1958–59 Welsh Cup
The 1958–59 FAW Welsh Cup is the 72nd season of the annual knockout tournament for competitive football teams in Wales.Key
League name pointed after clubs name.
Ten winners from the Fourth round and six new clubs.
| Tie no | Home | Score | Away |
| 1 | Chester | 1–4 | Rhyl |
Sixth round
Semifinal
Bangor City and Lovell's Athletic played at Wrexham, replay at Newtown; Cardiff City and Wrexham played at Shrewsbury.
| Tie no | Home | Score | Away |
| 1 | Bangor City | 0–0 | Lovell's Athletic |
| replay | ''Bangor City |
| 2 | Cardiff City | 6–0 | Wrexham |
Final were held at Newport.
| Tie no | Home | Score | Away |
| 1 | Cardiff City | 2–0 | Lovell's Athletic |
