Orienteering sport has become more popular and welcome in Taiwan. After hosted 8th World Games and 21^st Deaflympics in Taiwan, more domestic and international events will be organized in the near future. There was always an issue for organizers to estimate the orienteering competition’s winning time precisely. Precision of orienteering winning affects event quality, regulation, spectators’ expectation, and runners’ training. Previous organizers estimated winning time mainly according to their subjective judgment. There is lacking a further discussion of the factors which affected the estimation. This article aimed to draw out the possible influential factors followed by better solution of orienteering winning time estimation.