Career During The American Civil War
Frey entered the unionist 24th Illinois Volunteer Infantry Regiment as a private. Hecker was his commander, and they became friends again, with Frey sharing a tent with Hecker's son. Frey was later promoted to First lieutenant but resigned on 17 June 1862. He began raising a company for the Second Hecker Regiment (The 82nd Illinois Volunteer Infantry Regiment) and became the company's captain. Captain Frey was taken prisoner at the battle of Gettysburg on 1 July 1863 and held in Libby Prison for eighteen months before being exchanged for Captain Gordon, a Confederate prisoner under sentence of death.
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