In 1770, Kallikratis was destroyed during Daskalogiannis' revolt against the Ottoman Empire. In 1821, a group of Sfakians led by Kallikratis native Georgios Demonakis () fought with Alexander Ypsilantis after his crossing of the Prut river to start a revolt in Romania. In July 1821, during the revolt of 1821, part of Kallikratis was burnt while many of its residents were away fighting the Turks near Rethymno. In 1866, during the great Cretan revolt, Kallikratis was burnt for the third time. The following year (1867), Ottoman forces under the command of Omar Pasha unsuccessfully attempted to invade Sfakia from Kallikratis.