1965–66 Welsh Cup
Football tournament season
| Tournament details | |
|---|---|
| Country | Wales |
| Final positions | |
| Champions |  Swansea Town |
| Runner-up |  Chester |
← 1964–65 1966–67 → | |
The 1965–66 FAW Welsh Cup is the 79th season of the annual knockout tournament for competitive football teams in Wales.
Key
League name pointed after clubs name.
- CCL - Cheshire County League
- FL D2 - Football League Second Division
- FL D3 - Football League Third Division
- FL D4 - Football League Fourth Division
- 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 | Chester (FL D4) | 4–1 | Wrexham (FL D4) |
Sixth round
| Tie no | Home | Score | Away |
|---|---|---|---|
| 1 | Newport County (FL D4) | 2–2 | Chester (FL D4) |
| replay | Chester (FL D4) | 2–0 | Newport County (FL D4) |
Semifinal
| Tie no | Home | Score | Away |
|---|---|---|---|
| 1 | Swansea Town (FL D3) | 3–1 | Merthyr Tydfil (SFL) |
| 2 | Bangor City (CCL) | 0–3 | Chester (FL D4) |
Final
Replay were held at Chester.
| Tie no | Home | Score | Away |
|---|---|---|---|
| 1 | Swansea Town (FL D3) | 3–0 | Chester (FL D4) |
| Chester (FL D4) | 1–0 | Swansea Town (FL D3) | |
| replay | Chester (FL D4) | 1–2 | Swansea Town (FL D3) |
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