Electrospun nylon 6,6 fibers incorporating polypyrrole (PPy) molecular-imprinted polymers (MIPs) were produced for the selective detection of d-glucose using a thermal detection methodology. PPy MIPs were produced using a facile bulk synthesis approach and electrospun into intricate fibrous scaffolds giving a highly mass-producible sensing interface. The maximum incorporation of MIPs and greatest sensing performance was found to be 12.1 wt % in conjunction with the heat-transfer method (HTM), a low-cost and simple thermal detection method that measures changes in the thermal resistance at the solid-liquid interface. It is demonstrated that a 12.1% incorporation of MIPs into electrospun fibers produces the widest working linear range with a limit of detection of 0.10 ± 0.01 mM. There were no observed changes in the measured thermal resistance response to incubation with a series of structurally similar compounds, providing evidence toward the selectivity of the platform. Additionally, the sensing platform exhibited a linear working response to glucose samples in artificial sweat solutions in the biologically relevant range. This is the first report of the incorporation of MIPs into nylon 6,6 fibers for the detection of glucose and points toward the possibility of developing mass-producible electrospun fibers embedded with low-cost recognition elements of improved thermal and chemical stability for the application of wearable sensor technology.