Fusarium oxysporum f. sp. raphani is responsible for wilting wild rocket (Diplotaxis tenuifolia L. [D.C.]). A machine learning model based on hyperspectral data was constructed to monitor disease progression. Thus, pathogenesis after artificial inoculation was monitored over a 15-day period by symptom assessment, qPCR pathogen quantification, and hyperspectral imaging. The host colonization by a pathogen evolved accordingly with symptoms as confirmed by qPCR. Spectral data showed differences as early as 5-day post infection and 12 hypespectral vegetation indices were selected to follow disease development. The hyperspectral dataset was used to feed the XGBoost machine learning algorithm with the aim of developing a model that discriminates between healthy and infected plants during the time. The multiple cross-prediction strategy of the pixel-level models was able to detect hyperspectral disease profiles with an average accuracy of 0.8. For healthy pixel detection, the mean Precision value was 0.78, the Recall was 0.88, and the F1 Score was 0.82. For infected pixel detection, the average evaluation metrics were Precision: 0.73, Recall: 0.57, and F1 Score: 0.63. Machine learning paves the way for automatic early detection of infected plants, even a few days after infection.