A Chicago man pleaded guilty to conspiracy to distribute heroin in Mississippi County Monday afternoon. Daryl Wheeler, 46, entered a guilty plea of one count of conspiracy to distribute 100 grams or more of a mixture of a substance containing a detectable amount of heroin before US District Court Judge John A. Ross. With his plea, Wheeler admitted that he and his associates distributed some 538 grams of heroin in the Charleston, Mississippi County area between Sept. 14, 2017 and Feb. 23, 2019.Wheeler faces a minimum sentence of 5-40 years in prison with sentencing set for Dec. 21, 2021 in Cape Girardeau. The case was investigated by the, Missouri State Highway Patrol, Southeast Missouri Drug Task Force and the Bureau of Alcohol, Tobacco, Explosives and Firearms. Assistant United States Attorney Timothy Willis handled the prosecution for the government.