In accordance with some embodiments of the disclosed subject matter, systems, methods, and media for automatically transforming a digital image into a simulated pathology image are provided. In some embodiments, the method comprises: receiving a content image from an endomicroscopy device; receiving, from a hidden layer of a convolutional neural network (CNN) trained to recognize a multitude of classes of common objects, features indicative of content of the content image; receiving, providing a style reference image to the CNN; receiving, from another hidden layer of the CNN, features indicative of a style of the style reference image; receiving, from the hidden layers of the CNN, features indicative of content and style of a target image; generating a loss value based on the features of the content image, the style reference image, and the target image; minimizing the loss value; and displaying the target image with the minimized loss.