The buckling of an orthotropic layer bonded to an orthotropic half-space with an interface crack subjected to compressive load under plane strain is analyzed. General solution to the stability equations describing the buckling behavior of both the layer and the half-space is expressed in terms of displacement functions. The displacement functions are represented by the solution of Cauchy-type singular integral equations, which are numerically solved. Numerical results of the critical buckling loads are presented fur various geometric parameters and material properties of both the layer and half-space.