1968–69 Welsh Cup
The 1968–69 FAW Welsh Cup is the 82nd 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
- WLS - Welsh League South
Fifth round
Ten winners from the Fourth round and six new clubs.| Tie no | Home | Score | Away |
| 1 | Rhyl | 0–3 | Chester |