FA Cup 2017/18, Fourth Qualifying Round |
 | 17.10.2017 |  | Ossett Town | – | Solihull Moors | | 1:2 (0:2) * |
| Ossett |
FA Cup 2016/17, Second Qualifying Round |
| 17.09.2016 | | Ossett Town | – | United of Manchester | | 1:7 |
| Ossett |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | AFC Blackpool | – | Ossett Town | | 1:0 (1:0) |
| Blackpool |
FA Cup 2014/15, First Qualifying Round |
| 13.09.2014 | | Marine | – | Ossett Town | | 2:1 (1:0) |
| Crosby |
FA Cup 2013/14, Third Qualifying Round |
| 12.10.2013 |  | Colwyn Bay | – | Ossett Town | | 2:1 (1:0) |
| Old Colwyn |
FA Cup 2012/13, First Qualifying Round |
| 12.09.2012 | | Whitby Town | – | Ossett Town | | 1:0 (0:0) * |
| Whitby |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | Wakefield | – | Ossett Town | | 4:0 |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | North Ferriby United | – | Ossett Town | | 2:1 |
| |
FA Cup 2009/10, Second Qualifying Round |
| 26.09.2009 | | Kendal Town | – | Ossett Town | | 2:0 |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Garforth Town | – | Ossett Town | | 1:0 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Consett | – | Ossett Town | | 3:0 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Ossett Town | – | Ossett Albion | | 1:2 |
| |
FA Cup 2005/06, Fourth Qualifying Round |
| 22.10.2005 | | Ossett Town | – | Leamington | | 2:3 (1:2) |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Billingham Town | – | Ossett Town | | 1:0 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | Ossett Town | – | Ossett Albion | | 1:3 * |
| |
FA Cup 2002/03, Preliminary Round |
| | | Ossett Town | – | Worsbrough Bridge Miners Welfare | | 0:2 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Squires Gate | – | Ossett Town | | 3:2 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Ossett Town | – | Chorley | | 0:1 |
| |
FA Cup 1999/00, Third Qualifying Round |
| | | Emley | – | Ossett Town | | 4:1 * |
| |
FA Cup 1998/99, Preliminary Round |
| | | Tadcaster Albion | – | Ossett Town | | 1:0 |
| |
FA Cup 1997/98, Third Qualifying Round |
| | | Halifax Town | – | Ossett Town | | 5:0 |
| |
FA Cup 1996/97, Second Qualifying Round |
| | | Gateshead | – | Ossett Town | | 5:1 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Accrington Stanley | – | Ossett Town | | 2:1 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Mossley | – | Ossett Town | | 3:0 * |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Winsford United | – | Ossett Town | | 3:1 * |
| |
FA Cup 1992/93, Preliminary Round |
| | | Ossett Town | – | Dunston Federation Brewery | | 1:2 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Ossett Town | – | Southport | | 0:1 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Ossett Town | – | Knowsley United | | 2:3 * |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Ossett Town | – | Stocksbridge Works | | 3:4 * |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Harrogate Railway Athletic | – | Ossett Town | | 3:2 |
| |
FA Cup 1955/56, Third Qualifying Round |
| | | Goole Town | – | Ossett Town | | 2:1 |
| |
FA Cup 1954/55, Second Qualifying Round |
| | | Farsley Celtic | – | Ossett Town | | 2:1 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Goole Town | – | Ossett Town | | 4:2 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Farsley Celtic | – | Ossett Town | | 1:0 |
| |
FA Cup 1951/52, Second Qualifying Round |
| | | Ossett Town | – | Goole Town | | 2:3 |
| |
FA Cup 1950/51, First Qualifying Round |
| | | Ossett Town | – | Selby Town | | 1:3 |
| |
FA Cup 1949/50, First Qualifying Round |
| | | Ossett Town | – | Brodsworth Main Colliery | | 1:3 |
| |
FA Cup 1948/49, Second Qualifying Round |
| | | Ossett Town | – | Selby Town | | 1:4 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Goole Town | – | Ossett Town | | 3:1 |
| |
FA Cup 1946/47, First Qualifying Round |
| | | Ossett Town | – | South Kirkby Colliery | | 0:2 |
| |
FA Cup 1945/46, Preliminary Round |
| | | Ossett Town | – | Thorne Colliery | | 1:3 |
| |
