The size and the weight of wheat grains vary across the length of each spike (Triticum aestivum L.). High temperature and water scarcity often reduce the single grain weight, and this reduction also varies across the spike length. Plants tend to cope with high temperature and drought stress through inherent mechanisms such ascanopy cooling through transpiration, which can contribute to yield stability. The effect of canopy cooling on the average grain weight at different positions in spike is still unknown. In this study, we planned to assess the role of canopy temperature, yield-related traits, and spike shape in final grain weight. For two years (2017–2018 and 2018–2019), fifteen diverse genotypes released for cultivation in different environmental conditions were grown in the field. They were examined for canopy temperature, spikelets spike⁻¹, grain number spike⁻¹, grain yield spike⁻¹, and grain weight of the spike’s basal, median, and distal regions. The Pearson correlation coefficient (r) was obtained for all pair-wise combinations of traits under different treatments and spike shapes. The results indicated that cooler canopy is correlated to grain weight in normal spike shape at all three positions within the spike irrespective of stress. The advantage of the cooler canopy in improving grain-filling at basal, median, and distal regions was more conspicuous in the high temperature stress conditions compared to non-stressed and drought conditions.