FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 | | Whitchurch Alport | – | Cheadle Town | | 2:1 (1:0) |
| Whitchurch |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Trafford | – | Cheadle Town | | 5:2 |
| Flixton |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Northwich Victoria | – | Cheadle Town | | 2:4 |
| Northwich |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Penistone Church | – | Cheadle Town | | 1:3 |
| Penistone |
FA Cup 2013/14, Extra Preliminary Round |
| 18.08.2013 | | AFC Liverpool | – | Cheadle Town | | 1:0 |
| Prescot |
FA Cup 2012/13, Extra Preliminary Round |
| 15.08.2012 | | Maltby Main | – | Cheadle Town | | 1:0 * |
| |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Cheadle Town | – | Maltby Main | | 1:1 |
| |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Trafford | – | Cheadle Town | | 3:0 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Chadderton | – | Cheadle Town | | 2:8 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Cheadle Town | – | Ramsbottom United | | 1:3 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Cheadle Town | – | Squires Gate | | 3:0 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Ramsbottom United | – | Cheadle Town | | 5:1 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | Cheadle Town | – | Newcastle Town | | 1:2 |
| |
FA Cup 2007/08, Second Qualifying Round |
| 29.09.2007 | | Dinnington Town | – | Cheadle Town | | 2:1 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Atherton Collieries | – | Cheadle Town | | 2:5 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Cheadle Town | – | Ashton Town | | 3:0 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Alsager Town | – | Cheadle Town | | 6:0 |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 19.08.2006 | | Cheadle Town | – | Crook Town | | 3:1 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Marine | – | Cheadle Town | | 4:0 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Cheadle Town | – | Bamber Bridge | | 2:1 |
| |
FA Cup 2005/06, Extra Preliminary Round |
| 20.08.2005 | | Cheadle Town | – | Abbey Hey | | 3:2 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Cheadle Town | – | Maine Road | | 0:3 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Cheadle Town | – | Chester-le-Street Town | | 1:2 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Louth United | – | Cheadle Town | | 4:1 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Spennymoor United | – | Cheadle Town | | 2:0 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Cheadle Town | – | North Ferriby United | | 4:1 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Cheadle Town | – | Bridlington Town | | 0:1 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Cheadle Town | – | Warrington Town | | 0:3 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Parkgate | – | Cheadle Town | | 4:2 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Droylsden | – | Cheadle Town | | 4:1 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Burscough | – | Cheadle Town | | 2:0 * |
| |
FA Cup 1996/97, Preliminary Round |
| | | Cheadle Town | – | Burscough | | 0:0 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Thackley | – | Cheadle Town | | 5:2 |
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