| 19 May 2007 | Bob Kerr Irish Senior Cup 2007 | First Round | The Hills v Glendermott |
| 29 Jun 2007 | Bob Kerr Irish Senior Cup 2007 | Second Round | The Hills v Instonians |
| 28 Jul 2007 | Bob Kerr Irish Senior Cup 2007 | Third Round | The Hills v Malahide |
| 04 Aug 2007 | Bob Kerr Irish Senior Cup 2007 | Semi-Final | The Hills v Rush |
| 22 Jul 2006 | Irish Senior Cup 2006 | Quarter-Final | The Hills v Railway Union |
| 15 Jul 2008 | Bob Kerr Irish Senior Cup 2008 | Third Round | The Hills v North County |
| 09 May 2009 | Bob Kerr Irish Senior Cup 2009 | Second Round | The Hills v Instonians |
| 13 Jun 2009 | Bob Kerr Irish Senior Cup 2009 | Third Round | The Hills v Donemana |
| 04 Sep 2009 | Bob Kerr Irish Senior Cup 2009 | Final | Donemana v Leinster |
| 12 Jun 2010 | Bob Kerr Irish Senior Cup 2010 | Third Round | The Hills v Pembroke |
| 23 Jul 2010 | Bob Kerr Irish Senior Cup 2010 | Quarter-Final | The Hills v Waringstown |
| 22 May 2004 | Royal Liver Irish Senior Cup 2004 | Second Round | The Hills v Waringstown |
| 10 Jul 2004 | Royal Liver Irish Senior Cup 2004 | Quarter-Final | The Hills v Brigade |
| 06 Jun 2003 | Royal Liver Irish Senior Cup 2003 | Second Round | The Hills v Drummond |
| 21 Jun 2003 | Royal Liver Irish Senior Cup 2003 | Third Round | The Hills v Limavady |
| 29 May 2011 | Bob Kerr Irish Senior Cup 2011 | First Round | The Hills v Limavady |
| 12 May 2012 | Bob Kerr Irish Senior Cup 2012 | First Round | The Hills v Bready |
| 24 Jun 2012 | Bob Kerr Irish Senior Cup 2012 | Second Round | The Hills v Church of Ireland Young Men's Society |
| 15 Jul 2012 | Bob Kerr Irish Senior Cup 2012 | Quarter-Final | The Hills v YMCA |
| 11 May 2013 | RSA Irish Senior Cup 2013 | First Round | The Hills v Instonians |
| 08 Jun 2013 | RSA Irish Senior Cup 2013 | Second Round | The Hills v Church of Ireland Young Men's Society |
| 18 May 2014 | RSA Irish Senior Cup 2014 | First Round | The Hills v Glendermott |
| 08 Jun 2014 | RSA Irish Senior Cup 2014 | Second Round | The Hills v Bready |
| 09 May 2015 | Irish Senior Cup 2015 | First Round | The Hills v North Down |
| 07 May 2016 | Irish Senior Cup 2016 | First Round | The Hills v Civil Service North |
| 29 May 2016 | Irish Senior Cup 2016 | Second Round | The Hills v Church of Ireland Young Men's Society |
| 13 May 2017 | Irish Senior Cup 2017 | First Round | The Hills v Civil Service North |
| 09 Jul 2017 | Irish Senior Cup 2017 | Quarter-Final | The Hills v Balbriggan |
| 12 Aug 2017 | Irish Senior Cup 2017 | Semi-Final | The Hills v Instonians |
| 25 May 2019 | Clear Currency Irish Senior Cup 2019 | First Round | The Hills v Ballyspallen |
| 19 Jun 2022 | Clear Currency Irish Senior Cup 2022 | Second Round | The Hills v Cork County |
| 17 Jul 2022 | Clear Currency Irish Senior Cup 2022 | Quarter-Final | The Hills v Lisburn |
| 18 Jun 2023 | Arachas Irish Senior Cup 2023 | Quarter-Final | The Hills v Instonians |
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