The nonlinear interaction between air and a water droplet just prior to a high-speed impingement on a surface is a phenomenon that has been researched extensively and occurs in a number of industrial settings. The role that the surface deformation plays in an air cushioned impact of a liquid droplet is considered here. In a two-dimensional framework, assuming small density and viscosity ratios between the air and the liquid, a reduced system of integrodifferential equations is derived governing the liquid droplet free-surface shape, the pressure in the thin air film, and the deformation of the surface, assuming the effects of surface tension, compressibility, and gravity to be negligible. The deformation of the surface is first described in a rather general form, based on previous membrane-type models. The coupled system is then investigated in two cases: a soft viscoelastic case where the surface stiffness and (viscous) damping are considered and a more general flexible surface where all relevant parameters are retained. Numerical solutions are presented, highlighting a number of key consequences of surface deformability on the pre-impact phase of droplet impact, such as reduction in pressure buildup, increased air entrapment, and considerable delay to touchdown. Connections (including subtle dependence of the size of entrapped air on the droplet velocity, reduced pressure peaks, and droplet gliding) with recent experiments and a large deformation analysis are also presented.