Whirl flutter is an aeroelastic instability that affects aircraft with propellers/rotors. With their long and flexible rotor blades, tiltrotor aircraft are particularly susceptible. Whirl flutter is known to have destroyed aircraft and in the best case it constitutes a fatigue hazard. The complexity of whirl flutter analysis increases significantly with the addition of nonlinearities, due to the more complex dynamical behaviours that emerge as a result. Most whirl flutter stability analyses in current literature are grounded in linear theory, preventing the full discovery of the nonlinearities’ effects. Continuation and bifurcation methods (CBM) may instead be used to fully appreciate and analyse the effects of the presence of nonlinearities. Previous CBM-based work on nonlinear gimballed hub rotor-nacelle models, representing those found on tiltrotor aircraft, are capable of whirl flutter in parametric regions declared safe by linear analysis. Furthermore, it was found that they are capable of complex behaviours including limit cycle oscillations, quasi-periodic behaviour and even chaos, though the whirl flutter implications of such behaviours has not been explored. This paper investigates the impact of a smooth structural nonlinearity on the whirl flutter stability of a basic gimballed rotor-nacelle model, compared to its baseline linear stiffness version. A 9-DoF model with quasi-steady aerodynamics, a flexible wing and blades that can move both cyclically and collectively in both flapping and lead-lag motions, producing gimbal flap-like behaviour, was adopted from existing literature. A smooth stiffness nonlinearity was introduced in the blade flapping stiffness and CBM was used to find the new whirl flutter behaviours created by the presence of the nonlinearity. Time simulations, Poincaré sections and spectral analysis were then used to investigate the various behaviours found. This in turn allowed recommendations to be made concerning preferable and/or hazardous parameter combinations of use to the tiltrotor designer.