The flow past the Boeing Transonic Truss-Braced Wing (TTBW) aircraft is simulated with a Hybrid Reynolds-Averaged Navier–Stokes Large-Eddy Simulations (HRLES) turbulence modeling approach to study transonic buffet onset and evaluate the predictive capability of the numerical approach. The HRLES model that is used in this work is a zonal detached eddy simulations (ZDES) method. All simulations used structured overset curvilinear grids for the free-air configuration, with all simulations performed using the Launch, Ascent, and Vehicle Aerodynamics (LAVA) computational framework. Aerodynamic loads and surface pressure obtained from the HRLES solutions are compared to results from unsteady RANS (URANS) and experiments conducted at NASA Ames Research Center 11- by 11-Foot Transonic Wind Tunnel. Overall good agreement is obtained in the predicted loads and surface pressure. Unsteady pressure data from HRLES and URANS simulations is used to compute the power spectral density (PSD) to predict transonic buffet onset and compared to the Kulite data obtained from the experiment. Comparisons of the PSD spectrum also show reasonable agreement with the wind-tunnel data, with HRLES and URANS predicting buffet onset at a slightly earlier angle of attack than the experiment.