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Accurate wind flow prediction is essential for various applications, including the placement of wind turbines and a multitude of environmental assessments. Traditionally this can be achieved by using time-consuming computational fluid dynamics (CFD) simulations on reanalysis data. This study explores the performance of an autoencoder (AE) and a variational autoencoder (VAE) in approximating downscaled wind speed and direction using real-world reanalysis data and reference geo- and vegetation data. The AE model was trained for 2000 epochs and demonstrates the ability to replicate wind patterns with a mean absolute error (MAE) of approximately −0.9. However, the AE model exhibited a consistent underestimation of wind speeds and a directional shift of approximately 10 degrees compared to CFD reference simulations. The VAE model produced visually improved results, capturing complex wind flow structures more accurately than the AE model. It mainly achieves better local accuracy and a reduced variance of the results. The overall result suggests that while autoencoders can approximate wind flow patterns, challenges remain in capturing the full variability of wind speeds and directions with sufficient precision. The study highlights the importance of balancing reconstruction accuracy and latent space regularization in VAE models. Future work should focus on optimizing model architecture and training strategies to enhance accuracy, prediction reliability and generalizability across diverse wind conditions and various locations.