We discuss the gravitational wave (GW) spectra predicted from the electroweak scalegenesis of the Higgs portal type with a large number of dark chiral flavors, which many flavor QCD would underlie and give the dynamical explanation of the negative Higgs portal coupling required to trigger the electroweak symmetry breaking. We employ the linear-sigma model as the low-energy description of dark many flavor QCD and show that the model undergoes ultra-supercooling due to the produced strong first-order thermal phase transition along the (approximately realized) flat direction based on the Gildener-Weinberg mechanism. Passing through evaluation of the bubble nucleation/percolation, we address the reheating and relaxation processes, which are generically non-thermal and nonadiabatic. Parametrizing the reheating epoch in terms of the efolding number, we propose proper formulae for the redshift effects on the GW frequencies and signal spectra. It then turns out that the ultra-supercooling predicted from the Higgs-portal scalegenesis generically yields none of GW signals with the frequencies as low as nano Hz, instead, prefers to give the higher frequency signals, which still keeps the future prospected detection sensitivity, like at LISA, BBO, and DECIGO, etc. We also find that with large flavors in the dark sector, the GW signals are made further smaller and the peak frequencies higher. Characteristic phenomenological consequences related to the multiple chiral scalars include the prediction of dark pions with the mass much less than TeV scale, which is also briefly addressed. Content from this work may be used under the terms of the Creative Commons Attribution 3.0 licence. Any further distribution of this work must maintain attribution to the author(s) and the title of the work, journal citation and DOI. Article funded by SCOAP3 and published under licence by Chinese Physical Society and the Institute of High Energy Physics of the Chinese Academy of Science and the Institute of Modern Physics of the Chinese Academy of Sciences and IOP Publishing Ltd