While the flow mechanisms of two-dimensional supersonic cooling films have been studied in-depth, this paper used the nanoparticle planar laser scattering and particle image velocimetry techniques to investigate the flow of supersonic conical cooling films at different angles of attack (AOAs). The mainstream Mach number was Ma∞=3.8, and the supersonic conical cooling film was tangentially injected via a precisely calibrated Maj=2.8 annular nozzle. Initially, the streamwise boundary layer transition process without cooling film injection was analyzed. The boundary layer transition on the leeward side occurred prematurely, whereas on the windward side, the transition process was notably delayed. Subsequently, the supersonic conical cooling film flow was qualitatively and quantitatively evaluated from the perspectives of turbulent structures, and the time-averaged and statistical characteristics of the velocity field. On the windward side, as the ratio of static pressure decreased, the effective cooling length also decreased with an increase in AOA. On the leeward side, at a small positive AOA, the supersonic conical cooling film mixed with the low-energy fluid within the thickened inner layer of the mainstream boundary layer, which mitigated the growth rate of the mixing layer and ultimately enhanced the effective cooling length. With a further increase in AOA, the supersonic conical cooling film experienced the three-dimensional detrimental effects of crossflow-separation vortices and downwash mainstream on the leeward surface, resulting in a decrease in the effective cooling length.