FA Cup 1988/89, Preliminary Round |
 | |  | Northampton Spencer | – | Irthlingborough Diamonds | | 0:1 |
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FA Cup 1987/88, First Qualifying Round |
| | | Irthlingborough Diamonds | – | Banbury United | | 3:1 |
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FA Cup 1985/86, Second Qualifying Round |
| | | Irthlingborough Diamonds | – | Wellingborough Town | | 4:2 * |
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FA Cup 1985/86, First Qualifying Round |
| | | Irthlingborough Diamonds | – | Shepshed Charterhouse | | 3:2 |
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FA Cup 1984/85, First Qualifying Round |
| | | Irthlingborough Diamonds | – | Leicester United | | 3:0 |
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FA Cup 1984/85, Preliminary Round |
| | | Stamford | – | Irthlingborough Diamonds | | 0:2 |
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FA Cup 1982/83, Second Qualifying Round |
| | | Irthlingborough Diamonds | – | Skegness Town | | 1:0 * |
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FA Cup 1982/83, First Qualifying Round |
| | | Irthlingborough Diamonds | – | Felixstowe Town | | 3:1 * |
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FA Cup 1982/83, Preliminary Round |
| | | Spalding United | – | Irthlingborough Diamonds | | 0:1 |
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FA Cup 1981/82, First Qualifying Round |
| | | Irthlingborough Diamonds | – | Chesham United | | 1:0 |
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FA Cup 1981/82, Preliminary Round |
| | | Irthlingborough Diamonds | – | Harefield United | | 2:1 |
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FA Cup 1978/79, Third Qualifying Round |
| | | Hinckley Athletic | – | Irthlingborough Diamonds | | 1:2 |
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FA Cup 1978/79, Second Qualifying Round |
| | | Atherstone Town | – | Irthlingborough Diamonds | | 1:3 |
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FA Cup 1978/79, First Qualifying Round |
| | | Irthlingborough Diamonds | – | Friar Lane Old Boys | | 3:0 |
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FA Cup 1977/78, First Qualifying Round |
| | | Irthlingborough Diamonds | – | Stamford | | 3:1 |
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FA Cup 1974/75, First Qualifying Round |
| | | Irthlingborough Diamonds | – | Rothwell Town | | 3:1 |
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FA Cup 1972/73, Second Qualifying Round |
| | | Irthlingborough Diamonds | – | Long Eaton United | | 2:1 |
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FA Cup 1972/73, First Qualifying Round |
| | | Hinckley Athletic | – | Irthlingborough Diamonds | | 1:2 * |
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FA Cup 1971/72, First Qualifying Round |
| | | Corby Town | – | Irthlingborough Diamonds | | 0:1 |
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FA Cup 1971/72, Preliminary Round |
| | | Desborough Town | – | Irthlingborough Diamonds | | 1:2 |
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FA Cup 1970/71, Second Qualifying Round |
| | | Irthlingborough Diamonds | – | Rothwell Town | | 5:0 * |
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FA Cup 1970/71, First Qualifying Round |
| | | Irthlingborough Diamonds | – | Histon | | 2:1 |
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FA Cup 1969/70, First Qualifying Round |
| | | Letchworth Town | – | Irthlingborough Diamonds | | 2:3 |
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