A new and distinct cultivar of Aglaonema plant named `Calypso`, characterized by its upright and outwardly arching plant form; vigorous growth habit; freely clumping habit; full, dense and bushy appearance; large glossy and twisting oblong leaves with acuminate apices; upper leaf surfaces dark green in color with gray green-colored chevrons interspersed with distinct golden yellow spots and blotches; lower leaf surfaces pale green in color with ivory white-colored midrib, spots and splashes; pale yellow to ivory white-colored leaf petioles; petiole wings with sparse and random green-colored spots; and tolerance to low temperatures.