To systematically maintain a large number of overhead transmission towers, it is important to understand the mechanism of fatigue failure and its evaluation methods. In this study, we evaluate the fatigue damage ratios for a case involving fatigue cracks in the slotted tubular joints of a testing transmission tower to discuss the applicability of the evaluation method and relevant factors for the fatigue damage ratio. The fatigue damage ratios are calculated using wind data observed near the tower, estimated vortex-induced vibration (VIV), and previous fatigue strength data for slotted tubular joints. The results show that the fatigue damage ratios of horizontal and web members on the north side of the tower, directly exposed to strong winds, exhibited good agreement with the actual fatigue progression. However, the accuracy of the results for members in the cross-arm sections was diminished, primarily due to the stress range induced by VIV nearing the cut-off limit. Additionally, the wind acting on these members were disturbed by the other members located upwind of them. Furthermore, the slenderness ratio of a member with a high fatigue damage ratio was limited to a specific range.