The spatial scale mismatch between gridded irradiance products and in situ measurements is perhaps the least understood topic in solar resource assessment. However, it has a profound impact on virtually all solar applications that involve satellite-derived or reanalysis irradiance data. This paper investigates spatial scale mismatch through a kriging-based upscaling method. Point-location measurements from a monitoring network are upscaled to the size of a satellite-derived irradiance footprint. Subsequently, satellite-derived irradiance is validated against both the nearest point-location measurements and the upscaled areal averages, and the error reduction can, thus, be used to quantify the amount of spatial scale mismatch. In that, a new measure is proposed. The empirical part of the paper considers a synoptic scale satellite-derived irradiance product, namely, National Aeronautics and Space Administration's Clouds and the Earth's Radiant Energy System synoptic surface shortwave flux, and a mesoscale monitoring network, namely, the Oklahoma Mesonet. Based on two years of hourly data and the proposed measure, the spatial scale mismatch is found to be 45% for the U.S. state of Oklahoma.