FA Cup 2023/24, Second Round Proper |
 | 02.12.2023 | | Bolton Wanderers | – | Harrogate Town | | 5:1 (3:1) |
| Bolton |
FA Cup 2022/23, Second Round Proper |
| 26.11.2022 | | Hartlepool United | – | Harrogate Town | | 3:1 (2:0) |
| Hartlepool |
FA Cup 2021/22, Third Round Proper |
| 09.01.2022 | | Luton Town | – | Harrogate Town | | 4:0 (1:0) |
| Luton |
FA Cup 2020/21, Second Round Proper |
| 28.11.2020 | | Harrogate Town | – | Blackpool | | 0:4 (0:0) * |
| Harrogate |
FA Cup 2019/20, First Round Proper |
| 11.11.2019 | | Harrogate Town | – | Portsmouth | | 1:2 (1:2) |
| Harrogate |
FA Cup 2018/19, Fourth Qualifying Round |
| 23.10.2018 | | Wrexham | – | Harrogate Town | | 2:0 (0:0) * |
| Wrexham |
FA Cup 2017/18, Fourth Qualifying Round |
| 14.10.2017 | | Harrogate Town | – | Gainsborough Trinity | | 1:2 (1:0) |
| Harrogate |
FA Cup 2016/17, Fourth Qualifying Round |
| 15.10.2016 | | Harrogate Town | – | Halifax Town | | 0:2 (0:0) |
| Harrogate |
FA Cup 2015/16, Fourth Qualifying Round |
| 24.10.2015 | | Harrogate Town | – | Grimsby Town | | 1:4 (1:1) |
| Harrogate |
FA Cup 2014/15, Second Qualifying Round |
| 27.09.2014 | | Harrogate Town | – | Stockport County | | 1:2 (0:1) |
| Harrogate |
FA Cup 2013/14, Second Qualifying Round |
| 28.09.2013 | | Colwyn Bay | – | Harrogate Town | | 1:0 (0:0) |
| Old Colwyn |
FA Cup 2011/12, Second Qualifying Round |
| 04.10.2011 | | Harrogate Town | – | Frickley Athletic | | 1:2 * |
| |
FA Cup 2010/11, Third Qualifying Round |
| 09.10.2010 | | Halifax Town | – | Harrogate Town | | 4:0 |
| |
FA Cup 2009/10, Second Qualifying Round |
| 26.09.2009 | | Bradford Park Avenue | – | Harrogate Town | | 4:0 |
| |
FA Cup 2008/09, Third Qualifying Round |
| 14.10.2008 | | Harrogate Town | – | Eastwood Town | | 0:2 * |
| |
FA Cup 2007/08, Fourth Qualifying Round |
| 27.10.2007 | | Harrogate Railway Athletic | – | Harrogate Town | | 2:1 (1:1) |
| |
FA Cup 2006/07, Fourth Qualifying Round |
| 28.10.2006 | | Tamworth | – | Harrogate Town | | 3:1 (1:1) |
| |
FA Cup 2004/05, Third Qualifying Round |
| | | Liversedge | – | Harrogate Town | | 3:2 (0:1) |
| |
FA Cup 2003/04, Second Qualifying Round |
| | | Barrow | – | Harrogate Town | | 2:0 |
| |
FA Cup 2002/03, First Round Proper |
| 16.11.2002 | | Farnborough Town | – | Harrogate Town | | 5:1 (5:1) |
| Farnborough |
FA Cup 2001/02, Third Qualifying Round |
| | | Vauxhall Motors | – | Harrogate Town | | 3:1 (2:1) |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Harrogate Town | – | Billingham Town | | 0:2 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Morpeth Town | – | Harrogate Town | | 2:1 |
| |
FA Cup 1998/99, Preliminary Round |
| | | Harrogate Town | – | Burscough | | 1:2 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Easington Colliery | – | Harrogate Town | | 4:1 * |
| |
FA Cup 1996/97, First Qualifying Round |
| | | Harrogate Town | – | Consett | | 0:1 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Harrogate Town | – | Bedlington Terriers | | 1:2 |
| |
FA Cup 1994/95, Third Qualifying Round |
| | | Harrogate Town | – | Bishop Auckland | | 0:3 |
| |
FA Cup 1993/94, Second Qualifying Round |
| | | Barrow | – | Harrogate Town | | 6:1 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Harrogate Town | – | Warrington Town | | 1:2 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Frickley Athletic | – | Harrogate Town | | 3:2 * |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Harrogate Town | – | Esh Winning | | 1:3 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Prudhoe East End | – | Harrogate Town | | 1:0 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Harrogate Town | – | Billingham Synthonia | | 1:3 |
| |
FA Cup 1987/88, Third Qualifying Round |
| | | Bishop Auckland | – | Harrogate Town | | 2:0 * |
| |
FA Cup 1986/87, Second Qualifying Round |
| | | Chester-le-Street Town | – | Harrogate Town | | 3:1 * |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Harrogate Town | – | Morecambe | | 0:2 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Brandon United | – | Harrogate Town | | 3:0 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Harrogate Town | – | Whitby Town | | 2:4 |
| |
FA Cup 1982/83, Second Qualifying Round |
| | | Frickley Athletic | – | Harrogate Town | | 3:1 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Harrogate Town | – | Barton Town | | 0:4 |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Harrogate Town | – | Ossett Albion | | 2:3 * |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Ossett Albion | – | Harrogate Town | | 3:0 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Harrogate Town | – | Bridlington Town | | 0:2 * |
| |
FA Cup 1962/63, Second Qualifying Round |
| | | Scarborough | – | Harrogate Town | | 5:1 |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Harrogate Town | – | Selby Town | | 1:2 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Goole Town | – | Harrogate Town | | 7:3 |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Yorkshire Amateur | – | Harrogate Town | | 4:1 |
| |
FA Cup 1948/49, Extra Preliminary Round |
| | | Bradford United | – | Harrogate Hotspurs | | 4:2 |
| |
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