FA Cup 2023/24, First Qualifying Round |
 | 02.09.2023 | | Harborough Town | – | Stamford | | 3:1 (0:0) |
| Market Harborough |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Bromsgrove Sporting | – | Stamford | | 4:3 (3:1) |
| Bromsgrove |
FA Cup 2021/22, Fourth Qualifying Round |
| 16.10.2021 | | Stockport County | – | Stamford | | 3:0 (1:0) |
| Stockport |
FA Cup 2019/20, Second Qualifying Round |
| 21.09.2019 | | Stamford | – | Boston United | | 0:4 (0:1) |
| Stamford |
FA Cup 2018/19, Preliminary Round |
| 04.09.2018 | | Peterborough Sports | – | Stamford | | 4:3 (2:1) * |
| Peterborough |
FA Cup 2017/18, Preliminary Round |
| 18.08.2017 | | Cambridge City | – | Stamford | | 1:0 (0:0) |
| Cambridge |
FA Cup 2016/17, First Round Proper |
| 06.11.2016 | | Hartlepool United | – | Stamford | | 3:0 (0:0) |
| Hartlepool |
FA Cup 2015/16, Second Qualifying Round |
| 27.09.2015 | | Coleshill Town | – | Stamford | | 2:0 (1:0) |
| Tamworth |
FA Cup 2014/15, Second Qualifying Round |
| 27.09.2014 | | Stamford | – | Grantham Town | | 1:2 (0:1) |
| Stamford |
FA Cup 2013/14, Fourth Qualifying Round |
| 26.10.2013 | | Stamford | – | Hednesford Town | | 0:2 (0:0) |
| Stamford |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Stamford | – | Buxton | | 1:3 (1:1) |
| Stamford |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Grantham Town | – | Stamford | | 1:0 |
| |
FA Cup 2010/11, Second Qualifying Round |
| 25.09.2010 | | Thurrock | – | Stamford | | 3:1 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Sleaford Town | – | Stamford | | 3:1 |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Boston United | – | Stamford | | 2:1 |
| |
FA Cup 2007/08, Third Qualifying Round |
| 13.10.2007 | | Nuneaton Borough | – | Stamford | | 4:1 |
| |
FA Cup 2006/07, First Qualifying Round |
| 19.09.2006 | | Stamford | – | Lincoln United | | 1:2 * |
| |
FA Cup 2005/06, Preliminary Round |
| 30.08.2005 | | Stamford | – | Oadby Town | | 0:1 * |
| |
FA Cup 2004/05, Second Qualifying Round |
| | | Hinckley United | – | Stamford | | 3:1 |
| |
FA Cup 2003/04, Second Qualifying Round |
| | | Stamford | – | Kettering Town | | 0:3 |
| |
FA Cup 2002/03, Second Qualifying Round |
| | | Stamford | – | Worcester City | | 1:2 * |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Stamford | – | Grantham Town | | 0:3 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Congleton Town | – | Stamford | | 2:0 * |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Stamford | – | Buxton | | 2:3 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Stamford | – | Newmarket Town | | 1:4 * |
| |
FA Cup 1996/97, First Qualifying Round |
| | | Corby Town | – | Stamford | | 4:1 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Stamford | – | Halstead Town | | 1:2 * |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Stamford | – | Tiptree United | | 2:3 |
| |
FA Cup 1993/94, Second Qualifying Round |
| | | Chelmsford City | – | Stamford | | 5:2 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Valley Sports Rugby | – | Stamford | | 2:0 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Rothwell Town | – | Stamford | | 7:2 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Stamford | – | Purfleet | | 1:2 * |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Nuneaton Borough | – | Stamford | | 2:0 |
| |
FA Cup 1987/88, Preliminary Round |
| | | Vauxhall Motors Luton | – | Stamford | | 3:2 * |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Stamford | – | Bury Town | | 2:3 |
| |
FA Cup 1985/86, Third Qualifying Round |
| | | Stourbridge | – | Stamford | | 4:0 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Stamford | – | Irthlingborough Diamonds | | 0:2 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Stourbridge | – | Stamford | | 2:1 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Nuneaton Borough | – | Stamford | | 5:0 * |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Lowestoft Town | – | Stamford | | 1:0 |
| |
FA Cup 1980/81, Preliminary Round |
| | | March Town United | – | Stamford | | 2:1 |
| |
FA Cup 1979/80, Second Qualifying Round |
| | | Stamford | – | Boston United | | 0:5 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Retford Town | – | Stamford | | 2:1 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Irthlingborough Diamonds | – | Stamford | | 3:1 |
| |
FA Cup 1976/77, Third Qualifying Round |
| | | Boston | – | Stamford | | 1:0 |
| |
FA Cup 1975/76, Third Qualifying Round |
| | | Stamford | – | Bedford Town | | 0:2 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Stamford | – | Histon | | 1:3 |
| |
FA Cup 1973/74, Fourth Qualifying Round |
| | | King's Lynn | – | Stamford | | 3:1 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Skegness Town | – | Stamford | | 3:1 |
| |
FA Cup 1971/72, Second Qualifying Round |
| | | Bourne Town | – | Stamford | | 3:1 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Stamford | – | Lincoln United | | 2:5 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Cambridge City | – | Stamford | | 7:0 |
| |
FA Cup 1968/69, Fourth Qualifying Round |
| | | Stamford | – | Bury Town | | 0:2 |
| |
FA Cup 1967/68, Preliminary Round |
| | | Stamford | – | St Neots Town | | 0:4 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Boston United | – | Stamford | | 4:0 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Stamford | – | Boston | | 0:1 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Skegness Town | – | Stamford | | 4:0 * |
| |
FA Cup 1963/64, Third Qualifying Round |
| | | Grantham | – | Stamford | | 4:2 |
| |
FA Cup 1962/63, Second Qualifying Round |
| | | Bourne Town | – | Stamford | | 5:1 |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Corby Town | – | Stamford | | 3:1 * |
| |
FA Cup 1960/61, Second Qualifying Round |
| | | Kettering Town | – | Stamford | | 3:0 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Rushden Town | – | Stamford | | 3:2 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Corby Town | – | Stamford | | 7:2 |
| |
FA Cup 1957/58, First Qualifying Round |
| | | Kettering Town | – | Stamford | | 4:1 |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Rushden Town | – | Stamford | | 3:1 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Stamford | – | Rushden Town | | 1:5 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Wellingborough Town | – | Stamford | | 2:0 * |
| |
FA Cup 1953/54, Third Qualifying Round |
| | | Kettering Town | – | Stamford | | 12:0 * |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Spalding United | – | Stamford | | 1:0 |
| |
FA Cup 1951/52, Second Qualifying Round |
| | | Desborough Town | – | Stamford | | 2:1 |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Raleigh Athletic | – | Stamford | | 5:2 * |
| |
FA Cup 1949/50, Extra Preliminary Round |
| | | Spalding United | – | Stamford | | 1:0 |
| |
FA Cup 1948/49, Preliminary Round |
| | | Linby Colliery | – | Stamford | | 3:2 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Basford United | – | Stamford | | 3:1 |
| |
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