The present study reports the development of a deep learning artificial intelligence (AI) model for predicting the thermal performance of evaporative cooling systems, which are widely used for thermal comfort in different applications. The existing, conventional methods for the analysis of evaporation-assisted cooling systems rely on experimental, mathematical, and empirical approaches in order to determine their thermal performance, which limits their applications in diverse and ambient spatiotemporal conditions. The objective of this research was to predict the thermal performance of three evaporation-assisted air-conditioning systems—direct, indirect, and Maisotsenko evaporative cooling systems—by using an AI approach. For this purpose, a deep learning algorithm was developed and lumped hyperparameters were initially chosen. A correlation analysis was performed prior to the development of the AI model in order to identify the input features that could be the most influential for the prediction efficiency. The deep learning algorithm was then optimized to increase the learning rate and predictive accuracy with respect to experimental data by tuning the hyperparameters, such as by manipulating the activation functions, the number of hidden layers, and the neurons in each layer by incorporating optimizers, including Adam and RMsprop. The results confirmed the applicability of the method with an overall value of R2 = 0.987 between the input data and ground-truth data, showing that the most competent model could predict the designated output features (Toutdb, wout, and Eoutair). The suggested method is straightforward and was found to be practical in the evaluation of the thermal performance of deployed air conditioning systems under different conditions. The results supported the hypothesis that the proposed deep learning AI algorithm has the potential to explore the feasibility of the three evaporative cooling systems in dynamic ambient conditions for various agricultural and livestock applications.