| Date | Round | Round | H/A | Res. | |||
|---|---|---|---|---|---|---|---|
| 13.11.1965 | 1. Round | 1. Round | A | ![]() | Hartlepool | L | 1:3 |
| Date | Round | Round | H/A | Res. | |||
| 01.09.1965 | 1. Round | 1. Round | A | ![]() | Stockport County | W | 3:2 |
| 22.09.1965 | 2. Round | 2. Rd | H | ![]() | Brentford | D | 0:0 |
| 30.09.1965 | 2. Round Repeat | 2. Rd Repeat | A | ![]() | Brentford | W | 2:1 |
| 13.10.1965 | 3. Round | 3. Rd | H | ![]() | Ipswich | D | 1:1 |
| 20.10.1965 | 3. Round Repeat | 3. Rd Repeat | A | ![]() | Ipswich | L | 1:3 |
Workington AFC




