A new and unique Manfreda plant named ‘Cherry Chocolate Chip’ characterized by flattened mound plant habit and variegated leaves having white margins and chartreuse centers with irregular greyed-purple spotting in the center and cherry red spotting on the margin. ‘Cherry Chocolate Chip’ readily produces tall, upright flower spikes of chocolate-mahogany-colored flowers. The new plant is suitable for the landscape garden or potted for indoor, garden or patio beautification.