High Polymer Modified Binders (HiPMBs) have gained attention for their resilience to environmental and traffic stressors, yet their fatigue cracking resistance remains insufficiently explored. Even though the Linear Amplitude Sweep (LAS) test is an AASHTO standardized procedure, various data analysis techniques and failure criteria can be found in the literature. It is unclear whether they produce divergent results and whether any of them provide better insights into bitumen behavior. The research showcased in this paper aimed to assess the factors affecting the evaluation of HiPMBs' fatigue life through the LAS test. Additionally, asphalt concrete was produced with bitumen previously tested and subjected to Push-Pull (PP) fatigue cracking evaluation for direct comparison. Results show significant differences between analysis methods, regardless of the failure criteria applied. The methods that rely on the Viscoelastic Continuum Damage (VECD) analysis were affected by the inaccuracy of the material integrity function fitting. The failure criterion significantly impacts the ability to detect the benefits of the high polymer content, which becomes increasingly noticeable for failure criteria different from those suggested in the AASHTO specification. Meanwhile, the Fatigue Resistance Energy Index (FREI) approach has a great advantage of not being tight to the VECD formulations and was able to capture the differences between the Neat Binders (NBs) and the HiPMBs. As for the corresponding binders' performance on the HMA level, similarities in the ranking were noticed; however, no full agreement was recognized.