FA Cup 2023/24, Fourth Qualifying Round |
 | 14.10.2023 |  | Chesterfield | – | Kettering Town | | 5:0 (1:0) |
| Chesterfield |
FA Cup 2022/23, Third Qualifying Round |
| 01.10.2022 | | King's Lynn Town | – | Kettering Town | | 6:1 (4:0) |
| King's Lynn |
FA Cup 2021/22, Fourth Qualifying Round |
| 19.10.2021 | | Buxton | – | Kettering Town | | 3:1 aet
(0:0, 1:1) * |
| Buxton |
FA Cup 2020/21, Third Qualifying Round |
| 13.10.2020 | | Brackley Town | – | Kettering Town | | +:- |
| Brackley |
FA Cup 2019/20, Second Qualifying Round |
| 24.09.2019 | | Sutton Coldfield Town | – | Kettering Town | | 2:1 (2:1) * |
| Sutton Coldfield |
FA Cup 2018/19, Fourth Qualifying Round |
| 20.10.2018 | | Aldershot Town | – | Kettering Town | | 2:0 (1:0) |
| Aldershot |
FA Cup 2017/18, Fourth Qualifying Round |
| 17.10.2017 | | Kettering Town | – | Nantwich Town | | 0:1 (0:1) * |
| Kettering |
FA Cup 2016/17, Fourth Qualifying Round |
| 15.10.2016 | | Solihull Moors | – | Kettering Town | | 3:1 |
| Solihull |
FA Cup 2015/16, Third Qualifying Round |
| 13.10.2015 | | Bamber Bridge | – | Kettering Town | | 3:2 (1:0) * |
| Bamber Bridge |
FA Cup 2014/15, Second Qualifying Round |
| 27.09.2014 | | Kettering Town | – | Chalfont St Peter | | 0:1 (0:1) |
| Kettering |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Kettering Town | – | Gresley | | 0:2 (0:1) |
| Kettering |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Boston United | – | Kettering Town | | 1:0 (0:0) |
| Boston |
FA Cup 2011/12, First Round Proper |
| 12.11.2011 | | Sutton United | – | Kettering Town | | 1:0 (0:0) |
| Sutton |
FA Cup 2010/11, Fourth Qualifying Round |
| 23.10.2010 | | Kettering Town | – | Rushden & Diamonds | | 1:2 |
| Kettering |
FA Cup 2009/10, Second Round Proper |
| 08.12.2009 | | Leeds United | – | Kettering Town | | 5:1 aet
(1:0, 1:1) * |
| Leeds |
FA Cup 2008/09, Fourth Round Proper |
| 24.01.2009 | | Kettering Town | – | Fulham | | 2:4 (1:1) |
| Kettering |
FA Cup 2007/08, Third Qualifying Round |
| 13.10.2007 | | Kettering Town | – | Solihull Moors | | 1:2 |
| |
FA Cup 2006/07, First Round Proper |
| 11.11.2006 | | Kettering Town | – | Oldham Athletic | | 3:4 (0:1) |
| Kettering |
FA Cup 2005/06, First Round Proper |
| 05.11.2005 | | Kettering Town | – | Stevenage Borough | | 1:3 (1:2) |
| Kettering |
FA Cup 2004/05, Second Qualifying Round |
| | | Kettering Town | – | Stafford Rangers | | 0:1 * |
| |
FA Cup 2003/04, Fourth Qualifying Round |
| | | Boreham Wood | – | Kettering Town | | 1:0 (0:0) |
| |
FA Cup 2002/03, Fourth Qualifying Round |
| | | Kettering Town | – | Hastings United | | 0:5 (0:2) * |
| |
FA Cup 2001/02, First Round Proper |
| 17.11.2001 | | Kettering Town | – | Cheltenham Town | | 1:6 (1:2) |
| Kettering |
FA Cup 2000/01, Second Round Proper |
| 09.12.2000 | | Bristol City | – | Kettering Town | | 3:1 (0:1) |
| Bristol |
FA Cup 1999/00, First Round Proper |
| 10.11.1999 | | Kettering Town | – | Wrexham |  | 0:2 (0:2) * |
| Kettering |
FA Cup 1998/99, Third Qualifying Round |
| | | Taunton Town | – | Kettering Town | | 4:3 |
| |
FA Cup 1997/98, Third Qualifying Round |
| | | Kettering Town | – | Hinckley United | | 0:1 |
| |
FA Cup 1996/97, Third Qualifying Round |
| | | Kettering Town | – | Bedworth United | | 0:1 |
| |
FA Cup 1995/96, Fourth Qualifying Round |
| | | Kettering Town | – | Bromsgrove Rovers | | 1:2 * |
| |
FA Cup 1994/95, First Round Proper |
| 13.11.1994 | | Kettering Town | – | Plymouth Argyle | | 0:1 (0:0) |
| Kettering |
FA Cup 1993/94, First Round Proper |
| 13.11.1993 | | Kidderminster Harriers | – | Kettering Town | | 3:0 (0:0) |
| Kidderminster |
FA Cup 1992/93, First Round Proper |
| 14.11.1992 | | Gillingham | – | Kettering Town | | 3:2 (2:1) |
| Gillingham |
FA Cup 1991/92, Third Round Proper |
| 04.01.1992 | | Blackburn Rovers | – | Kettering Town | | 4:1 |
| Blackburn |
FA Cup 1990/91, Fourth Qualifying Round |
| | | Kettering Town | – | Chelmsford City | | 1:2 * |
| |
FA Cup 1989/90, First Round Proper |
| 18.11.1989 | | Kettering Town | – | Northampton Town | | 0:1 |
| Kettering |
FA Cup 1988/89, Fourth Round Proper |
| 28.01.1989 | | Charlton Athletic | – | Kettering Town | | 2:1 (2:0) |
| London |
FA Cup 1987/88, First Qualifying Round |
| | | Wisbech Town | – | Kettering Town | | 2:0 |
| |
FA Cup 1986/87, First Round Proper |
| 15.11.1986 | | Kettering Town | – | Gillingham | | 0:3 (0:3) |
| Kettering |
FA Cup 1985/86, Fourth Qualifying Round |
| | | Chelmsford City | – | Kettering Town | | 1:0 |
| |
FA Cup 1984/85, First Round Proper |
| 20.11.1984 | | Bournemouth | – | Kettering Town | | 3:2 * |
| |
FA Cup 1983/84, First Round Proper |
| 19.11.1983 | | Kettering Town | – | Swindon Town | | 0:7 |
| |
FA Cup 1982/83, First Round Proper |
| 20.11.1982 | | Walsall | – | Kettering Town | | 3:0 |
| |
FA Cup 1981/82, Second Round Proper |
| 02.01.1982 | | Kettering Town | – | Blackpool | | 0:3 |
| |
FA Cup 1980/81, First Round Proper |
| 01.12.1980 | | Maidstone United | – | Kettering Town | | 3:1 * |
| |
FA Cup 1979/80, First Round Proper |
| 24.11.1979 | | Reading | – | Kettering Town | | 4:2 |
| |
FA Cup 1978/79, Fourth Qualifying Round |
| | | Kettering Town | – | Boston United | | 1:3 |
| |
FA Cup 1977/78, First Round Proper |
| 07.12.1977 | | Kettering Town | – | Tilbury | | 2:3 * |
| |
FA Cup 1976/77, Third Round Proper |
| 08.01.1977 | | Kettering Town | – | Colchester United | | 2:3 |
| |
FA Cup 1975/76, Fourth Qualifying Round |
| | | Kettering Town | – | Boston United | | 3:4 |
| |
FA Cup 1974/75, Second Round Proper |
| 14.12.1974 | | Wimbledon | – | Kettering Town | | 2:0 |
| |
FA Cup 1973/74, Fourth Qualifying Round |
| | | Grantham | – | Kettering Town | | 3:1 |
| |
FA Cup 1972/73, First Round Proper |
| 22.11.1972 | | Kettering Town | – | Walsall | | 1:2 * |
| |
FA Cup 1971/72, First Round Proper |
| 20.11.1971 | | Kettering Town | – | Barnet | | 2:4 |
| |
FA Cup 1970/71, Fourth Qualifying Round |
| | | Wycombe Wanderers | – | Kettering Town | | 5:0 |
| |
FA Cup 1969/70, First Round Proper |
| 15.11.1969 | | Kettering Town | – | Swansea Town | | 0:2 (0:0) |
| |
FA Cup 1968/69, Third Round Proper |
| 08.01.1969 | | Kettering Town | – | Bristol Rovers | | 1:2 * |
| |
FA Cup 1967/68, Third Qualifying Round |
| | | Cambridge United | – | Kettering Town | | 3:0 |
| |
FA Cup 1966/67, Fourth Qualifying Round |
| | | Lowestoft Town | – | Kettering Town | | 3:1 |
| |
FA Cup 1965/66, Fourth Qualifying Round |
| | | Wisbech Town | – | Kettering Town | | 6:1 |
| |
FA Cup 1964/65, First Round Proper |
| 14.11.1964 | | Millwall | – | Kettering Town | | 2:0 |
| |
FA Cup 1963/64, Second Round Proper |
| 07.12.1963 | | Oxford United | – | Kettering Town | | 2:1 |
| |
FA Cup 1962/63, Fourth Qualifying Round |
| | | Boston United | – | Kettering Town | | 2:0 |
| |
FA Cup 1961/62, Second Round Proper |
| 25.11.1961 | | Northampton Town | – | Kettering Town | | 3:0 |
| |
FA Cup 1960/61, Second Round Proper |
| 26.11.1960 | | Reading | – | Kettering Town | | 4:2 |
| |
FA Cup 1959/60, First Round Proper |
| 19.11.1959 | | Margate | – | Kettering Town | | 3:2 * |
| |
FA Cup 1958/59, First Round Proper |
| 20.11.1958 | | Kettering Town | – | Peterborough United | | 2:3 * |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Corby Town | – | Kettering Town | | 3:1 |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Spalding United | – | Kettering Town | | 3:2 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Corby Town | – | Kettering Town | | 2:1 |
| |
FA Cup 1954/55, First Round Proper |
| 20.11.1954 | | Bishop Auckland | – | Kettering Town | | 5:1 |
| |
FA Cup 1953/54, First Round Proper |
| 21.11.1953 | | Leyton Orient | – | Kettering Town | | 3:0 |
| |
FA Cup 1952/53, Second Qualifying Round |
| | | Kettering Town | – | Corby Town | | 0:2 * |
| |
FA Cup 1951/52, First Round Proper |
| 24.11.1951 | | Bristol Rovers | – | Kettering Town | | 3:0 |
| |
FA Cup 1950/51, Fourth Qualifying Round |
| | | Bromsgrove Rovers | – | Kettering Town | | 3:2 |
| |
FA Cup 1949/50, Second Qualifying Round |
| | | Kettering Town | – | Peterborough United | | 0:5 |
| |
FA Cup 1948/49, Third Qualifying Round |
| | | Peterborough United | – | Kettering Town | | 2:1 |
| |
FA Cup 1947/48, Third Qualifying Round |
| | | Kettering Town | – | Peterborough United | | 3:4 |
| |
FA Cup 1946/47, Third Qualifying Round |
| | | Peterborough United | – | Kettering Town | | 4:1 |
| |
FA Cup 1945/46, First Round Proper |
| 17.11.1945 | | Kettering Town | – | Grantham | | 1:5 |
| |
FA Cup 1937/38, First Round Proper |
| 02.12.1937 | | Kettering Town | – | Crystal Palace | | 0:4 * |
| |
FA Cup 1933/34, First Round Proper |
| 25.11.1933 | | Queens Park Rangers | – | Kettering Town | | 6:0 |
| |
FA Cup 1929/30, First Round Proper |
| 30.11.1929 | | Newport County | – | Kettering Town | | 3:2 |
| |
FA Cup 1928/29, First Round Proper |
| 24.11.1928 | | Crystal Palace | – | Kettering Town | | 2:0 |
| |
FA Cup 1927/28, Second Round Proper |
| 15.12.1927 | | Kettering Town | – | Charlton Athletic | | 1:2 * |
| |
FA Cup 1926/27, First Round Proper |
| 27.11.1926 | | Kettering Town | – | Coventry City | | 2:3 |
| |
FA Cup 1925/26, Second Round Proper |
| 15.12.1925 | | Grimsby Town | – | Kettering Town | | 3:1 * |
| |
FA Cup 1908/09, First Round Proper |
| 16.01.1909 | | Bury | – | Kettering | | 8:0 |
| |
FA Cup 1905/06, First Round Proper |
| 13.01.1906 | | Derby County | – | Kettering | | 4:0 |
| |
FA Cup 1900/01, Second Round Proper |
| 23.02.1901 | | Middlesbrough | – | Kettering | | 5:0 |
| |
FA Cup 1898/99, First Round Proper |
| 28.01.1899 | | Notts County | – | Kettering | | 2:0 |
| |
FA Cup 1896/97, First Round Proper |
| 30.01.1897 | | Newton Heath | – | Kettering | | 5:1 |
| |
FA Cup 1895/96, First Round Proper |
| 01.02.1896 | | Newton Heath | – | Kettering | | 2:1 |
| |
