-1 | | |
| Tue Jan 11, 1977 | Bristol Rovers | 3 | | A | 1-1 | Eastville Stadium | |
| Tue Jan 18, 1977 | Bristol Rovers | 3 | | N | 6-0 | Villa Park | Played at Aston Villa |
| 1977-78 | Sat Jan 07, 1978 | Swindon Town | 3 | | H | 4-1 | | |
| 1978-79 | Wed Jan 10, 1979 | Aston Villa | 3 | | H | 2-0 | | |
| 1979-80 | Sat Jan 05, 1980 | Leeds United | 3 | | A | 4-1 | Elland Road | |
| 1980-81 | Sat Jan 03, 1981 | Bolton Wanderers | 3 | | H | 3-3 | | |
| Tue Jan 06, 1981 | Bolton Wanderers | 3 | | A | 1-0 | Burnden Park | |
| 1981-82 | Sat Jan 02, 1982 | Wrexham | 3 | | H | 1-3 | | |
| 1982-83 | Sat Jan 08, 1983 | Derby County | 3 | | A | 0-2 | Baseball Ground | |
| 1983-84 | Sat Jan 07, 1984 | Southampton | 3 | | H | 1-2 | | |
| 1984-85 | Sun Jan 06, 1985 | Newcastle United | 3 | | H | 1-1 | | |
| Wed Jan 09, 1985 | Newcastle United | 3 | | A | 3-1 | St. James Park (Newcastle) | |
| 1985-86 | Sat Jan 04, 1986 | Blackburn Rovers | 3 | | H | 1-1 | | |
| Mon Jan 13, 1986 | Blackburn Rovers | 3 | | A | 2-3 | Ewood Park | |
| 1986-87 | Sun Jan 11, 1987 | Crystal Palace | 3 | | A | 0-1 | Selhurst Park | |
| 1987-88 | Sat Jan 09, 1988 | Halifax Town | 3 | | A | 4-0 | The Shay | |
| 1988-89 | Sat Jan 07, 1989 | Ipswich Town | 3 | | H | 3-0 | | |
| 1989-90 | Sun Jan 07, 1990 | Manchester United | 3 | | H | 0-1 | | Live on TV; kicked off at 3:05pm |
| 1990-91 | Sun Jan 06, 1991 | Crystal Palace | 3 | | A | 0-0 | Selhurst Park | |
| Mon Jan 21, 1991 | Crystal Palace | 3 | | H | 2-2 | | |
| Mon Jan 28, 1991 | Crystal Palace | 3 | | H | 3-0 | | |
| 1991-92 | Sat Jan 04, 1992 | Wolverhampton Wanderers | 3 | | H | 1-0 | | |
| 1992-93 | Sun Jan 03, 1993 | Southampton | 3 | | H | 2-1 | | |
| 1993-94 | Sat Jan 08, 1994 | Sheffield Wednesday | 3 | | A | 1-1 | Hillsborough | |
| Wed Jan 19, 1994 | Sheffield Wednesday | 3 | | H | 0-2 | | |
| 1994-95 | Sat Jan 07, 1995 | Plymouth Argyle | 3 | | H | 2-0 | | |
| 1995-96 | Sat Jan 06, 1996 | Stoke City | 3 | | A | 1-1 | Victoria Ground | |
| Wed Jan 17, 1996 | Stoke City | 3 | | H | 2-0 | | |
| 1996-97 | Sat Jan 04, 1997 | Ipswich Town | 3 | | H | 3-0 | | |
| 1997-98 | Sat Jan 03, 1998 | Charlton Athletic | 3 | | A | 1-4 | The Valley | |
| 1998-99 | Sat Jan 02, 1999 | Portsmouth | 3 | | H | 0-1 | | Dave Bassett's last game as manager |
| 1999-00 | Fri Dec 10, 1999 | Oxford United | 3 | | H | 1-1 | | |
| Sat Jan 08, 2000 | Oxford United | 3 | | A | 3-1 | Manor Ground | |
| 2000-01 | Sun Jan 07, 2001 | Wolverhampton Wanderers | 3 | | H | 0-1 | | |
| 2001-02 | Sat Jan 05, 2002 | Sheffield United | 3 | | A | 0-1 | Bramall Lane | |
| 2002-03 | Sat Jan 04, 2003 | West Ham United | 3 | | A | 2-3 | Upton Park | |
| 2003-04 | Sat Jan 03, 2004 | West Bromwich Albion | 3 | | H | 1-0 | | |
| 2004-05 | Sat Jan 08, 2005 | Queens Park Rangers | 3 | | A | 3-0 | Loftus Road | Mick Harford's last game as manager |
| 2006-07 | Sat Jan 06, 2007 | Charlton Athletic | 3 | | H | 2-0 | | |
| 2008-09 | Sat Jan 03, 2009 | Manchester City | 3 | | A | 3-0 | Etihad Stadium | John Pemberton's last game as manager |
| 2009-10 | Sat Jan 02, 2010 | Birmingham City | 3 | | H | 0-0 | | |
| Tue Jan 12, 2010 | Birmingham City | 3 | | A | 0-1 | St. Andrews | |
| 2010-11 | Sat Jan 08, 2011 | Preston North End | 3 | | A | 2-1 | Deepdale | |
| 2011-12 | Sat Jan 07, 2012 | Leicester City | 3 | | H | 0-0 | | |
| Tue Jan 17, 2012 | Leicester City | 3 | | A | 0-4 | Walkers Stadium | |
| 2012-13 | Sat Jan 05, 2013 | Oldham Athletic | 3 | | H | 2-3 | | |
| 2013-14 | Sun Jan 05, 2014 | West Ham United | 3 | | H | 5-0 | | |
| 2014-15 | Sat Jan 03, 2015 | Rochdale | 3 | | A | 0-1 | Spotland | |
| 2015-16 | Sat Jan 09, 2016 | Queens Park Rangers | 3 | | H | 1-0 | | |
| 2016-17 | Sat Jan 07, 2017 | Wigan Athletic | 3 | | A | 0-2 | DW Stadium | |
| 2017-18 | Sun Jan 07, 2018 | Arsenal | 3 | | H | 4-2 | | |
| 2018-19 | Sat Jan 05, 2019 | Chelsea | 3 | | A | 0-2 | Stamford Bridge | Aitor Karanka's last game as manager |
| 2019-20 | Sun Jan 05, 2020 | Chelsea | 3 | | A | 0-2 | Stamford Bridge | |
| 2020-21 | Sat Jan 09, 2021 | Cardiff City | 3 | | H | 1-0 | | |
| 2021-22 | Sun Jan 09, 2022 | Arsenal | 3 | | H | 1-0 | | |
| 2022-23 | Sat Jan 07, 2023 | Blackpool | 3 | | A | 1-4 | Bloomfield Road | |
| 2023-24 | Sun Jan 07, 2024 | Blackpool | 3 | | H | 2-2 | | |
| Wed Jan 17, 2024 | Blackpool | 3 | | A | 3-2 | Bloomfield Road | |
