FA Cup 2014/15, Extra Preliminary Round |
 | 16.08.2014 | | Bolehall Swifts | – | Dudley Town | | 1:2 |
| Tamworth |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Halesowen Town | – | Dudley Town | | 1:2 |
| Halesowen |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Dudley Town | – | Southam United | | 4:1 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 18.08.2010 | | Dudley Town | – | Shifnal Town | | 2:0 * |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Dudley Town | – | Walsall Wood | | 3:2 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Gresley Rovers | – | Dudley Town | | 1:2 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Dudley Town | – | Pelsall Villa | | 1:0 * |
| |
FA Cup 1994/95, Preliminary Round |
| | | Dudley Town | – | Rothwell Town | | 2:1 |
| |
FA Cup 1993/94, Preliminary Round |
| | | Dudley Town | – | Eastwood Hanley | | 2:1 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Hinckley Town | – | Dudley Town | | 2:3 * |
| |
FA Cup 1988/89, Third Qualifying Round |
| | | Sutton Coldfield Town | – | Dudley Town | | 0:1 |
| |
FA Cup 1988/89, Second Qualifying Round |
| | | Dudley Town | – | Walsall Wood | | 2:1 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Oldbury United | – | Dudley Town | | 2:3 |
| |
FA Cup 1988/89, Preliminary Round |
| | | Harrisons | – | Dudley Town | | 0:2 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Dudley Town | – | Arlesey Town | | 5:2 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Paget Rangers | – | Dudley Town | | 2:3 * |
| |
FA Cup 1984/85, Preliminary Round |
| | | Dudley Town | – | Heanor Town | | 4:0 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Dudley Town | – | Irthlingborough Diamonds | | 3:1 |
| |
FA Cup 1983/84, Preliminary Round |
| | | Boldmere St Michaels | – | Dudley Town | | 0:2 |
| |
FA Cup 1982/83, Preliminary Round |
| | | Matlock Town | – | Dudley Town | | 0:2 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Dudley Town | – | Stourbridge | | 3:0 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Moreton Town | – | Dudley Town | | 0:1 |
| |
FA Cup 1979/80, Second Qualifying Round |
| | | Dudley Town | – | Hinckley Athletic | | 1:0 * |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Bromsgrove Rovers | – | Dudley Town | | 0:1 |
| |
FA Cup 1978/79, Third Qualifying Round |
| | | Halesowen Town | – | Dudley Town | | 0:1 |
| |
FA Cup 1978/79, Second Qualifying Round |
| | | Dudley Town | – | Kidderminster Harriers | | 2:0 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Dudley Town | – | Gresley Rovers | | 3:0 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Gloucester City | – | Dudley Town | | 1:2 * |
| |
FA Cup 1976/77, Fourth Qualifying Round |
| | | Dudley Town | – | Bedford Town | | 1:0 |
| |
FA Cup 1976/77, Third Qualifying Round |
| | | Enderby Town | – | Dudley Town | | 0:1 |
| |
FA Cup 1976/77, Second Qualifying Round |
| | | Dudley Town | – | Bilston | | 4:1 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Stratford Town | – | Dudley Town | | 0:2 |
| |
FA Cup 1976/77, Preliminary Round |
| | | Dudley Town | – | Halesowen Town | | 3:1 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Stourbridge | – | Dudley Town | | 0:1 |
| |
FA Cup 1975/76, Preliminary Round |
| | | Hinckley Athletic | – | Dudley Town | | 0:4 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Coventry Amateurs | – | Dudley Town | | 1:2 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Dudley Town | – | Highgate United | | 3:0 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Bromsgrove Rovers | – | Dudley Town | | 0:1 |
| |
FA Cup 1969/70, Preliminary Round |
| | | Darlaston | – | Dudley Town | | 1:2 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Bilston | – | Dudley Town | | 0:1 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Wellington Town | – | Dudley Town | | 1:2 * |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Wellington Town | – | Dudley Town | | 1:3 |
| |
FA Cup 1950/51, First Qualifying Round |
| | | Stourbridge | – | Dudley Town | | 1:3 * |
| |
FA Cup 1950/51, Preliminary Round |
| | | Stafford Rangers | – | Dudley Town | | 1:2 |
| |
FA Cup 1949/50, Second Qualifying Round |
| | | Dudley Town | – | Stafford Rangers | | 1:0 * |
| |
FA Cup 1949/50, First Qualifying Round |
| | | Sutton Town | – | Dudley Town | | 0:1 * |
| |
FA Cup 1949/50, Preliminary Round |
| | | Hednesford Town | – | Dudley Town | | 0:1 |
| |
FA Cup 1946/47, First Qualifying Round |
| | | Stourbridge | – | Dudley Town | | 0:1 * |
| |
FA Cup 1946/47, Preliminary Round |
| | | Bromsgrove Rovers | – | Dudley Town | | 0:3 |
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