| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 25 Sep 1968 | Workington | 0–1 |
|
A | ENG · League Cup Round 3 |
| 04 Sep 1968 |
Colchester United
|
0–1 | Workington | A | ENG · League Cup Round 2 |
| 14 Aug 1968 | Workington | 2–1 |
|
H | ENG · League Cup Round 1 |
| 10 Jan 1968 | Workington | 1–2 |
|
A | ENG · FA Cup Round 2 |
| 06 Jan 1968 |
Doncaster Rovers
|
1–1 | Workington | D | ENG · FA Cup Round 2 |
| 09 Dec 1967 | Ryhope Colliery Welfare | 0–1 | Workington | A | ENG · FA Cup Round 1 |
| 16 Oct 1967 |
Fulham
|
6–2 | Workington | H | ENG · League Cup Round 3 |
| 11 Oct 1967 | Workington | 2–2 |
|
D | ENG · League Cup Round 3 |
| 13 Sep 1967 |
Carlisle United
|
0–2 | Workington | A | ENG · League Cup Round 2 |
| 31 Aug 1967 | Workington | 2–1 |
|
H | ENG · League Cup Round 1 |
| 29 Aug 1967 |
Oldham Athletic
|
1–1 | Workington | D | ENG · League Cup Round 1 |
| 23 Aug 1967 | Workington | 1–1 |
|
D | ENG · League Cup Round 1 |
| 11 Jan 1967 |
Bradford (Park Avenue)
|
3–1 | Workington | H | ENG · FA Cup Round 2 |
| 26 Nov 1966 |
South Shields
|
1–4 | Workington | A | ENG · FA Cup Round 1 |
| 05 Oct 1966 |
Grimsby Town
|
3–0 | Workington | H | ENG · League Cup Round 3 |
| 14 Sep 1966 |
Bury
|
2–3 | Workington | A | ENG · League Cup Round 2 |
| 24 Aug 1966 | Southport | 0–1 | Workington | A | ENG · League Cup Round 1 |
| 13 Nov 1965 |
Hereford United
|
3–1 | Workington | H | ENG · FA Cup Round 1 |
| 20 Oct 1965 |
Ipswich Town
|
3–1 | Workington | H | ENG · League Cup Round 3 |
| 13 Oct 1965 | Workington | 1–1 |
|
D | ENG · League Cup Round 3 |
| 30 Sep 1965 |
Brentford
|
1–2 | Workington | A | ENG · League Cup Round 2 |
| 22 Sep 1965 | Workington | 0–0 |
|
D | ENG · League Cup Round 2 |
| 01 Sep 1965 |
Stockport County
|
2–3 | Workington | A | ENG · League Cup Round 1 |
| 09 Jan 1965 |
Bolton Wanderers
|
4–1 | Workington | H | ENG · FA Cup Round 3 |
| 16 Dec 1964 |
Chelsea
|
2–0 | Workington | H | ENG · League Cup Round 5 |
| 05 Dec 1964 | South Liverpool | 0–2 | Workington | A | ENG · FA Cup Round 2 |
| 25 Nov 1964 | Workington | 2–2 |
|
D | ENG · League Cup Round 5 |
| 14 Nov 1964 | Workington | 2–0 |
|
H | ENG · FA Cup Round 1 |
| 04 Nov 1964 | Workington | 3–0 |
|
H | ENG · League Cup Round 4 |
| 22 Oct 1964 |
Blackburn Rovers
|
1–5 | Workington | A | ENG · League Cup Round 3 |
| 14 Oct 1964 | Workington | 0–0 |
|
D | ENG · League Cup Round 3 |
| 23 Sep 1964 |
Scunthorpe United
|
0–1 | Workington | A | ENG · League Cup Round 2 |
| 02 Sep 1964 | Workington | 9–1 |
|
H | ENG · League Cup Round 1 |
| 16 Dec 1963 |
West Ham United
|
6–0 | Workington | H | ENG · League Cup Round 5 |
| 07 Dec 1963 |
Port Vale
|
2–1 | Workington | H | ENG · FA Cup Round 2 |
| 26 Nov 1963 | Workington | 2–1 |
|
H | ENG · League Cup Round 4 |
| 16 Nov 1963 | Workington | 4–1 |
|
H | ENG · FA Cup Round 1 |
| 04 Nov 1963 | Workington | 1–0 |
|
H | ENG · League Cup Round 3 |
| 25 Sep 1963 | Workington | 3–0 | Southport | H | ENG · League Cup Round 2 |
| 04 Sep 1963 |
Oldham Athletic
|
3–5 | Workington | A | ENG · League Cup Round 1 |