Charles S. "Chuck" Chestnut IV (born July 27, 1962) is a Democratic politician who currently serves as an Alachua County Commissioner, representing the 5th District from 2012 to the present.

[2] In 2000, Chestnut ran for a seat on the Gainesville City Commission from District 1, and faced Scherwin Henry, Jason Talley, Joel Buchanan, and Davin Woody.

He faced Alachua Vice Mayor Bonnie Burgess in the Democratic primary, and advocated for giving small businesses tax incentives to create jobs, developing wellness initiatives to cut health care costs, increasing teacher pay, providing affordable housing,[5] and reforming the state's standardized testing system, arguing, "We need to bring excitement back to education, rather than just teaching our kids to a test.

Running for re-election in 2008, he was opposed by nonprofit director and Republican nominee Bernie DeCastro, who ran Time for Freedom Ministries.

[9] Chestnut won the Democratic primary uncontested, and advanced to the general election, where he faced business consultant Dean Cheshire, the Republican nominee, and Siva Prasad, an independent candidate.