We discuss the issue of perturbativity in single-field inflationary models with a phase of ultra slow-roll (USR) tailor suited to generate an order-one abundance of primordial black holes (PBHs).More in detail, we impose the condition that loop corrections made up of short-wavelength modes enhanced by the USR dynamics do not alter the tree-level power spectrum of curvature perturbations.In our analysis, the USR phase is preceded and followed by two stages of ordinary slow-roll (SR), and we model the resulting SR/USR/SR dynamics using both instantaneous and smooth transitions.Focusing on scales relevant for CMB observations, we find that it is not possible, with these arguments, to rule out the scenario of PBH formation via USR, not even in the limit of instantaneous transition.However, we also find that loop corrections of short modes on the power spectrum of long modes, even though not large enough to violate perturbativity requirements, remain appreciable and, most importantly, are not tamed in realistic realisations of smooth SR/USR/SR transitions.This makes perturbativity a powerful theoretical tool to constrain USR dynamics.We extend the analysis at any scale beyond those relevant for CMB observations.We find that loop corrections of short modes remain within the few percent if compared to the tree-level power spectrum.However, we also find one notable exception of phenomenological relevance: we show that the so-called dip in the power spectrum of curvature perturbation is significantly reduced beyond the tree-level computation.CONTENTS I. Introduction II.Set-up of the computation using the "in-in" formalism A. Conventions B. The (minimal) dynamics of ultra slow-roll C. The cubic action D. Beyond the cubic action III.One-loop computation A. Loop correction with a large hierarchy of scales B. Loop correction at any scales IV.Time integration beyond the instantaneous transition and at any scales A. Loop evaluation at the CMB scales 1.The instantaneous transition 2. Dynamics during USR 3. Dynamics at the SR/USR/SR transition B. Loop evaluation at any scales V.