| Year | Won | Margin | Democratic | Republican | Total |
|---|---|---|---|---|---|
| 2024 | R | 12,929 | 14,288 | 27,797 | |
| 2020 | D | 13,333 | 13,227 | 27,173 | |
| 2016 | R | 11,366 | 12,122 | 26,074 | |
| 2012 | D | 14,980 | 11,480 | 27,232 | |
| 2008 | D | 16,308 | 10,975 | 27,935 | |
| 2004 | D | 14,231 | 12,686 | 27,422 | |
| 2000 | D | 11,069 | 10,773 | 23,918 | |
| 1996 | D | 10,272 | 7,955 | 21,616 | |
| 1992 | D | 9,707 | 8,585 | 24,518 | |
| 1988 | R | 10,310 | 11,012 | 21,624 | |
| 1984 | R | 9,577 | 11,981 | 21,770 | |
| 1980 | R | 9,814 | 10,332 | 22,903 | |
| 1976 | D | 10,939 | 10,436 | 21,914 | |
| 1972 | R | 8,080 | 10,910 | 19,327 | |
| 1968 | D | 8,627 | 7,998 | 17,443 | |
| 1964 | D | 11,397 | 6,345 | 17,770 | |
| 1960 | R | 8,484 | 9,271 | 17,780 | |
| 1956 | R | 6,048 | 9,743 | 15,893 | |
| 1952 | R | 5,834 | 10,723 | 16,621 | |
| 1948 | D | 8,281 | 6,880 | 15,313 | |
| 1944 | R | 6,117 | 8,296 | 14,506 | |
| 1940 | R | 7,187 | 9,599 | 16,891 | |
| 1936 | D | 9,268 | 5,353 | 15,551 | |
| 1932 | D | 8,305 | 4,751 | 13,308 | |
| 1928 | R | 6,484 | 7,459 | 14,031 | |
| 1924 | R | 1,111 | 5,670 | 13,026 | |
| 1920 | R | 2,896 | 7,888 | 11,300 | |
| 1916 | R | 2,907 | 2,916 | 6,082 | |
| 1912 | D | 3,004 | 1,042 | 6,300 | |
| 1908 | D | 3,072 | 3,014 | 6,249 | |
| 1904 | R | 2,063 | 3,734 | 6,099 | |
| 1900 | D | 3,436 | 3,305 | 6,980 | |
| 1896 | R | 3,528 | 3,935 | 7,639 | |
| 1892 | R | 2,734 | 3,701 | 6,844 | |
| 1888 | — | — | — | — | |
| 1884 | — | — | — | — | |
| 1880 | — | — | — | — | |
| 1876 | — | — | — | — |
Winona County sits along the Mississippi in southeastern Minnesota, anchored by a mid-sized college town that once reliably backed Democratic presidential candidates but has shifted toward Republican margins over the past four election cycles.
The Democratic margin in Winona County has rarely exceeded thirty-one points in modern history; the Republican margin has rarely exceeded forty-four points. 2024 delivered the county to the Republican candidate by five points.
Winona County's demographics resemble the country more than they resemble most counties. A 90% non-Hispanic-white share, a 15% poverty rate, and a median household income of $70,744 — all within the broad national range. The county's voting pattern over the last decade is most similar to that of Franklin County and Orleans County.
