| 16 May 1993 | Whyte and Mackay Scottish Cup 1993 | Preliminary Round Section 8 | Kirkcaldy v Watsonians |
| 20 Jun 1993 | Whyte and Mackay Scottish Cup 1993 | Preliminary Round Section 8 | Kirkcaldy v Gordonians |
| 27 May 1990 | Scottish Cup 1990 | Preliminary Round Section 3 | Kirkcaldy v Northern Counties |
| 24 Jun 1990 | Scottish Cup 1990 | Preliminary Round Section 3 | Kirkcaldy v Kelburne |
| 28 May 1989 | Clydesdale Bank Scottish Cup 1989 | Preliminary Round Section 2 | Kirkcaldy v Huntly |
| 25 Jun 1989 | Clydesdale Bank Scottish Cup 1989 | Preliminary Round Section 2 | Kirkcaldy v Clackmannan County |
| 28 Jun 1987 | Knight, Frank and Rutley Scottish Cup 1987 | Preliminary Round Section 1 | Kirkcaldy v Strathmore County |
| 12 Jul 1987 | Knight, Frank and Rutley Scottish Cup 1987 | Preliminary Round Section 1 | Kirkcaldy v North Kelvinside Old Aloysians |
| 29 Jun 1986 | Knight, Frank and Rutley Scottish Cup 1986 | Preliminary Round Section 1 | Kirkcaldy v Kelburne |
| 13 Jul 1986 | Knight, Frank and Rutley Scottish Cup 1986 | Preliminary Round Section 3 | Kirkcaldy v Berwick |
| 30 Jun 1985 | Knight, Frank and Rutley Scottish Cup 1985 | Preliminary Round Section 2 | Kirkcaldy v West of Scotland |
| 14 Jul 1985 | Knight, Frank and Rutley Scottish Cup 1985 | Preliminary Round Section 4 | Kirkcaldy v Kelso |
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