This paper considers an agricultural supply chain management to find the best matching between farmers and retailers with contract according to their preferences. It is important to construct the agricultural production system to hold the win-win relationship considering transportation costs. Therefore, in this paper, a mathematical programming problem is formulated to find the optimal matching between farmers and retailers under several uncertainties. It is generally difficult to obtain the best solution directly in terms of multiobjectivity and uncertainty. Therefore, the flexible modeling and the efficient algorithm to obtain these optimal solutions are also developed using a data-driven approach using our proposed information system.