This article reports measurements of the p T -differential inclusive jet cross section in pp collisions at √ s = 5.02 TeV and the p T -differential inclusive jet yield in Pb-Pb 0-10% central collisions at √ s NN = 5.02 TeV. Jets were reconstructed at midrapidity with the ALICE tracking detectors and electromagnetic calorimeter using the anti-k T algorithm. For pp collisions, we report jet cross sections for jet resolution parameters R = 0.1-0.6 over the range 20 < p T,jet < 140 GeV/c, as well as the jet cross-section ratios of different R and comparisons to two next-to-leading-order (NLO)-based theoretical predictions. For Pb-Pb collisions, we report the R = 0.2 and R = 0.4 jet spectra for 40 < p T,jet < 140 GeV/c and 60 < p T,jet < 140 GeV/c, respectively. The scaled ratio of jet yields observed in Pb-Pb to pp collisions, R AA , is constructed, and exhibits strong jet quenching and a clear p T dependence for R = 0.2. No significant R dependence of the jet R AA is observed within the uncertainties of the measurement. These results are compared to several theoretical predictions.