| 1959–60 Welsh Cup | |
| Country: | Wales |
| Second: | Cardiff City |
| Prev Season: | 1958–59 |
| Next Season: | 1960–61 |
The 1959–60 FAW Welsh Cup is the 73rd season of the annual knockout tournament for competitive football teams in Wales.
League name pointed after clubs name.
Ten winners from the Fourth round and six new clubs.
| width=50 | Tie no | width=250 | Home | width=50 | Score | width=250 | Away |
|---|---|---|---|---|---|---|---|
| 1 | Chester (FL D4) | 0–2 | Holywell Town (WLN) |
Cardiff City and Bangor City played at Wrexham, replay - at Newport, Wrexham and Abergavenny Thursdays played at Hereford.
| width=50 | Tie no | width=250 | Home | width=50 | Score | width=250 | Away |
|---|---|---|---|---|---|---|---|
| 1 | Cardiff City (FL D2) | 1–1 | Bangor City (CCL) | ||||
| replay | Cardiff City (FL D2) | 4–1 | Bangor City (CCL) | ||||
| 2 | Wrexham (FL D3) | 2–2 | Abergavenny Thursdays (WLS D1) | ||||
| replay | Wrexham (FL D3) | 2–0 | Abergavenny Thursdays (WLS D1) |
| width=50 | Tie no | width=250 | Home | width=50 | Score | width=250 | Away |
|---|---|---|---|---|---|---|---|
| 1 | Cardiff City (FL D2) | 1–1 | Wrexham (FL D3) | ||||
| replay | Wrexham (FL D3) | 1–0 | Cardiff City (FL D2) |