A planar high-pass filter (HPF) by using cross-couplings in multi-layer structure is proposed in this paper. The HPF consists of parallel plate and gap type capacitors and inductor lines on the bottom conductor. The one block of the HPF has a ladder T-section in the bridge T configuration. The one block HPF is, thus, coarsely designed in the manner of the proto-type HPF and the performance is optimized by circuit simulator. With the gap capacitor adjusted the proposed HPF illustrates the steep slope characteristics near the cut-off frequency by the attenuation pole. In order to improve the stopband performance, the cascaded two block HPF is examined. Its measured results show the good agreement with the simulated ones giving the second attenuation pole by an inductive cross-coupling.