| 1881/82 | (1) | Walsall Alma Athletic | D | 0-0 | |
| (R) | Walsall Alma Athletic | L | 2-3 |
| 1882/83 | (1) | Dudley | Home | W | 4-3 |
| (2 | Derby St. Lukes | Home | W | 4-3 | |
| (3) | West Bromwich Albion | Away | L | 2-4 |
| 1883/84 | (1) | St. Johns United | Home | W | 9-1 |
| (2) | Shrewsbury Castle Blues | Home | W | 10-0 | |
| (3) | Villa Cross | Home | W | 15-0 | |
| (SF) | West Bromwich Albion | Aston | D | 1-1 | |
| (R) | West Bromwich Albion | Wednesbury | L | 1-2 |
| 1884/85 | (1) | St. Thomas | Home | W | 11-1 |
| (2) | Handsworth Groves | Home | W | 12-0 | |
| (3) | Notts Rangers | Home | D | 1-1 | |
| (R) | Notts Rangers | Away | L | 2-3 |
| 1885/86 | (1) | West Bromwich Unity | Home | W | 3-1 |
| (2) | Shrewsbury Castle Blues | Away | W | 5-0 | |
| (3) | Aston Unity | Home | W | 7-1 | |
| (4) | Birmingham Excelsior | Home | D | 1-1 | |
| (R) | Birmingham Excelsior | Away | D | 3-3 | |
| (R) | Birmingham Excelsior | Home | W | 3-1 | |
| (SF) | Walsall Swifts | Molineux | L | 1-3 |
| 1886/87 | (1) | Birmingham St. George | Home | L | 0-2 |
| 1887/88 | (1) | Walsall Swifts | Home | D | 1-1 |
| (R) | Walsall Swifts | Away | W | 1-0 | |
| (2) | Bye | ||||
| (3) | Great Bridge Unity | Away | W | 6-1 | |
| (4) | Crosswells Brewery | Home | W | 2-1 | |
| (SF) | West Bromwich Albion | Away | L | 0-2 |
| 1888/89 | (1) | Shrewsbury Town | Away | W | 10-0 |
| (2) | Long Eaton Rangers | Away | W | 3-1 | |
| (SF) | Stoke | Away | W | 3-1 | |
| (F) | Aston Villa | Edgbaston | L | 0-2 |
| 1889/90 | (1) | Stoke | Away | W | 3-0 |
| (2) | Burton Swifts (scratched) | ||||
| (SF) | Aston Villa | Away | L | 1-5 |
| 1890/91 | (1) | Birmingham St. George | Away | D | 0-0 |
| (R) | Birmingham St. George | Home | W | 3-1 | |
| (2) | Aston Villa | Away | L | 0-6 |
| 1891/92 | (1) | Derby County | Home | W | 2-1 |
| (2) | Burton Wanderers | Away | W | 1-0 | |
| (SF) | Burton Swifts | Home | W | 2-0 | |
| (F) | West Bromwich Albion | Perry Barr | W | 5-2 |
| 1892/93 | (1) | Walsall Town Swifts | Away | D | 1-1 |
| (R) | Walsall Town Swifts | Home | W | 3-0 | |
| (2) | West Bromwich Albion | Home | W | 3-1 | |
| (SF) | Hendesford Town | Home | W | 12-1 | |
| (F) | Aston Villa | Perry Barr | W | 3-1 |
| 1893/94 | (1) | Stoke | Home | W | 3-1 |
| (SF) | Burton Wanderers | Home | W | 8-2 | |
| (F) | West Bromwich Albion | Perry Barr | D | 3-3* |
* No Replay played, Trophy Shared.
| 1894/95 | (1) | Bye | |||
| (2) | Small Heath | Away | D | 3-3* | |
| (R) | Small Heath | Away | L | 2-3 |
* Replay ordered to be played at Small Heath as Wolves refused to play extra time.
| 1895/96 | (1) | Sheffield United | Away | L | 0-2 |
| 1896/97 | (1) | Small Heath | Home | W | 8-2 |
| (SF) | West Bromwich Albion | Perry Barr | W | 3-0 | |
| (F) | Walsall | Perry Barr | L | 1-2 |
| 1897/98 | (1) | Bye | |||
| (2) | Leicester Fosse | Away | W | 3-1 | |
| (SF) | Aston Villa | Away | W | 5-0 | |
| (F) | Walsall | Away | L | 0-3 |
| 1898/99 | (1) | Loughborough | Home | W | 11-0 |
| (2) | West Bromwich Albion | Away | W | 7-0 | |
| (SF) | Aston Villa | Home | L | 1-2 |
| 1899/00 | (1) | Small Heath | Home | W | 1-0 |
| (2) | Walsall | Home | W | 3-1 | |
| (SF) | Aston Villa | Home | W | 4-1 | |
| (F) | Burslem Port Vale | Aston | 1-1* | ||
| (R) | Burslem Port Vale | Aston | L | 2-1 |
* Match abandoned after 60 minutes.
| 1900/01 | (1) | Aston Villa | Away | L | 1-6 |
| 1901/02 | (1) | West Bromwich Albion | Home | W | 1-0 |
| (SF) | Burslem Port Vale | Stoke | D | 1-1 | |
| (R) | Burslem Port Vale | Small Heath | W | 1-0* | |
| (R) | Burslem Port Vale | Coatbridge | W | 2-0 | |
| (F) | Aston Villa | West Bromwich | W | 1-0 |
* Match Abandoned after 55 minutes.
| 1902/03 | (1) | West Bromwich Albion | Home | L | 1-5 |
| 1903/04 | (1) | West Bromwich Albion | Away | W | 2-1 |
| (SF) | Stoke | Home | W | 2-1 | |
| (F) | Aston Villa | West Bromwich | L | 1-3 |
| 1904/05 | (1) | West Bromwich Albion | Home | L | 0-2 |
| 1905/06 | (1) | Birmingham | Away | L | 1-6 |
| 1906/07 | (1) | Walsall | Away | W | 5-1 |
| (2) | Coventry City | Home | D | 2-2 | |
| (R) | Coventry City | Away | W | 3-0 | |
| (SF) | Aston Villa | Away | W | 4-0 | |
| (F) | Birmingham | Away | L | 3-5 |
| 1907/08 | (1) | Bilston United | Away | D | 2-2 |
| (R) | Bilston United | Home | W | 4-1 | |
| (2) | Walsall | Away | L | 0-2 |
| 1908/09 | (1) | Coombes Wood | Home | W | 5-1 |
| (2) | Stourbridge | Home | W | 7-0 | |
| (SF) | Birmingham | Home | W | 8-0 | |
| (F) | Aston Villa | Away | L | 1-2 |
| 1909/10 | (1) | Willenhall Swifts | Away | W | 6-0 |
| (2) | Darlaston | Home | W | 9-1 | |
| (SF) | Aston Villa | Away | L | 1-3 |
| 1910/11 | (1) | Coventry City | Away | L | 2-6 |
| 1911/12 | (1) | West Bromwich Albion | Home | D | 1-1 |
| (R) | West Bromwich Albion | Away | L | 1-2 |
| 1912/13 | (1) | Birmingham Trams | Home | D | 1-1 |
| (R) | Birmingham Trams | Away | W | 5-4* | |
| (R) | Birmingham Trams | Home | W | 3-0 | |
| (2) | Coombes Wood | Home | W | 8-2 | |
| (3) | Dudley | Home | D | 1-1 | |
| (R) | Dudley | Away | W | 2-0 | |
| (SF) | Darlaston | Home | W | 2-0 | |
| (F) | Burslem Port Vale | Home | D | 0-0 | |
| (R) | Burslem Port Vale | Stoke | L | 0-1 |
* Match abandoned during extra time and declared void.
| 1913/14 | (1) | Nuneaton Town | Away | W | 6-0 |
| (2) | Brierley Hill Alliance | Home | W | 2-0 | |
| (3) | Port Vale | Away | L | 1-4 |
| 1914/15 | (1) | Walsall | Home | W | 3-2 |
| (2) | Aston Villa | Away | W | 4-2 | |
| (3) | Burton Workers Union | Home | W | 8-1 | |
| (SF) | Stoke | Home | D | 2-2 | |
| (R) | Stoke | Away | L | 1-3 |
| 1919/20 | (2) | Cannock Town | Home | W | 4-1 |
| (3) | Burton All Saints | Home | D | 1-1 | |
| (R) | Burton All Saints | Away | L | 1-2 |
| 1920/21 | (3) | Hendesford Town | Home | W | 4-2 |
| (4) | Coventry City | Away | D | 1-1 | |
| (R) | Coventry City | Home | L | 0-1 |
| 1921/22 | (4) | Wellington Town | Home | D | 1-1 |
| (R) | Wellington Town | Away | L | 0-1 |
| 1922/23 | (5) | Wellington Town | Away | W | 3-2 |
| (SF) | Bilston United | Home | L | 3-4 |
| 1923/24 | (5) | Birmingham | Away | W | 1-0 |
| (SF) | West Bromwich Albion | Home | W | 2-0 | |
| (F) | Aston Villa | Home | W | 2-1 |
| 1982/83 | (2) | Willenhall Town | Away | L | 3-4 |
| 1984/85 | (2) | Atherstone United | Away | L | 0-2 |
| 1985/86 | (2) | Boldmere St. Michael | Away | L | 0-2 |
| 1986/87 | (2) | Willenhall Town | Away | W | 2-1 |
| (3) | Atherstone United | Away | W | 2-0 | |
| (4) | Banbury | Away | W | 1-0 | |
| (SF) | Hendesford Town | Away | W | 1-0 | |
| (F) | Burton Albion | Away | D | 2-2 | |
| (R) | Burton Albion | Home | W | 2-1 |
| 1987/88 | (2) | Atherstone United | Away | W | 3-1 |
| (3) | Birmingham City | Away | W | 2-0 | |
| (4) | Hednesford Town | Away | W | 3-0 | |
| (SF) | Bedworth United | Away | L | 0-2 |
| 1988/89 | (2) | Tividale | Away | W | 4-0 |
| (3) | Walsall | Away | W | 4-1 | |
| (4) | Coleshill Town | Home | W | 3-0 | |
| (SF) | VS Rugby | Away | D | 2-2 | |
| (R) | VS Rugby | Home | L | 0-0* |
* Lost 4-2 on penalties.
| 1989/90 | (2) | Aston Villa | Away | L | 0-6 |
| 1990/91 | (2) | West Bromwich Albion | Away | L | 0-5 |
| 1991/92 | (2) | Oldbury United | Away | D | 2-2 |
| (R) | Oldbury United | Away | D | 1-1* |
* Lost 4-2 on penalties.
| 1992/93 | (2) | Knowle | Away | D | 2-2 |
| (R) | Knowle | Home | W | 4-1 | |
| (3) | Aston Villa | Home | L | 2-3 |
| 1993/94 | (2) | Stratford Town | Away | L | 0-1 |
| 1994/95 | (2) | Hednesford Town | Away | D | 2-2 |
| (R) | Hednesford Town | Away | L | 0-8 |
| 1995/96 | (2) | Oldbury United | Away | W | 2-0 |
| (3) | Lye Town | Away | W | 1-0 | |
| (4) | Birmingham City | Home | L | 2-3 |
| 1996/97 | (2) | Stourbridge | Away | W | 3-0 |
| (3) | Coventry City | Away | D | 1-1* |
* Lost 3-1 on penalties.
| 1997/98 | (2) | Moor Green | Away | W | 4-2 |
| (3) | Solihull Borough | Away | L | 0-1 |
| 1998/99 | (2) | Sandwell Borough | Away | W | 4-1 |
| (3) | Halesowen Town | Away | W | 2-1 | |
| (4) | Paget Rangers | Away | W | 2-1 | |
| (SF) | Hednesford Town | Away | W | 5-0 | |
| (F) | Birmingham City | Away | L | 1-4 |
| 1999/00 | (2) | Hednesford Town | Away | D | 2-2* |
* Lost 4-2 on penalties.
| 2000/01 | (2) | Rugby United | Home | W | 4-0 |
| (3) | Tamworth | Away | D | 1-1* |
* Lost 4-1 on penalties.
| 2001/02 | (3) | Lye Town | Away | W | 2-0 |
| (4) | Nuneaton Borough | Away | D | 2-2* |
* Lost 3-2 on penalties.
| 2002/03 | (3) | Burton Albion | Away | W | 5-0 |
| (4) | Hendesford Town | Away | W | 3-1 | |
| (SF) | Moor Green | Away | L | 1-2 |
| 2003/04 | (3) | Bromsgrove Rovers | Away | W | 5-0 |
| (4) | Hednesford Town | Away | W | 2-1 | |
| (SF) | Walsall | Home | W | 3-0 | |
| (F) | Moor Green | Home | L | 0-1 |
| 2004/05 | (2) | Cradley Town | Away | W | 1-0 |
| (3) | Moor Green | Away | W | 3-1 | |
| (SF) | Redditch United | Away | L | 0-1 |
| 2005/06 | (3) | Alvechurch | Away | W | 2-1 |
| (4) | Nuneaton Borough | Away | L | 0-3 |
| 2006/07 | (3) | Willenhall Town | Away | L | 0-3 |
| 2007/08 | (1) | Nuneaton Borough | Away | W | 3-0 |
| (2) | Hednesford Town | Away | W | 3-2 | |
| (3) | Stourbridge | Away | W | 4-1 | |
| (SF) | Birmingham City | Home | L | 0-1 |
| 2008/09 | (2) | Nuneaton Town | Away | W | 3-2 |
| (3) | Stourbridge | Away | L | 3-4 |
| 2009/10 | (1) | Tamworth | Away | W | 2-1 |
| (2) | Tipton Town | Away | D | 2-2* | |
| (3) | Alvechurch | Away | L | 0-2 |
* Won 4-2 on Penalties.
| 2010/11 | (1) | Stourbridge | Away | L | 0-1 |
| 2011/12 | (1) | Halesowen Town | Away | L | 1-3 |
| 2012/13 | (1) | Rushall Olympic | Away | W | 5-0 |
| (2) | Alvechurch | Away | L | 0-2 |
| 2013/14 | (1) | Halesowen Town | Away | W | 2-1 |
| (2) | Stourbridge | Away | L | 0-2 |
| 2014/15 | (1) | Stratford Town | Away | W | 4-2 |
| (2) | Nuneaton Town | Away | L | 0-4 |
| 2015/16 | (1) | Stourbridge | Away | W | 5-0 |
| (2) | Coleshill Town | Away | W | 4-1 | |
| (3) | Solihull Moors | Away | D | 1-1 |
| 2015/16 | (1) | Romulas | Away | W | 5-0 |
| (2) | Rugby Town | Away | W | 3-0 | |
| (3) | Burton Albion | Away | W | 3-0 | |
| (SF) | Sutton Coldfield Town | Away | D | 2-2* | |
| (F) | Leamington | AwayD | D | 1-1** |
* Won4-3 on penalties, ** Lost 5-4 on penalties