Careless is the surname of:
Betty Careless (c. 1704–1739), notorious courtesan and bagnio owner in London
George Careless (1839–1932), Latter-day Saint composer and conductor
J. M. S. Careless (1919–2009), Canadian historian from the University of Toronto
William Careless, later known as William Carlos (c. 1610–1689), companion of King Charles II in his hiding in an oak tree in the English Civil War