A novel planar broadband microstrip-to-waveguide transition is proposed in this paper. The referred waveguide can be either rectangular waveguide or ridged waveguide. The transition consists of an open-circuited microstrip quarter-wavelength resonator and a resonant U-shaped slot on the upper broadside wall of a short-circuited waveguide. A physics-based equivalent-circuit model is also developed for interpreting the working mechanism and providing a coarse model for engineering design. The broadband transition can be regarded as a stacked two-pole resonator filter. Each coupling circuit can be approximately designed separately using the group-delay information at the center frequency. In addition to its broadband attribute, the transition is compact in size, vialess, and is highly compatible with planar circuits. These good features make the new transition very attractive for the system architecture where waveguide devices need to be surface mounted on a multilayered planer circuit. Two design examples are given to demonstrate the usefulness of the transition: one is a broadband ridged-waveguide bandpass filter and the other is a surface-mountable broadband low-temperature co-fired ceramic laminated waveguide cavity filter. Both filters are with the proposed transition for interfacing with microstrip lines, showing promising potentials in practical applications.