The 1954–55 FAW Welsh Cup is the 68th 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 | Caernarfon Town (WLN) | 1–1 | Chester (FL D3N) | ||||
| replay | Chester (FL D3N) | 9–1 | Caernarfon Town (WLN) |
| width=50 | Tie no | width=250 | Home | width=50 | Score | width=250 | Away |
|---|---|---|---|---|---|---|---|
| 1 | Chester (FL D3N) | 3–0 | Flint Town United (WLN) |
Barry Town and Wrexham played at Cardiff, Cardiff City and Chester played at Wrexham.
| width=50 | Tie no | width=250 | Home | width=50 | Score | width=250 | Away |
|---|---|---|---|---|---|---|---|
| 1 | Barry Town (SFL) | 3–1 | Wrexham (FL D3N) | ||||
| 2 | Cardiff City (FL D1) | 0–2 | Chester (FL D3N) |
Final were held at Wrexham, replay - at Cardiff.
| width=50 | Tie no | width=250 | Home | width=50 | Score | width=250 | Away |
|---|---|---|---|---|---|---|---|
| 1 | Barry Town (SFL) | 1–1 | Chester (FL D3N) | ||||
| replay | Barry Town (SFL) | 4–3 | Chester (FL D3N) |