The present study focuses on investigating the bifurcation characteristics of a pitch–plunge aeroelastic system possessing coupled non-smooth nonlinearities, both in structural and aerodynamic fronts. To this end, a freeplay nonlinearity is considered in the stiffness of the pitch degree-of-freedom. The effects of dynamic stall arising due to large instantaneous angles-of-attackare incorporated using the semi-empirical Leishman–Beddoes aerodynamic model. A systematic response analysis is carried out to discern the bifurcation characteristics of the aeroelastic system considering the airspeed as the system parameter. At low airspeeds, a series of dynamical transitions, including aperiodic responses, occur predominantly due to the structural freeplay nonlinearity while the flow remains attached to the surface of the wing. However, beyond a critical value of airspeed, the system response is dominated by high amplitude pitch-dominated limit-cycle oscillations, which can be attributed to stall flutter. It is demonstrated that the freeplay gap plays a key role in combining the effects of structural and aerodynamic nonlinearities. At higher values of the freeplay gap, interesting discontinuity-induced bifurcation scenarios, such as grazing and boundary equilibrium bifurcations arise due to coupled nonlinear interactions, which can significantly impact the safety of the aeroelastic system. © 2022, The Author(s), under exclusive licence to Springer Nature B.V.