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Urban tree canopy (UTC) is commonly used to assess urban forest extent and has traditionally been estimated using photointerpretation and human intelligence (HI). Artificial intelligence (AI) models may provide a less labor-intensive method to estimate urban tree canopy. However, studies on how human intelligence and artificial intelligence estimation methods compare are limited. We investigated how human intelligence and artificial intelligence compare with estimates of urban tree canopy and other landcovers. Change in urban tree canopy between two time periods and an assessment agreement accuracy also occurred. We found a statistically significant (p < 0.001) difference between the two interpretations for a statewide urban tree canopy estimate (n = 397). Overall, urban tree canopy estimates were higher for human intelligence (31.5%, 0.72 SE) than artificial intelligence (26.0%, 0.51 SE). Artificial intelligence approaches commonly rely on a training data set that is compared against a human decision maker. Within the artificial intelligence training region (n = 21) used for this study, no difference (p = 0.72) was found between the two methods, suggesting other regional factors are important for training the AI system. Urban tree canopy also increased (p < 0.001) between two time periods (2013 to 2018) and two assessors could detect the same sample point over 90 % of the time.