Background Measuring the interface pressure produced by compression therapy devices is essential for research and clinical practice. New user-friendly measuring devices, such as Smart Sleeve Pressure Monitor (SSPM) and Juzo Pressure Monitor (JPM) allow longitudinal pressure measurement. However, their accuracy and agreement with well-established usage of the PicoPress (PP) are unknown. The aim of this study is to investigate measurement accuracy of PP, SSPM, and JPM. Methods The three devices were tested in 10 healthy volunteers by applying incrementally increasing pressure from 20 mm Hg to 50 mm Hg using a calibrated sphygmomanometer cuff. The linearity of the response and measurement accuracy were compared among the three devices. In a separate experiment, the three devices were compared by simultaneously recording the interface pressure under bandages immediately after bandaging and after 4 h of wearing the bandage. Results PP had the best performance with the reference of sphygmomanometer, while JPM had better linearity and accuracy than SSPM. The mean difference in the interface pressure under bandages was +13.36 mm Hg between SSPM and PP, and +0.50 mm Hg between JPM and PP. The 95% limits of agreement were −13.92 and +40.64 mm Hg, and −19.83 and +20.84 mm Hg, respectively. Conclusions JPM showed better agreement with both sphygmomanometer and PP compared to SSPM. JPM is a reasonable alternative for monitoring interface pressure continuously.