| Year | Won | Margin | Democratic | Republican | Total |
|---|---|---|---|---|---|
| 2024 | R | 1,019 | 5,366 | 6,425 | |
| 2020 | R | 1,209 | 5,274 | 6,526 | |
| 2016 | R | 1,241 | 4,655 | 6,081 | |
| 2012 | R | 1,664 | 4,366 | 6,152 | |
| 2008 | R | 1,821 | 4,345 | 6,244 | |
| 2004 | R | 2,116 | 3,782 | 5,963 | |
| 2000 | R | 2,156 | 2,873 | 5,175 | |
| 1996 | D | 1,794 | 1,717 | 4,158 | |
| 1992 | R | 1,665 | 1,721 | 4,579 | |
| 1988 | R | 1,329 | 2,422 | 3,784 | |
| 1984 | R | 1,312 | 2,493 | 3,807 | |
| 1980 | D | 2,300 | 1,504 | 3,884 | |
| 1976 | D | 2,487 | 1,153 | 3,689 | |
| 1972 | R | 461 | 2,069 | 2,533 | |
| 1968 | D | 398 | 356 | 3,129 | |
| 1964 | R | 980 | 1,793 | 2,773 | |
| 1960 | D | 1,594 | 634 | 2,228 | |
| 1956 | D | 1,701 | 554 | 2,255 | |
| 1952 | D | 1,827 | 590 | 2,417 | |
| 1948 | D | 1,404 | 128 | 1,794 | |
| 1944 | D | 1,504 | 207 | 1,711 | |
| 1940 | D | 1,722 | 171 | 1,893 | |
| 1936 | D | 1,043 | 181 | 1,224 | |
| 1932 | D | 1,331 | 129 | 1,460 | |
| 1928 | D | 727 | 409 | 1,168 | |
| 1924 | D | 406 | 56 | 519 | |
| 1920 | D | 861 | 99 | 1,098 | |
| 1916 | D | 539 | 209 | 841 | |
| 1912 | D | 332 | 67 | 660 | |
| 1908 | R | 241 | 339 | 684 | |
| 1904 | D | 162 | 160 | 397 | |
| 1900 | — | — | — | — | |
| 1896 | — | — | — | — | |
| 1892 | — | — | — | — | |
| 1888 | — | — | — | — | |
| 1884 | D | 200 | 138 | 338 | |
| 1880 | — | — | — | — | |
| 1876 | — | — | — | — |
With roughly 13,000 residents tucked into the Florida Panhandle, Calhoun County recorded an R+67.6 presidential margin in 2024—among the widest in the state—reflecting the deep-red shift that has reshaped rural North Florida over the past two decades.
The unraveling was not abrupt. The Democratic margin in Calhoun County peaked at eighty-two points in 1932; it narrowed steadily over the late twentieth century. The 2000 election delivered the county to the Republican party for the first time in many years, by a margin of fourteen points. By 2024, the margin had widened further.
The economic and demographic context is severe. Calhoun County's median household income of $50,517 is among the lowest of any county in the United States; 21% of residents live below the federal poverty line. The county's voting pattern over the last decade is most similar to that of Dyer County and Monroe County.