St. Matthew’s flag is emblazoned with symbols of the community’s history: a buckskin-clad pioneer who represents the explorers who first settled in the area; a potato and a hoe-wielding farmer, exhibiting St. Matthews’ heritage as a producer and marketer of potatoes and other vegetables; a stagecoach, for the coach stops that were the area’s first businesses; a fighting cock, for a “sport” that was popular in St. Mathews early in its history; and a church, representing St. Matthews Episcopal, for which the city was named. The flag is primarily blue and gold, the colors of the Commonwealth of Kentucky, with green to represent the fertility of the area’s soil. It bears the one-word motto, “Forward.”
The flag was designed in 1960 by Stephanie Baldyga, then a 13-year-old eight-grader at Our Lady of Lourdes School, the winner of a flag design contest sponsored by the St. Matthews Elks Lodge. Six civic organizations donated a total of $212 to have the first flag made.