FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 | | Winterton Rangers | – | Melton Town | | 2:4 (2:1) |
| Winterton |
FA Cup 2022/23, Extra Preliminary Round |
| 10.08.2022 | | Winterton Rangers | – | Shepshed Dynamo | | 1:3 aet
(1:1, 1:1) * |
| Winterton |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Shepshed Dynamo | – | Winterton Rangers | | 0:0 |
| Shepshed |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Bedworth United | – | Winterton Rangers | | 4:1 (1:1) |
| Bedworth |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Winterton Rangers | – | Deeping Rangers | | 4:1 (2:0) |
| Winterton |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Winterton Rangers | – | Grimsby Borough | | 6:2 (2:2) |
| Winterton |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Winterton Rangers | – | Kirby Muxloe | | 0:1 (0:0) |
| Winterton |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Winterton Rangers | – | Grimsby Borough | | 2:1 (2:1) |
| Winterton |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Winterton Rangers | – | Ossett Albion | | 0:3 |
| Winterton |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Alsager Town | – | Winterton Rangers | | 2:3 |
| Alsager |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Runcorn Town | – | Winterton Rangers | | 7:2 |
| Runcorn |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Winterton Rangers | – | Bacup Borough | | 0:3 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Staveley Miners Welfare | – | Winterton Rangers | | 3:0 |
| |
FA Cup 2010/11, First Qualifying Round |
| 14.09.2010 | | Radcliffe Olympic | – | Winterton Rangers | | 2:0 * |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Winterton Rangers | – | Radcliffe Olympic | | 2:2 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Maltby Main | – | Winterton Rangers | | 0:1 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Greenwood Meadows | – | Winterton Rangers | | 3:4 |
| |
FA Cup 2009/10, First Qualifying Round |
| 12.09.2009 | | Buxton | – | Winterton Rangers | | 2:1 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Winterton Rangers | – | St Andrews | | 6:1 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Dunkirk | – | Winterton Rangers | | 1:3 |
| |
FA Cup 2008/09, Second Qualifying Round |
| 01.10.2008 | | Newcastle Benfield | – | Winterton Rangers | | 2:1 aet * |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Winterton Rangers | – | Newcastle Benfield | | 1:1 |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Winterton Rangers | – | Warrington Town | | 4:2 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Radcliffe Borough | – | Winterton Rangers | | 1:2 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | Barton Town Old Boys | – | Winterton Rangers | | 1:3 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | West Auckland Town | – | Winterton Rangers | | 3:2 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Winterton Rangers | – | Morpeth Town | | 1:0 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Winterton Rangers | – | Armthorpe Welfare | | 3:2 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Winterton Rangers | – | Kendal Town | | 0:5 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Winterton Rangers | – | West Auckland Town | | 3:0 |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 23.08.2006 | | Winterton Rangers | – | Daisy Hill | | 3:0 * |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 19.08.2006 | | Daisy Hill | – | Winterton Rangers | | 1:1 |
| |
FA Cup 2005/06, Preliminary Round |
| 31.08.2005 | | Winterton Rangers | – | Hebburn Town | | 0:2 * |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Hebburn Town | – | Winterton Rangers | | 1:1 |
| |
FA Cup 2005/06, Extra Preliminary Round |
| 20.08.2005 | | Winterton Rangers | – | North Shields | | 1:0 |
| |
FA Cup 2004/05, Extra Preliminary Round |
| | | Goole | – | Winterton Rangers | | 1:0 * |
| |
FA Cup 2004/05, Extra Preliminary Round |
| | | Winterton Rangers | – | Goole AFC | | 1:1 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Marske United | – | Winterton Rangers | | 3:0 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Winterton Rangers | – | Great Harwood Town | | 0:0,
pen. 3:5 * |
| |
FA Cup 2002/03, Preliminary Round |
| | | Great Harwood Town | – | Winterton Rangers | | 0:0 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Hyde United | – | Winterton Rangers | | 6:0 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Winterton Rangers | – | Darwen | | 2:0 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Winterton Rangers | – | Sheffield | | 0:1 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Winterton Rangers | – | Stocksbridge Park Steels | | 3:0 |
| |
FA Cup 1993/94, Preliminary Round |
| | | Winterton Rangers | – | Prescot | | 2:0 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Winterton Rangers | – | Nuneaton Borough | | 1:7 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Winterton Rangers | – | Eastwood Town | | 0:3 |
| |
FA Cup 1983/84, Preliminary Round |
| | | Winterton Rangers | – | Friar Lane Old Boys | | 1:0 |
| |
FA Cup 1982/83, Second Qualifying Round |
| | | Grantham | – | Winterton Rangers | | 4:0 * |
| |
FA Cup 1982/83, Second Qualifying Round |
| | | Winterton Rangers | – | Grantham | | 0:0 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Winterton Rangers | – | Bourne Town | | 4:3 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Bridlington Trinity | – | Winterton Rangers | | 3:1 |
| |
FA Cup 1980/81, Preliminary Round |
| | | Winterton Rangers | – | Nantwich Town | | 0:1 * |
| |
FA Cup 1980/81, Preliminary Round |
| | | Nantwich Town | – | Winterton Rangers | | 0:0 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Sutton Town | – | Winterton Rangers | | 2:0 |
| |
FA Cup 1979/80, Preliminary Round |
| | | Heanor Town | – | Winterton Rangers | | 0:5 |
| |
FA Cup 1978/79, Third Qualifying Round |
| | | Yorkshire Amateur | – | Winterton Rangers | | 1:0 |
| |
FA Cup 1978/79, Second Qualifying Round |
| | | Winterton Rangers | – | Bridlington Trinity | | 2:1 * |
| |
FA Cup 1978/79, Second Qualifying Round |
| | | Bridlington Trinity | – | Winterton Rangers | | 2:2 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | North Ferriby United | – | Winterton Rangers | | 0:1 * |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Winterton Rangers | – | North Ferriby United | | 0:0 |
| |
FA Cup 1977/78, Preliminary Round |
| | | Winterton Rangers | – | Appleby Frodingham Athletic | | 0:1 |
| |
FA Cup 1976/77, Fourth Qualifying Round |
| | | Droylsden | – | Winterton Rangers | | 3:2 * |
| |
FA Cup 1976/77, Fourth Qualifying Round |
| | | Winterton Rangers | – | Droylsden | | 3:3 |
| |
FA Cup 1976/77, Third Qualifying Round |
| | | Emley | – | Winterton Rangers | | 4:7 |
| |
FA Cup 1976/77, Second Qualifying Round |
| | | Winterton Rangers | – | Denaby United | | 2:1 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Retford Town | – | Winterton Rangers | | 0:3 |
| |
FA Cup 1976/77, Preliminary Round |
| | | Frecheville Community | – | Winterton Rangers | | 0:1 |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Worksop Town | – | Winterton Rangers | | 4:3 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Winterton Rangers | – | Yorkshire Amateur | | 4:2 |
| |
FA Cup 1974/75, Third Qualifying Round |
| | | Winterton Rangers | – | Bridlington Town | | 0:2 * |
| |
FA Cup 1974/75, Third Qualifying Round |
| | | Bridlington Town | – | Winterton Rangers | | 1:1 |
| |
FA Cup 1974/75, Second Qualifying Round |
| | | Winterton Rangers | – | Whitby Town | | 3:2 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Winterton Rangers | – | Barton Town | | 1:0 * |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Barton Town | – | Winterton Rangers | | 2:2 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Goole Town | – | Winterton Rangers | | 2:0 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Winterton Rangers | – | Gainsborough Trinity | | 1:3 |
| |
FA Cup 1972/73, Preliminary Round |
| | | Winterton Rangers | – | Frickley Colliery | | 2:0 |
| |
FA Cup 1971/72, Fourth Qualifying Round |
| | | Winterton Rangers | – | Boston United | | 0:3 |
| |
FA Cup 1971/72, Third Qualifying Round |
| | | Eastwood Town | – | Winterton Rangers | | 1:2 |
| |
FA Cup 1971/72, Second Qualifying Round |
| | | Winterton Rangers | – | Lincoln United | | 3:1 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Norton Woodseats | – | Winterton Rangers | | 0:3 |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Winterton Rangers | – | Scarborough | | 1:2 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Winterton Rangers | – | Selby Town | | 3:1 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Hull Brunswick | – | Winterton Rangers | | 2:0 |
| |
FA Cup 1969/70, Preliminary Round |
| | | Winterton Rangers | – | Selby Town | | 5:2 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Winterton Rangers | – | Ossett Town | | 1:3 |
| |
FA Cup 1949/50, Extra Preliminary Round |
| | | Winterton Rangers | – | Ashby Institute | | 1:4 |
| |
FA Cup 1948/49, Extra Preliminary Round |
| | | Brigg Town | – | Winterton Rangers | | 3:2 |
| |
FA Cup 1947/48, Preliminary Round |
| | | Winterton Rangers | – | Denaby United | | 1:2 |
| |
FA Cup 1947/48, Extra Preliminary Round |
| | | Bentley Colliery | – | Winterton Rangers | | 2:4 |
| |
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