In implementations of systems for digital image compression using context-based pixel predictor selection, a computing device implements a compression system to receive digital image data describing pixels of a digital image. The compression system groups first differences between values of the pixels and first prediction values of the pixels into context groups. A pixel predictor is determined for each of the context groups based on a compression criterion. The compression system generates second prediction values of the pixels using the determined pixel predictor for pixels corresponding to the first differences included in each of the context groups. Second differences between the values of the pixels and the second prediction values of the pixels are grouped into different context groups. The compression system compresses the digital image using entropy coding based on the different context groups.