Effects of the ease of pattern on the thermal conditions of clothing were investigated through the measurement of clothing surface temperatures using infrared thermography. Four vests with different pattern ease were worn by five male subjects. Surface temperature distribution on the clothing were then examined using a thermogram to view thermo-regulating characteristics affected by the ease of pattern. Representative surface temperatures were calculated based on the percentage of the surface area within a certain temperature range and the midpoint value of the corresponding area. Representative surface temperatures matches well to the thermal insulation value measured by thermal manikin. Results indicated that representative surface temperature could be a useful quantitative value if some simple calculations were to be used alongside accurate image processing.