Estimating progression of acute ischemic brain lesions – or biological lesion age - holds huge practical importance for hyperacute stroke management. The current best method for determining lesion age from non-contrast computerised tomography (NCCT), measures Relative Intensity (RI), termed Net Water Uptake (NWU). We optimised lesion age estimation from NCCT using a convolutional neural network – radiomics (CNN-R) model trained upon chronometric lesion age (Onset Time to Scan: OTS), while validating against chronometric and biological lesion age in external datasets (N = 1945). Coefficients of determination (R2) for OTS prediction, using CNN-R, and RI models were 0.58 and 0.32 respectively; while CNN-R estimated OTS showed stronger associations with ischemic core:penumbra ratio, than RI and chronometric, OTS (ρ2 = 0.37, 0.19, 0.11); and with early lesion expansion (regression coefficients >2x for CNN-R versus others) (all comparisons: p < 0.05). Concluding, deep-learning analytics of NCCT lesions is approximately twice as accurate as NWU for estimating chronometric and biological lesion ages.