Egypt, the fifteenth most populated country and the largest wheat importer worldwide, is vulnerable to global warming. Ten of the commercial and widely grown wheat cultivars were planted in two locations, i.e., Elbostan and Elkhazan for three successive seasons 2014/2015, 2015/2016, and 2016/2017 under two sowing dates (recommended and late). Elbostan and Elkhazan are the two locations used in this study because they represent newly reclaimed sandy soil and the Nile delta soil (clay), respectively. A split-plot, with main plots arranged as a randomized complete block design and three replicates, was used. The overall objective of this study was to identify the ideal cultivar for recommended conditions and heat stressed conditions. The results revealed that heat stress had a significant adverse impact on all traits while it raised the prevalence and severity of leaf and stem rust which contributed to overall yield losses of about 40%. Stability measurements, the additive main effects and multiplicative interaction model (AMMI) and genotype main effect plus genotype × environment interaction (GGE), were useful to determine the ideal genotypes for recommended and late sowing conditions (heat stressed). However, inconsistency was observed among some of these measurements. Cultivar “Sids12” was stable and outperformed other tested cultivars under combined sowing dates across environments. However, cultivar “Gemmeiza9” was more stable and outperformed other cultivars across environments under the recommended sowing date. Moreover, cultivar “Gemmeiza12” was the ideal cultivar for the late sown condition. Based on our findings, importing and evaluating heat stress tolerant wheat genotypes under late sown conditions or heat stressed conditions in Egypt is required to boost heat stress tolerance in the adapted wheat cultivars.