Citrus diseases are significant threats to citrus groves, causing financial losses through reduced fruit size, blemishes, premature fruit drop, and tree death. The detection of citrus diseases via leaf inspection can improve grove management and mitigation efforts. This study explores the potential of a portable reflectance and fluorescence hyperspectral imaging (HSI) system for detecting and classifying a control group and citrus leaf diseases, including canker, Huanglongbing (HLB), greasy spot, melanose, scab, and zinc deficiency. The HSI system was used to simultaneously collect reflectance and fluorescence images from the front and back sides of the leaves. Nine machine learning classifiers were trained using full spectra and spectral bands selected through principal component analysis (PCA) from the HSI with pixel-based and leaf-based spectra. A support vector machine (SVM) classifier achieved the highest overall classification accuracy of 90.7% when employing the full spectra of combined reflectance and fluorescence data and pixel-based analysis from the back side of the leaves, whereas a discriminant analysis classifier yielded the best accuracy of 94.5% with the full spectra of combined reflectance and fluorescence data and leaf-based analysis. Among the diseases, control, scab, and melanose were classified most accurately, each with over 90% accuracy. Therefore, the integration of the reflectance and fluorescence HSI with advanced machine learning techniques demonstrated the capability to accurately detect and classify these citrus leaf diseases with high precision.