We investigate the stability of superflow of bosons with isotropic dipole-dipole interactions in a two-dimensional optical lattice. We perform linear stability analyses for the dipolar Bose-Hubbard model in the hardcore boson limit, and show that the superflow can exist in a supersolid phase unless the velocity exceeds a certain critical value and that the critical value is remarkably smaller than that in the standard superfluid phase. Additionally, it is found that there exists a parameter range in which the SS phases are stabilized by a finite superflow. We also discuss the influence of quantum fluctuations on these results within the cluster mean-field approximation.
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