We are considering the possibility of ultrawideband millimeter-wave generation in microwave oscillators consisting of two coupled helical-waveguide gyro-TWTs, one of which operating as an amplifier whereas the other acting as a saturable absorber or as a nonlinear converter. In the first case, the regime of passive mode-locking is realized when the radiation represents a periodical train of ultrashort electromagnetic pulses. The spectral domain corresponds to the formation of a microwave “frequency comb.” On the other hand, if the second gyro-TWT acts as a nonlinear converter with a fast variation of the phase characteristic, it leads to the generation of chaotic signals with quasi-continuous spectrum and a bandwidth of up to ~10% which is defined by the bandwidth of the gyro-TWTs.