We propose a methodology at the nexus of operations research and machine learning (ML) leveraging generic approximators available from ML to accelerate the solution of mixed-integer linear two-stage stochastic programs. We aim at solving problems where the second stage is demanding. Our core idea is to gain large reductions in online solution time, while incurring small reductions in first-stage solution accuracy by substituting the exact second-stage solutions with fast, yet accurate, supervised ML predictions. This upfront investment in ML would be justified when similar problems are solved repeatedly over time—for example, in transport planning related to fleet management, routing, and container yard management. Our numerical results focus on the problem class seminally addressed with the integer and continuous L-shaped cuts. Our extensive empirical analysis is grounded in standardized families of problems derived from stochastic server location (SSLP) and stochastic multi-knapsack (SMKP) problems available in the literature. The proposed method can solve the hardest instances of SSLP in less than 9% of the time it takes the state-of-the-art exact method, and in the case of SMKP, the same figure is 20%. Average optimality gaps are, in most cases, less than 0.1%. History: Accepted by Alice Smith, Area Editor (for this paper) for Design and Analysis of Algorithms–Discrete. Funding: Financial support from the Institut de Valorisation des Données (IVADO) Fundamental Research Project Grants [project entitled “Machine Learning for (Discrete) Optimization”]; Canada Research Chairs; the Natural Sciences and Engineering Research Council of Canada [Collaborative Research and Development Grant CRD-477938-14]; and the Canadian National Railway Company Chair in Optimization of Railway Operations at Université de Montréal is gratefully acknowledged. E. Frejinger holds a Canada Research Chair. Computations were made on the supercomputer Béluga, managed by Calcul Québec and Digital Research Alliance of Canada. The operation of this supercomputer is funded by the Canada Foundation for Innovation; the Ministère de l’Économie, de la Science et de l’Innovation du Québec; and the Fonds de Recherche du Québec – Nature et Technologies.