- Leagues
- Highland Amatuer Cup
- Seasons
- 2015, 2016, 2017, 2018
Results
 2 - 5Highland Amatuer Cup 2018 Kirkwall Rovers vs Pentland United |
 2 - 1Highland Amatuer Cup 2018 Kirkwall Rovers vs Kirkwall Accies |
 3 - 1Highland Amatuer Cup 2017 Kirkwall Thorfinn vs Kirkwall Rovers |
PostponedHighland Amatuer Cup 2017 Dounby Athletic vs Kirkwall Rovers |
 12 - 2Highland Amatuer Cup 2017 Kirkwall Rovers vs Isles United |
 7 - 3Highland Amatuer Cup 2016 Lochinver vs Kirkwall Rovers |
5 - 3Highland Amatuer Cup 2016 Kirkwall Rovers vs Dounby Athletic |
1 - 0Highland Amatuer Cup 2015 Avoch vs Kirkwall Rovers |
 4 - 2Highland Amatuer Cup 2015 Kirkwall Rovers vs Lochs |
2 - 3Highland Amatuer Cup 2015 Pentland United v Kirkwall Rovers |
0 - 2Highland Amatuer Cup 2015 Dounby Athletic v Kirkwall Rovers |
