Catherine Caty Cunningham married Smith Estes. They were in Madison County in 1820, then to Jefferson County, KY and on to Cole Co., Missouri. Catherine and Smith are my ggggranparents. Have plenty of information about the Estes family, but can't connect Catherine to anyone in the Cuningham line.
There was also an Isaac Cunningham and wife in Madison County, KY at the same time. He may be the one who moved to St. Francois Co., MO.
A Margaret Catherine Cunningham moved her family from NC to Al; died in Randolph County, Mo