The paper seeks to comment on the efficiency and fairness of the World Trade Organization by examining its Dispute Settlement Mechanism. The study has attempted to achieve the same by focusing on the legal and economic analysis of ‘The European Communities – Regime for Importation, Sale and Distribution of Bananas Case’, a landmark judgement in the Dispute Settlement Body’s history that spanned two decades. The paper has analysed trade data from 1993-2016 to arrive at its conclusions and infer the legal rationale behind the verdict while scrutinizing the sectoral as well as overall economic impact of the case on the parties to the dispute.