A single non-insect contaminated cotton was treated with different concentrations of two sugars identified as unique to insect honeydew. Trehalulose (a disaccharide), the most predominant sugar found on heavily contaminated whitefly cottons, and melezitose (a trisaccharide), found on both whitefly and aphid contaminated cottons, contribute substantially to the stickiness potential of cotton lint. High performance liquid chromatography (HPLC) analysis of extracts from these cottons to identify and quantitate individual carbohydrate concentrations, chemical sugar analysis to determine reducing sugars present, Thermodetector (TD) stickiness measurements, near infrared (NIR) spectra scans, and differential moisture meter measurements were run to characterize untreated and treated cottons that were conditioned to four different fiber moisture levels. Statistical analysis using chemical analysis and NIR spectra data resulted in the selection of twelve wavelengths and the fiber moisture content as independent variables in multiple regression equations to predict concentrations of entomological sugars on these cottons. Poor predictability was obtained looking at the overall range of fiber moistures from 4.6 to 9.3%. When the calculations were divided into specific moisture ranges, linear correlation coefficients of predictability increased significantly. A discriminant analysis procedure was able to classify cotton samples into two classes of the entomological sugar contents with 89.2% success ratio.