Two open-field experiments were conducted during 2015/2016 and 2016/2017 seasons at the experimental farm, Faculty of Environ. Agric. Sciences, Arish University (31° 08' 04.3" N, 33° 49' 37.2" E). Egypt. This work was aimed to evaluate the performance of four bread wheat (Triticum aestivum L.) cultivars i.e.; Misr-1, Sakha-93, Giza-168 and Gemmeiza-9) in relation to different irrigation pattern i.e. surface supplemental irrigations (12 irrigations) and rainfed under the metrological conditions of North Sinai. Results obtained from the experimental field studies were used as indicators to test the performance of DSSAT-CSM (Cropping System Model) Ver. 4.5.1.023. Field experiment results indicated that under North Sinai environmental conditions, the significantly highest values of the most significant values of vegetative growth and yield and it's component were recorded by Gemmeiza-9 cultivar under supplementary irrigation pattern, followed by rainfed Misr-1 cultivar. The output data from the CERES-Wheat model showed that Gemmeiza-9 cultivar recorded the highest observed grain yield in the 1^st and 2^nd seasons (7344 and 5928 kg ha^-1, respectively) and the highest predicted grain yield (3957 kg ha^-1 and 4619 kg ha^-1, respectively) as compared to other wheat cultivars Misr-1, Sakha-93 and Giza-168. Generally, Supplementary irrigated Gemmeiza-9 cultivar is recommended to maximize bread wheat grain yield under North Sinai environmental conditions and all similarity regions.