The sub-bandage pressure produced by any compression bandaging system is likely to vary during the physical activities taken by the patient. It is of significant importance to understand the variation of sub-bandage pressure during the exercise of calf muscle pump. The present paper aims to analyse the dominating factors and their interactions on the sub-bandage pressure during exercise. In this work the circumferential change of the leg because of the exercise of the calf muscle pump (expansion or contraction) is simulated using expansion or contraction actions of an air bladder placed on a mannequin. The study has been carried out using an indigenously developed prototype by pumping or squeezing of air in air bladder using cylinder-piston arrangement. A series of commercially available bandages were studied and the impact of the major factors, namely bandage extensibility (E), bandage tension (T) and the amount of bladder expansion or contraction (A) on the sub-bandage pressure during one cycle of expansion or contraction of air bladder have been analysed. Different levels of the factors have been chosen and a complete factorial design was prepared to obtain the sub-bandage pressure at all combination of the levels of the factors. The results showed that the sub-bandage pressure variations were higher for short-stretch bandage under dynamic mode (p value < 0.05). The variation in sub-bandage pressure were increased by increasing the amount of expansion or contraction of the air bladder and also increased when the bandage was wrapped at higher tension level (p-value < 0.05). N-way ANOVA results showed that some of the interactions effects of these above factors (EA and AT) also significantly affecting the sub-bandage pressure variations (p-value < 0.05). The prototype provides a simpler method to assess the bandage behaviour under different conditions without doing in vivo sub-bandage pressure measurement, and hence could be used to evaluate and compare the effectiveness of different compression bandage under different conditions, prior to their application on the wounded leg.