Systems for auto-calibrating a pneumatic compression system may include one or more manifolds from an inflation fluid source and one or more individually inflatable cells. One or more pressure sensors may be associated with the one or more manifolds and/or each of the individually inflatable cells. Each of the pressure sensors may provide either dynamic or static pressure data to a controller. A method for auto-calibrating the compression system may include introducing a portion of inflation fluid into a cell while measuring a dynamic cell pressure, stopping the introduction of fluid, measuring a static cell pressure, and comparing, by the computing device, the dynamic cell pressure and the static cell pressure. sure. The comparison between dynamic and static cell pressures may be used to calculate a dynamic target cell pressure equivalent to a desired static target cell pressure.