List of finals
| Year | Winners | Score | Runner-up | Venue |
|---|---|---|---|---|
| 1898-99 | Millom | 5-0 | Seaton | Recreation Ground, Whitehaven |
| 1899-00 | Siddick Rangers | 6-2 | Wath Brow | Recreation Ground, Whitehaven |
| 1900-01 | Cockermouth | 2-0 | Brookland Rovers | Lonsdale Park, Workington |
| 1901-02 | Egremont | 8-0 | Highmoor Rovers | Lonsdale Park, Workington |
| 1902-03 | Bigrigg | 5-0 | Millom | Recreation Ground, Whitehaven |
| 1903-04 | Millom | 8-3 | Maryport | Recreation Ground, Whitehaven |
| 1904-05 | Seaton | 6-0 | Cleator | Athletic Ground, Maryport |
| 1905-06 | Millom | 6-0 | Great Clifton | Parton |
| 1906-07 | Cleator | 10-8 | Maryport | Lonsdale Park, Workington |
| 1907-08 | Workington | 10-4 | Highmoor Rovers | Netherton |
| 1908-09 | Egremont | 5-0 | Brookland Rovers | Lonsdale Park, Workington |
| 1909-10 | Dearham United | 4-0 | Broughton Moor | Netherton |
| 1910-11 | Millom | 16-11 | Brookland Rovers | Egremont |
| 1911-12 | Millom | 16-15 | Seaton | Netherton |
| 1912-13 | Seaton | 10-2 | Millom | Netherton |
| 1913-14 | Seaton | 11-10 | Brookland Rovers | Grasslot |
| 1919-20 | Brookland Rovers | 4-0 | Broughton Moor | Glasson |
| 1920-21 | Seaton Rangers | 13-2 | Millom | Netherton |
| 1921-22 | Aspatria Hornets | 9-5 | Millom | Netherton |
| 1922-23 | Egremont Rangers | 8-7 | Dearham Wanderers | Workington |
| 1923-24 | Glasson Rangers | 5-3 | Flimby & Fothergill | Netherton |
| 1924-25 | Flimby & Fothergill | 10-0 | Millom | |
| 1925-26 | Dearham Wanderers | 2-0 | Hensingham | |
| 1926-27 | Dearham Wanderers | 3-0 | Glasson Rangers | |
| 1927-28 | Hensingham | 9-0 | Maryport | |
| 1928-29 | Egremont Rangers | 0-0 4-3 |
Hensingham | |
| 1929-30 | Glasson Rangers | 7-4 | Great Clifton | |
| 1930-31 | Great Clifton | - | Egremont Rangers | |
| 1931-32 | Glasson Rangers | 6-4 | Great Clifton | |
| 1932-33 | Flimby | 5-0 | Brookland Rovers | |
| 1933-34 | Brookland Rovers | 8-2 | Aspatria Hornets | |
| 1934-35 | Kells | 12-4 | Great Clifton | |
| 1935-36 | Kells | beat | Netherton | |
| 1936-37 | Glasson Rangers | 12-5 | Netherton | Bradford Avenue, Maryport |
| 1937-38 | Glasson Rangers | 12-5 | Netherton | Bradford Avenue, Maryport |
| 1938-39 | - |
List of finals
| Year | Winners | Score | Runner-up | Venue |
|---|---|---|---|---|
| 1898-99 | Millom | 5-0 | Seaton | Recreation Ground, Whitehaven |
| 1899-00 | Siddick Rangers | 6-2 | Wath Brow | Recreation Ground, Whitehaven |
| 1900-01 | Cockermouth | 2-0 | Brookland Rovers | Lonsdale Park, Workington |
| 1901-02 | Egremont | 8-0 | Highmoor Rovers | Lonsdale Park, Workington |
| 1902-03 | Bigrigg | 5-0 | Millom | Recreation Ground, Whitehaven |
| 1903-04 | Millom | 8-3 | Maryport | Recreation Ground, Whitehaven |
| 1904-05 | Seaton | 6-0 | Cleator | Athletic Ground, Maryport |
| 1905-06 | Millom | 6-0 | Great Clifton | Parton |
| 1906-07 | Cleator | 10-8 | Maryport | Lonsdale Park, Workington |
| 1907-08 | Workington | 10-4 | Highmoor Rovers | Netherton |
| 1908-09 | Egremont | 5-0 | Brookland Rovers | Lonsdale Park, Workington |
| 1909-10 | Dearham United | 4-0 | Broughton Moor | Netherton |
| 1910-11 | Millom | 16-11 | Brookland Rovers | Egremont |
| 1911-12 | Millom | 16-15 | Seaton | Netherton |
| 1912-13 | Seaton | 10-2 | Millom | Netherton |
| 1913-14 | Seaton | 11-10 | Brookland Rovers | Grasslot |
| 1919-20 | Brookland Rovers | 4-0 | Broughton Moor | Glasson |
| 1920-21 | Seaton Rangers | 13-2 | Millom | Netherton |
| 1921-22 | Aspatria Hornets | 9-5 | Millom | Netherton |
| 1922-23 | Egremont Rangers | 8-7 | Dearham Wanderers | Workington |
| 1923-24 | Glasson Rangers | 5-3 | Flimby & Fothergill | Netherton |
| 1924-25 | Flimby & Fothergill | 10-0 | Millom | |
| 1925-26 | Dearham Wanderers | 2-0 | Hensingham | |
| 1926-27 | Dearham Wanderers | 3-0 | Glasson Rangers | |
| 1927-28 | Hensingham | 9-0 | Maryport | |
| 1928-29 | Egremont Rangers | 0-0 4-3 |
Hensingham | |
| 1929-30 | Glasson Rangers | 7-4 | Great Clifton | |
| 1930-31 | Great Clifton | - | Egremont Rangers | |
| 1931-32 | Glasson Rangers | 6-4 | Great Clifton | |
| 1932-33 | Flimby | 5-0 | Brookland Rovers | |
| 1933-34 | Brookland Rovers | 8-2 | Aspatria Hornets | |
| 1934-35 | Kells | 12-4 | Great Clifton | |
| 1935-36 | Kells | beat | Netherton | |
| 1936-37 | Glasson Rangers | 12-5 | Netherton | Bradford Avenue, Maryport |
| 1937-38 | Glasson Rangers | 12-5 | Netherton | Bradford Avenue, Maryport |
| 1938-39 | - |