==U.S. House of Representatives==
[[File:John Jennings, Jr. bioguide picture.jpg|thumb|left|160px]]
Following the death of incumbent popular congressman [[J. Will Taylor|James Willis "J. Will" Taylor, Jr.]] in 1939, Jennings was among several Republican contenders for the seat, which included Taylor's older daughter Elizabeth.<ref>Hill, Ray (September 3, 2018). [https://knoxfocus.com/archives/this-weeks-focus/mystery-j-will-taylors-death-ii/ The Mystery After J. Will Taylor’s Death, II]. ''The Knoxville Focus''. Retrieved August 5, 2021.</ref> However, Elizabeth Taylor ultimately decided against running for her late father's seat, citing her mother's ill health. Jennings, who previously unsuccessfully sought to primary Taylor, subsequently received the GOP nomination and faced [[Democrat]] Hammond Fowler, who attacked the authenticity of his support for the [[Tennessee Valley Authority]] ([[TVA]]),<ref>Hill, Ray (September 9, 2018). [https://knoxfocus.com/archives/this-weeks-focus/fight-succeed-j-will-taylor/ The Fight To Succeed J. Will Taylor]. ''The Knoxville Focus''. Retrieved August 5, 2021.</ref> an extremely popular [[New Deal]] agency in the state. Despite such, Jennings still defeated Fowler by a landslide.<ref>[https://www.ourcampaigns.com/RaceDetail.html?RaceID=310771 TN - District 02 - Special Election Race - Dec 30, 1939]. ''Our Campaigns''. Retrieved August 5, 2021.</ref> He would be re-elected five times in 1940, 1942, 1944, 1946, and 1948.<ref>[https://www.ourcampaigns.com/CandidateDetail.html?CandidateID=129423 Candidate - John Jennings]. ''Our Campaigns''. Retrieved August 5, 2021.</ref>