- Leagues
- Highland Amateur Cup
- Seasons
- 2015, 2016, 2017, 2018
Results
 2nd June 20182 - 5Highland Amateur Cup 2018 N/A Kirkwall Rovers vs Pentland United |
 12th May 20182 - 1Highland Amateur Cup 2018 N/A Kirkwall Rovers vs Kirkwall Accies |
 3rd June 20173 - 1Highland Amateur Cup 2017 N/A Kirkwall Thorfinn vs Kirkwall Rovers |
 13th May 2017PostponedHighland Amateur Cup 2017 N/A Dounby Athletic vs Kirkwall Rovers |
 13th May 201712 - 2Highland Amateur Cup 2017 N/A Kirkwall Rovers vs Isles United |
 4th June 20167 - 3Highland Amateur Cup 2016 N/A Lochinver vs Kirkwall Rovers |
3rd May 20165 - 3Highland Amateur Cup 2016 N/A Kirkwall Rovers vs Dounby Athletic |
20th June 20151 - 0Highland Amateur Cup 2015 N/A Avoch vs Kirkwall Rovers |
 6th June 20154 - 2Highland Amateur Cup 2015 N/A Kirkwall Rovers vs Lochs |
23rd May 20152 - 3Highland Amateur Cup 2015 N/A Pentland United v Kirkwall Rovers |
9th May 20150 - 2Highland Amateur Cup 2015 N/A Dounby Athletic v Kirkwall Rovers |
