Taking Global Constitutionalism as an agora, a platform for international interdisciplinary discussions this article asks a question about the state we are in with regard to the international order as an order that is not just a ‘rule-based order’ but also more substantially, a ‘legal order’ based on the rule of law. The topic is illustrated with reference to examples of ‘contested compliance’ i.e. objections to implementing international law and/or international rulings by international actors on behalf of signatories of states parties of a treaty. Three questions guide this discussion. The first is a question of normative change: are we facing a change regarding United Nations member states’ respect for and handling of the rule of law, or is a larger change of international law itself imminent? The second is a question about the effects of the shift from ‘normal’ contestations of norms to ‘deep’ contestations of the international order itself. And the third is a question about pluralism and diversity: are the UN Charter Order’s institutions, conventions and organisations sufficiently equipped to respond to an ever more diverse range of internationally, transnationally, and sub-nationally raised justice-claims? The article elaborates on each of the three themes in light of the current situation of contested compliance with obligations under international law.