Crop protection from diseases through applications of plant protection products is crucial to secure worldwide food production. Nevertheless, sustainable management of plant diseases is an open challenge with a major role in the economic and environmental impact of agricultural activities. A primary contribution is expected to come from precision crop protection approaches, with treatments tailored to spatial and time-specific needs of the crop, in contrast to the current practice of applying treatments uniformly to fields. In view of this, image-based automatic detection of early disease symptoms is considered a key enabling technology for high throughput scouting of the crop, in order to timely target the treatments on emerging infection spots. Thanks to the unprecedented performance in image-recognition problems, Deep Learning (DL) methods based on Convolutional Neural Networks (CNNs) have recently entered the domain of plant disease detection. This work develops two DL approaches for automatic recognition of powdery mildew disease on cucumber leaves, with a specific focus on exploring unsupervised techniques to overcome the need of large training set of manually labelled images. To this aim, autoencoder networks were implemented for unsupervised detection of disease symptoms through: i) clusterization of features in a compressed space; ii) anomaly detection. The two proposed approaches were applied to multispectral images acquired during in-vivo experiments, and the obtained results were assessed by quantitative indices. The clusterization approach showed only partially capability to provide accurate disease detection, even if it gathered some relevant information. Anomaly detection showed instead to possess a significant potential of discrimination which could be further exploited as a prior step to train more powerful supervised architectures with a very limited number of labelled samples.