Generally, there is an inconsistency between the total regional crop area that was obtained from remote sensing technology and the official statistical data on crop areas. When performing scale conversion and data aggregation of remote sensing-based crop mapping results from different administrative scales, it is difficult to obtain accurate crop planting area that match crop area statistics well at the corresponding administrative level. This problem affects the application of remote sensing-based crop mapping results. In order to solve the above problem, taking Fucheng County of Hebei Province in the Huanghuaihai Plain of China as the study area, based on the Sentinel-2 normalized difference vegetation index (NDVI) time series data covering the whole winter wheat growth period, the statistical data of the regional winter wheat planting area were regarded as reference for the winter wheat planting area extracted by remote sensing, and a new method for winter wheat mapping that is based on similarity measurement indicators and their threshold optimizations (WWM-SMITO) was proposed with the support of the shuffled complex evolution-University of Arizona (SCE-UA) global optimization algorithm. The accuracy of the regional winter wheat mapping results was verified, and accuracy comparisons with different similarity indicators were carried out. The results showed that the total area accuracy of the winter wheat area extraction by the proposed method reached over 99.99%, which achieved a consistency that was between the regional remote sensing-based winter wheat planting area and the statistical data on the winter wheat planting area. The crop recognition accuracy also reached a high level, which showed that the proposed method was effective and feasible. Moreover, in the accuracy comparison of crop mapping results based on six different similarity indicators, the winter wheat distribution that was extracted by root mean square error (RMSE) had the best recognition accuracy, and the overall accuracy and kappa coefficient were 94.5% and 0.8894, respectively. The overall accuracies of winter wheat that were extracted by similarity indicators, such as Euclidean distance (ED), Manhattan distance (MD), spectral angle mapping (SAM), and spectral correlation coefficient (SCC) were 94.1%, 93.9%, 93.3%, and 92.8%, respectively, and the kappa coefficients were 0.8815, 0.8776, 0.8657, and 0.8558, respectively. The accuracy of the winter wheat results extracted by the similarity indicator of dynamic time warping (DTW) was relatively low. The results of this paper could provide guidance and serve as a reference for the selection of similarity indicators in crop distribution extraction and for obtaining large-scale, long-term, and high-precision remote sensing-based information on a regional crop spatial distribution that is highly consistent with statistical crop area data.