This volume LNCS 14413 constitutes the refereed proceedings of the 19th International Conference, WINE 2023, in December 2023 held in Shanghai, China. The 37 full papers presented together with 29 one-page abstracts were carefully reviewed and selected from 221 submissions. The WINE conference series aims to exchange research ideas in a diverse area of application at the intercept of theoretical computer science , artificial intelligence, operations research, and economics. .