FA Cup 2022/23, Second Qualifying Round |
 | 17.09.2022 |  | A.F.C. Telford United | – | Chasetown | | 2:4 (1:2) |
| Telford |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Stone Old Alleynians | – | Chasetown | | 0:1 (0:0) |
| Stone |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Coleshill Town | – | Chasetown | | 1:2 (1:1) |
| Coleshill |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Chasetown | – | Barwell | | 2:1 (1:0) |
| Chasetown |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Chasetown | – | Uttoxeter Town | | 7:0 (3:0) |
| Chasetown |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Chasetown | – | Basford United | | 2:1 |
| Chasetown |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Kidsgrove Athletic | – | Chasetown | | 0:1 |
| Kidsgrove |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Chasetown | – | Staveley Miners Welfare | | 1:0 (1:0) |
| Chasetown |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Tividale | – | Chasetown | | 0:5 (0:3) |
| Tividale |
FA Cup 2018/19, Preliminary Round |
| 04.09.2018 | | Chasetown | – | Wednesfield | | 3:1 (2:0) * |
| Chasetown |
FA Cup 2017/18, First Qualifying Round |
| 02.09.2017 | | Boldmere St Michaels | – | Chasetown | | 0:3 (0:2) |
| Sutton Coldfield |
FA Cup 2017/18, Preliminary Round |
| 22.08.2017 | | Chasetown | – | Worcester City | | 2:0 (1:0) * |
| Chasetown |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Chasetown | – | Brocton | | 9:0 |
| Chasetown |
FA Cup 2015/16, Second Qualifying Round |
| 26.09.2015 | | Chasetown | – | Hinckley AFC | | 5:2 (1:0) |
| Chasetown |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | Chasetown | – | Grantham Town | | 3:0 (1:0) |
| Chasetown |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Chasetown | – | Evesham United | | 2:0 (0:0) |
| Chasetown |
FA Cup 2014/15, Preliminary Round |
| 02.09.2014 | | Chasetown | – | Newcastle Town | | 2:1 (0:1) * |
| Chasetown |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Chasetown | – | Romulus | | 3:1 (3:0) |
| Chasetown |
FA Cup 2012/13, First Qualifying Round |
| 11.09.2012 | | Market Drayton Town | – | Chasetown | | 1:2 aet
(1:1, 1:1) * |
| Market Drayton |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Chasetown | – | Rochester | | 2:1 |
| Chasetown |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | Chasetown | – | Alvechurch | | 6:2 |
| |
FA Cup 2008/09, Second Qualifying Round |
| 30.09.2008 | | Rothwell Town | – | Chasetown | | 2:5 aet * |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Gresley Rovers | – | Chasetown | | 2:4 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Chasetown | – | Carlton Town | | 5:0 |
| |
FA Cup 2007/08, Second Round Proper |
| 11.12.2007 | | Chasetown | – | Port Vale | | 1:0 (0:0) * |
| |
FA Cup 2007/08, First Round Proper |
| 10.11.2007 | | Team Bath | – | Chasetown | | 0:2 (0:2) |
| |
FA Cup 2007/08, Fourth Qualifying Round |
| 27.10.2007 | | Chasetown | – | Nuneaton Borough | | 2:1 (1:0) |
| |
FA Cup 2007/08, Third Qualifying Round |
| 13.10.2007 | | Chasetown | – | Rainworth Miners Welfare | | 2:0 |
| |
FA Cup 2007/08, Second Qualifying Round |
| 02.10.2007 | | Chasetown | – | Cambridge City | | 2:1 * |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Rocester | – | Chasetown | | 0:1 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Chasetown | – | Oadby Town | | 4:1 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Shepshed Dynamo | – | Chasetown | | 0:2 |
| |
FA Cup 2006/07, Preliminary Round |
| 05.09.2006 | | Chasetown | – | Coalville Town | | 3:1 * |
| |
FA Cup 2005/06, Fourth Qualifying Round |
| 25.10.2005 | | Chasetown | – | Blyth Spartans | | 1:0 (0:0) * |
| |
FA Cup 2005/06, Third Qualifying Round |
| 11.10.2005 | | Chasetown | – | Cogenhoe United | | 4:3 * |
| |
FA Cup 2005/06, Second Qualifying Round |
| 27.09.2005 | | Belper Town | – | Chasetown | | 1:4 * |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Chasetown | – | Gedling Town | | 2:1 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Chasetown | – | Causeway United | | 2:0 |
| |
FA Cup 2004/05, Extra Preliminary Round |
| | | Cradley Town | – | Chasetown | | 0:4 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Newcastle Town | – | Chasetown | | 1:3 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Chasetown | – | Boldmere St Michaels | | 2:0 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Chasetown | – | Halesowen Harriers | | 2:1 |
| |
FA Cup 1993/94, Preliminary Round |
| | | Chasetown | – | Barwell | | 2:1 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Chasetown | – | Redditch United | | 1:0 |
| |
FA Cup 1991/92, Second Qualifying Round |
| | | Banbury United | – | Chasetown | | 1:2 * |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Bilston Town | – | Chasetown | | 0:1 * |
| |
FA Cup 1991/92, Preliminary Round |
| | | Highgate United | – | Chasetown | | 0:3 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Wellingborough Town | – | Chasetown | | 1:2 |
| |
FA Cup 1988/89, Preliminary Round |
| | | Wednesfield Social | – | Chasetown | | 2:3 |
| |
