| 19 May 2007 | Bob Kerr Irish Senior Cup 2007 | First Round | Railway Union v Cork County |
| 30 Jun 2007 | Bob Kerr Irish Senior Cup 2007 | Second Round | Railway Union v Lisburn |
| 07 Jul 2007 | Bob Kerr Irish Senior Cup 2007 | Third Round | Railway Union v Phoenix |
| 17 Jun 2006 | Irish Senior Cup 2006 | First Round | Railway Union v Ballyspallen |
| 14 Jul 2006 | Irish Senior Cup 2006 | Second Round | Railway Union v Bready |
| 12 Aug 2006 | Irish Senior Cup 2006 | Semi-Final | Railway Union v Phoenix |
| 09 May 2009 | Bob Kerr Irish Senior Cup 2009 | Second Round | Railway Union v Glendermott |
| 13 Jun 2009 | Bob Kerr Irish Senior Cup 2009 | Third Round | Railway Union v Pembroke |
| 08 May 2010 | Bob Kerr Irish Senior Cup 2010 | Second Round | Railway Union v Rush |
| 12 Jun 2010 | Bob Kerr Irish Senior Cup 2010 | Third Round | Railway Union v YMCA |
| 14 May 2005 | Royal Liver Irish Senior Cup 2005 | Second Round | Railway Union v Lurgan |
| 04 Jun 2005 | Royal Liver Irish Senior Cup 2005 | Third Round | Railway Union v Ballyspallen |
| 16 Jul 2005 | Royal Liver Irish Senior Cup 2005 | Quarter-Final | Railway Union v Clontarf |
| 24 May 2003 | Royal Liver Irish Senior Cup 2003 | Second Round | Railway Union v Instonians |
| 21 Jun 2003 | Royal Liver Irish Senior Cup 2003 | Third Round | Railway Union v Brigade |
| 09 Aug 2003 | Royal Liver Irish Senior Cup 2003 | Semi-Final | Railway Union v Limavady |
| 29 May 2011 | Bob Kerr Irish Senior Cup 2011 | First Round | Railway Union v Strabane |
| 11 Jun 2011 | Bob Kerr Irish Senior Cup 2011 | Second Round | Railway Union v Eglinton |
| 02 Jun 2013 | RSA Irish Senior Cup 2013 | First Round | Railway Union v Downpatrick |
| 08 Jun 2013 | RSA Irish Senior Cup 2013 | Second Round | Railway Union v North County |
| 29 Jun 2014 | RSA Irish Senior Cup 2014 | Quarter-Final | Railway Union v The Hills |
| 22 May 2016 | Irish Senior Cup 2016 | First Round | Railway Union v Cork County |
| 20 May 2023 | Arachas Irish Senior Cup 2023 | First Round | Railway Union v Bready |
| 04 Jun 2023 | Arachas Irish Senior Cup 2023 | Second Round | Railway Union v Balbriggan |
| 18 May 2024 | Arachas Irish Senior Cup 2024 | First Round | Railway Union v Cliftonville Academy |
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