| 
| Wakefield |  | 1991 |  | First Round - Group 3 | 15-09-1991 |  | Barnsley | Wakefield | 2-5 |  | Second Round - Group 3 | 06-10-1991 |  | Wakefield | Newcastle | 0-1 |  | 1992 |  | 2nd Round - Group 6 | 04-10-1992 |  | Scarborough | Wakefield | O-W |  | 3rd Round - Group 6 | 01-11-1992 |  | Wakefield | Cowgate Kestrels | 4-6 |  | 1993 |  | First Round | 19-09-1993 |  | Wakefield | Brighouse | 10-3 |  | Second Round | 17-10-1993 |  | Cleveland | Wakefield | 0-9 |  | Third Round | 14-11-1993 |  | Broadoak | Wakefield | 0-2 |  | Fourth Round | 05-12-1993 |  | Chesterfield | Wakefield | 1-2 |  | Fifth Round | 16-01-1994 |  | Wakefield | Stanton Rangers | 1-3 |  | 1994 |  | First Round | 18-09-1994 |  | Middlesbrough | Wakefield | 3-0 |  | 1995 |  | First Round | 17-09-1995 |  | Brighouse | Wakefield | 3-5 |  | Second Round | 15-10-1995 |  | Sunderland | Wakefield | 0-2 |  | Third Round | 12-11-1995 |  | Newcastle | Wakefield | 2-1 |  | 1996 |  | First Round | 29-09-1996 |  | Wakefield | York City | 7-0 |  | Second Round | 03-11-1996 |  | Wakefield | Wigan | 8-0 |  | Third Round | 01-12-1996 |  | Sheffield Wednesday | Wakefield | 3-2 |  | 1999 |  | Preliminary Round | 26-09-1999 |  | Wakefield | Scunthorpe United | 2-6 |  | 2000 |  | Preliminary Round | 24-09-2000 |  | Broughton Aerospace | Wakefield | 1-1 |  | First Round | 29-10-2000 |  | Wakefield | Trafford | W/O |  | Second Round | 19-11-2000 |  | Chester City | Wakefield | 7-1 |  |
 |
 |
 | 2001 |  | 1st Qualifying Round | 09-09-2001 |  | Windscale | Wakefield | 4-0 |  
|  |  |