1954–55 Welsh Cup
| Tournament details | |
|---|---|
| Country | Wales | 
| Final positions | |
| Champions |  Barry Town | 
| Runners-up |  Chester | 
The 1954–55 FAW Welsh Cup is the 68th season of the annual knockout tournament for competitive football teams in Wales.
Key
League name pointed after clubs name.
- FL D1 - Football League First Division
- FL D3N - Football League Third Division North
- FL D3S - Football League Third Division South
- SFL - Southern Football League
- WLN - Welsh League North
Fifth round
Ten winners from the Fourth round and six new clubs.
| Tie no | Home | Score | Away | 
|---|---|---|---|
| 1 | Caernarfon Town (WLN) | 1–1 | Chester (FL D3N) | 
| replay | Chester (FL D3N) | 9–1 | Caernarfon Town (WLN) | 
Sixth round
| Tie no | Home | Score | Away | 
|---|---|---|---|
| 1 | Chester (FL D3N) | 3–0 | Flint Town United (WLN) | 
Semifinal
Barry Town and Wrexham played at Cardiff, Cardiff City and Chester played at Wrexham.
| Tie no | Home | Score | Away | 
|---|---|---|---|
| 1 | Barry Town (SFL) | 3–1 | Wrexham (FL D3N) | 
| 2 | Cardiff City (FL D1) | 0–2 | Chester (FL D3N) | 
Final
Final were held at Wrexham, replay - at Cardiff.
| Tie no | Home | Score | Away | 
|---|---|---|---|
| 1 | Barry Town (SFL) | 1–1 | Chester (FL D3N) | 
| replay | Barry Town (SFL) | 4–3 | Chester (FL D3N) | 

