The aim of this study was to investigate the tribological characteristics of commercially available high-strength polyphthalamide-based composites with great contents (30–50 wt.%) of both carbon and glass fibers in point and linear contacts against metal and ceramic counterfaces under dry friction and oil-lubricated conditions at various loads and sliding speeds. The lengths of both types of fibers were varied simultaneously with their contents while samples were fabricated from granules by injection molding. When loading PPA with 30 wt.% SCFs at an aspect ratio (AR) of 200, the ultimate tensile strength and the elastic modulus increased up to 142.7 ± 12.5 MPa and 12.9 ± 0.6 GPa, respectively. In the composites with the higher contents of reinforcing fibers PPA/40CCF and AR~1000, the ultimate tensile strength and the elastic modulus were 240 ± 3 MPa and 33.7 ± 1.9 GPa, respectively. Under the applied test conditions, a composite reinforced with 40 wt.% carbon fibers up to 100 μm long at an aspect ratio of ~1000 possessed the best both mechanical properties and tribological characteristics. One of the reasons that should be considered for improving the tribological characteristics of the composite is the fatigue wear mechanism, which is facilitated by the high filling degree, the strong interfacial adhesion, and the great aspect ratio for fibers. Under the oil-lubricated conditions, both friction coefficients and wear rates decreased, so such friction units could be implemented whenever possible. The reported data can be used as practical recommendations for applying fibrous polyphthalamide-based composites as friction unit components.