FA Cup 2001/02, Preliminary Round |
 | | | Hoddesdon Town | – | Wellingborough Town | | 6:1 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Tring Town | – | Wellingborough Town | | 2:1 * |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Hinckley United | – | Wellingborough Town | | 2:0 |
| |
FA Cup 1998/99, Preliminary Round |
| | | Ford United | – | Wellingborough Town | | 2:0 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Redditch United | – | Wellingborough Town | | 4:0 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Wellingborough Town | – | Cogenhoe United | | 0:3 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Wellingborough Town | – | Bolehall Swifts | | 0:4 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Wellingborough Town | – | Westfields | | 1:3 * |
| |
FA Cup 1992/93, Preliminary Round |
| | | Wisbech Town | – | Wellingborough Town | | 10:0 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Willenhall Town | – | Wellingborough Town | | 6:1 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Alvechurch | – | Wellingborough Town | | 4:1 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Wellingborough Town | – | Stratford Town | | 3:4 * |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Wellingborough Town | – | Chasetown | | 1:2 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Leicester United | – | Wellingborough Town | | 1:0 * |
| |
FA Cup 1986/87, Preliminary Round |
| | | Wellingborough Town | – | Sutton Coldfield Town | | 1:3 |
| |
FA Cup 1985/86, Second Qualifying Round |
| | | Irthlingborough Diamonds | – | Wellingborough Town | | 4:2 * |
| |
FA Cup 1984/85, Second Qualifying Round |
| | | Wellingborough Town | – | Corby Town | | 1:4 |
| |
FA Cup 1983/84, Fourth Qualifying Round |
| | | AP Leamington | – | Wellingborough Town | | 3:0 |
| |
FA Cup 1982/83, Fourth Qualifying Round |
| | | Worcester City | – | Wellingborough Town | | 2:1 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Lye Town | – | Wellingborough Town | | 2:1 |
| |
FA Cup 1980/81, Preliminary Round |
| | | Newmarket Town | – | Wellingborough Town | | 1:0 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Tring Town | – | Wellingborough Town | | 2:1 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Arnold | – | Wellingborough Town | | 2:1 * |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Wellingborough Town | – | Banbury United | | 1:2 |
| |
FA Cup 1976/77, Third Qualifying Round |
| | | Wellingborough Town | – | Barton Rovers | | 1:2 * |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Wellingborough Town | – | Milton Keynes City | | 0:1 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Bedford Town | – | Wellingborough Town | | 2:1 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Corby Town | – | Wellingborough Town | | 1:0 |
| |
FA Cup 1972/73, Second Qualifying Round |
| | | Enderby Town | – | Wellingborough Town | | 2:1 |
| |
FA Cup 1971/72, Third Qualifying Round |
| | | Kettering Town | – | Wellingborough Town | | 2:1 |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Wellingborough Town | – | Cambridge City | | 1:2 * |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Cambridge United | – | Wellingborough Town | | 5:0 |
| |
FA Cup 1968/69, Third Qualifying Round |
| | | Kettering Town | – | Wellingborough Town | | 4:1 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Wellingborough Town | – | Kettering Town | | 1:3 * |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Desborough Town | – | Wellingborough Town | | 2:1 |
| |
FA Cup 1965/66, First Round Proper |
| 13.11.1965 | | Aldershot | – | Wellingborough Town | | 2:1 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Wellingborough Town | – | St Neots Town | | 0:2 |
| |
FA Cup 1963/64, Third Qualifying Round |
| | | Corby Town | – | Wellingborough Town | | 3:1 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Corby Town | – | Wellingborough Town | | 1:0 * |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Stamford | – | Wellingborough Town | | 5:0 |
| |
FA Cup 1960/61, First Qualifying Round |
| | | Stamford | – | Wellingborough Town | | 2:1 |
| |
FA Cup 1959/60, Second Qualifying Round |
| | | Wellingborough Town | – | Rushden Town | | 0:2 |
| |
FA Cup 1958/59, Second Qualifying Round |
| | | Rushden Town | – | Wellingborough Town | | 1:0 |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Spalding United | – | Wellingborough Town | | 4:1 * |
| |
FA Cup 1956/57, Second Qualifying Round |
| | | Corby Town | – | Wellingborough Town | | 6:0 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Wellingborough Town | – | Spalding United | | 1:9 |
| |
FA Cup 1954/55, Third Qualifying Round |
| | | Corby Town | – | Wellingborough Town | | 8:0 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Stamford | – | Wellingborough Town | | 5:0 |
| |
FA Cup 1952/53, Preliminary Round |
| | | Rushden Town | – | Wellingborough Town | | 3:1 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Stamford | – | Wellingborough Town | | 5:3 |
| |
FA Cup 1950/51, Second Qualifying Round |
| | | Corby Town | – | Wellingborough Town | | 5:0 |
| |
FA Cup 1949/50, First Qualifying Round |
| | | Wellingborough Town | – | Corby Town | | 0:5 |
| |
FA Cup 1948/49, Second Qualifying Round |
| | | Wellingborough Town | – | Peterborough United | | 2:3 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Wellingborough Town | – | Rushden Town | | 0:3 |
| |
FA Cup 1946/47, First Qualifying Round |
| | | Peterborough United | – | Wellingborough Town | | 6:0 |
| |
FA Cup 1945/46, Second Qualifying Round |
| | | Wellingborough Town | – | Kettering Town | | 2:5 |
| |
FA Cup 1928/29, First Round Proper |
| 24.11.1928 | | Bristol Rovers | – | Wellingborough Town | | 2:1 |
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