| Year | Won | Margin | Democratic | Republican | Total |
|---|---|---|---|---|---|
| 2024 | R | 3,573 | 9,378 | 13,203 | |
| 2020 | R | 3,905 | 9,544 | 13,761 | |
| 2016 | R | 3,504 | 8,630 | 12,978 | |
| 2012 | R | 5,058 | 6,776 | 12,188 | |
| 2008 | D | 6,491 | 6,150 | 12,871 | |
| 2004 | R | 5,979 | 6,851 | 12,930 | |
| 2000 | D | 6,542 | 6,226 | 13,093 | |
| 1996 | D | 6,338 | 4,770 | 12,631 | |
| 1992 | D | 7,424 | 4,407 | 14,837 | |
| 1988 | D | 7,293 | 6,388 | 13,759 | |
| 1984 | R | 6,360 | 8,191 | 14,605 | |
| 1980 | R | 5,721 | 8,947 | 15,415 | |
| 1976 | D | 8,322 | 7,379 | 15,848 | |
| 1972 | R | 6,858 | 9,025 | 15,913 | |
| 1968 | R | 7,318 | 7,547 | 16,339 | |
| 1964 | D | 10,581 | 6,425 | 17,006 | |
| 1960 | R | 8,815 | 9,178 | 18,007 | |
| 1956 | R | 7,692 | 9,945 | 17,645 | |
| 1952 | R | 8,195 | 10,014 | 18,225 | |
| 1948 | R | 7,902 | 8,348 | 16,455 | |
| 1944 | R | 7,855 | 8,989 | 17,045 | |
| 1940 | R | 9,654 | 10,497 | 20,325 | |
| 1936 | D | 10,132 | 8,140 | 18,964 | |
| 1932 | D | 10,456 | 5,945 | 17,126 | |
| 1928 | R | 7,392 | 8,999 | 16,575 | |
| 1924 | R | 5,622 | 8,022 | 16,975 | |
| 1920 | R | 4,756 | 7,429 | 14,039 | |
| 1916 | D | 7,903 | 7,065 | 15,793 | |
| 1912 | D | 3,705 | 2,195 | 8,109 | |
| 1908 | D | 3,909 | 3,782 | 8,287 | |
| 1904 | R | 3,181 | 3,489 | 7,272 | |
| 1900 | D | 4,078 | 3,583 | 7,886 | |
| 1896 | D | 4,117 | 3,622 | 7,871 | |
| 1892 | D | 3,707 | 2,935 | 7,157 | |
| 1888 | — | — | — | — | |
| 1884 | — | — | — | — | |
| 1880 | — | — | — | — | |
| 1876 | — | — | — | — |
Montgomery County's R+44 presidential margin in 2024 places it among the most lopsided counties in a state that tilts heavily Democratic statewide, reflecting a largely rural, agricultural population concentrated around the small city of Hillsboro.
The Democratic margin in Montgomery County peaked at twenty-six points in 1932. By 2012 the county had flipped, voting Republican for the first time in many years. The 2024 margin was forty-four points, the most Republican-leaning result in the county's modern history.
The economic context is the key. Montgomery County's median household income of $63,620 sits well below state and national norms, and 13% of residents live below the federal poverty line. The shift here is part of a broader realignment of working-class places across the country. The county's voting pattern over the last decade is most similar to that of Crawford County and Randolph County.