| Year | Won | Margin | Democratic | Republican | Total |
|---|---|---|---|---|---|
| 2024 | D | 1,817 | 1,075 | 2,931 | |
| 2020 | D | 2,749 | 1,324 | 4,127 | |
| 2016 | D | 2,857 | 1,318 | 4,218 | |
| 2012 | D | 3,412 | 1,415 | 4,853 | |
| 2008 | D | 3,534 | 1,560 | 5,139 | |
| 2004 | D | 2,794 | 1,563 | 4,385 | |
| 2000 | D | 2,551 | 1,423 | 4,098 | |
| 1996 | D | 2,807 | 1,016 | 4,102 | |
| 1992 | D | 3,210 | 1,399 | 4,945 | |
| 1988 | D | 2,678 | 1,528 | 4,223 | |
| 1984 | D | 2,627 | 1,722 | 4,384 | |
| 1980 | D | 2,981 | 1,442 | 4,500 | |
| 1976 | D | 2,514 | 1,273 | 3,845 | |
| 1972 | R | 1,409 | 1,608 | 3,054 | |
| 1968 | D | 2,144 | 272 | 3,919 | |
| 1964 | R | 103 | 1,473 | 1,576 | |
| 1960 | D | 216 | 174 | 1,222 | |
| 1956 | D | 260 | 240 | 851 | |
| 1952 | R | 563 | 699 | 1,262 | |
| 1948 | D | 43 | 21 | 874 | |
| 1944 | D | 863 | 80 | 943 | |
| 1940 | D | 942 | 46 | 988 | |
| 1936 | D | 767 | 21 | 790 | |
| 1932 | D | 813 | 18 | 834 | |
| 1928 | D | 767 | 73 | 840 | |
| 1924 | D | 355 | 40 | 395 | |
| 1920 | D | 416 | 15 | 433 | |
| 1916 | D | 460 | 8 | 472 | |
| 1912 | D | 379 | 8 | 417 | |
| 1908 | — | — | — | — | |
| 1904 | — | — | — | — | |
| 1900 | D | 482 | 31 | 518 | |
| 1896 | D | 561 | 36 | 600 | |
| 1892 | D | 258 | 6 | 276 | |
| 1888 | — | — | — | — | |
| 1884 | — | — | — | — | |
| 1880 | — | — | — | — | |
| 1876 | — | — | — | — |
Wilkinson County, tucked into Mississippi's southwestern corner along the Louisiana border, is among the state's most reliably Democratic counties, driven by a majority African American population in a state that otherwise votes heavily Republican at the federal level.
The unraveling was not abrupt. The Democratic margin in Wilkinson County peaked at ninety-six points in 1916; it narrowed steadily over the late twentieth century. The 1976 election delivered the county to the Republican party for the first time in many years, by a margin of thirty-two points. By 2024, the margin had settled into deep Republican territory.
The economic and demographic context is severe. Wilkinson County's median household income of $35,311 is among the lowest of any county in the United States; 27% of residents live below the federal poverty line. The county's voting pattern over the last decade is most similar to that of Presidio County and Sumter County.