Urban crises - floods, pandemics, economic shocks, and conflicts - function as accelerators of urban change, exposing structural vulnerabilities while creating windows for reinvention. Building on a prior theoretical contribution that identified fifteen principles of urban antifragility, this paper tests and operationalizes the framework through an empirical assessment of 26 cities selected for their post-crisis adaptation trajectories. Using a tailored diagnostic methodology, we benchmark cities' Stress Response Strategies (SRS) and then evaluate Urban Development Trajectories (UDT) across four weighted dimensions, positioning each case along a fragility-robustness-resilience-antifragility continuum and applying a balanced-threshold rule to confirm antifragile status. Results show that "resilience enhanced by innovation and technology" is the most effective response typology (86.9/100), and that six cities meet the antifragile trajectory criteria. By mapping best practices to activated principles and analysing co-activations, the study identifies a robust "hard core" of principles - Sustainable Resilience (O), Strategic Diversity (F), Proactive Innovation (I), and Active Prevention (N) - supplemented by operational enablers (e.g., anticipation, mobilization, shock absorption). The paper concludes by proposing an evidence-based, SDG-aligned operational model that links high-impact principle pairings to measurable indicators, offering a practical roadmap for cities seeking to convert crises into sustained transformation. Keywords: Post-crisis strategies, Urban antifragility, Sustainable cities and communities, Disaster resilience and urban regeneration, Risk governance and Black Swan adaptation.