Nanoscaled two-dimensional (2D) chiral architectures are increasingly receiving scientific interest, because of their potential applications in many domains. In this paper, we present a new method for constructing 2D chiral architectures on surface. Based on in situ Schiff-base reaction of achiral dialdehyde with two types of achiral amines at the solid/liquid interface, two chiral species have been directly formed and confirmed by means of a scanning tunneling microscopy (STM) technique. This work introduces a novel strategy to construct 2D surface chirality, which might be applied in fabricating functional films and nanoelectronic devices.