| 1901 | Jacqeline Redmayne | Chorley Athletic & Triathlon Club | FV45 | 266 | 4:48:40 | 2015 |
| 1902 | Roy Ruddle | Ilkley Harriers AC | MV50 | 75 | 4:48:56 | 2019 |
| 1903 | Michael Breslin | Bailrigg Harriers | MV60 | 190 | 4:48:58 | 2008 |
| 1904 | Peter Carvell | Congleton Harriers | MV40 | 78 | 4:49:07 | 2017 |
| 1905 | Dave Chaffey | Derwent Valley Orienteers | MV40 | 110 | 4:49:12 | 2013 |
| 1906 | Darren Parker | Cumberland Fell Runners | MV50 | 77 | 4:49:12 | 2025 |
| 1907 | Chris Smith | Unattached | MV40 | 79 | 4:49:13 | 2017 |
| 1908 | Charlie Bradshaw | Keswick AC | F | 76 | 4:49:16 | 2019 |
| 1909 | Chris Brook | Unattached | MSEN | 78 | 4:49:20 | 2025 |
| 1910 | Will Buckton | Ilkley Harriers AC | M | 77 | 4:49:22 | 2019 |
| 1911 | Bill Beckett | Chorley Athletic & Triathlon Club | MV50 | 80 | 4:49:26 | 2017 |
| 1912 | Daz Slater | Ambleside AC | MV40 | 89 | 4:49:26 | 2024 |
| 1913 | Matt Pearman | Helm Hill Runners | MV40 | 90 | 4:49:27 | 2024 |
| 1914 | Verity Russo | Black Combe Runners | FSEN | 79 | 4:49:31 | 2025 |
| 1915 | Ian Shuttleworth | Fell Runners Association | MV50 | 81 | 4:49:37 | 2017 |
| 1916 | John Hazell | Fell Runners Association | MV50 | 135 | 4:49:39 | 2010 |
| 1917 | Paul Simpson | Ambleside AC | MV50 | 78 | 4:49:44 | 2019 |
| 1918 | David Banks | Kendal AAC | MV50 | 79 | 4:49:52 | 2019 |
| 1919 | Carrie Gibson | Helm Hill Runners | FV40 | 80 | 4:50:05 | 2019 |
| 1920 | Peter Jackson | Barlick Fell Runners | MV55 | 267 | 4:50:09 | 2015 |
| 1921 | Jo Simpson | Ambleside AC | FU23 | 81 | 4:50:18 | 2019 |
| 1922 | Victoria Haworth | Keswick AC | F | 111 | 4:50:22 | 2013 |
| 1923 | James Hall | Unattached | MSEN | 80 | 4:50:24 | 2025 |
| 1924 | Martin Walsh | Lytham St Annes Road Runners | MV60 | 191 | 4:50:41 | 2008 |
| 1925 | Mr Z | Helm Hill Runners | MV40 | 136 | 4:50:42 | 2010 |
| 1926 | Andrew Reid | Porter Valley Plodders | MV40 | 82 | 4:50:46 | 2019 |
| 1927 | Rory Anderson | Glaxo Hoad Hill Harriers | MSEN | 91 | 4:50:51 | 2024 |
| 1928 | Lewis Ashton | Dark Peak Fell Runners | MV40 | 96 | 4:50:59 | 2014 |
| 1929 | David Naylor | Clayton le Moors Harriers | MV50 | 192 | 4:51:04 | 2008 |
| 1930 | Michael Mc Loughlin | Preston Harriers | MV55 | 232 | 4:51:12 | 2011 |
| 1931 | Les Barker | Cumberland Fell Runners | MV40 | 82 | 4:51:18 | 2017 |
| 1932 | Jon Tatham | Fell Runners Association | MV40 | 268 | 4:51:29 | 2015 |
| 1933 | David Johnson | Northumberland Fell Runners | MV50 | 137 | 4:51:31 | 2010 |
| 1934 | Richard Clarke | North Yorks Moors AC | MV60 | 306 | 4:51:38 | 2007 |
| 1935 | Neville Griffiths | Spectrum Striders Running Club | MV65 | 233 | 4:51:40 | 2011 |
| 1936 | Andrew Firth | Clayton le Moors Harriers | MV50 | 97 | 4:51:46 | 2014 |
| 1937 | Peter Grayson | Black Combe Runners | MV50 | 307 | 4:51:50 | 2007 |
| 1938 | Daniel Tindall | Unattached | M | 138 | 4:52:06 | 2010 |
| 1939 | Michael Smith | Bingley Harriers & AC | MV50 | 234 | 4:52:06 | 2011 |
| 1940 | Phil Clayton | Black Combe Runners | MV50 | 53 | 4:52:13 | 2018 |
| 1941 | Paul Simpson | Kendal Triathlon Club | MV50 | 83 | 4:52:26 | 2017 |
| 1942 | Scott Collier | Unattached | M | 54 | 4:52:43 | 2018 |
| 1943 | Dave Bowen | Pennine Fell Runners | MV50 | 308 | 4:52:48 | 2007 |
| 1944 | Catriona Purdy | Abbey Runners Leeds | F | 112 | 4:53:00 | 2013 |
| 1945 | Lucy Dunn | Keswick AC | F | 193 | 4:53:04 | 2008 |
| 1946 | Heather Ohly | Helm Hill Runners | F | 84 | 4:53:06 | 2017 |
| 1947 | John Shedwick | Unattached | M | 98 | 4:53:07 | 2014 |
| 1948 | David Griffin | Fell Runners Association | MV50 | 55 | 4:53:07 | 2018 |
| 1949 | Graham Atkinson | Londsdale Fell Runners | MV50 | 56 | 4:53:08 | 2018 |
| 1950 | James Paxman | Dark Peak Fell Runners | MV60 | 83 | 4:53:11 | 2019 |