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This study introduces UPBench, a framework revealing that LLMs outperform on analytical tasks but struggle with the institutional and contextual nuances essential to urban planning. The findings suggest a "non-monotonic" capability curve where models are unreliable for jurisdiction-specific regulations and normative judgments, necessitating human verification for high-stakes procedural decisions. Consequently, the optimal deployment strategy involves differential delegation, utilizing AI for synthesis and scenario generation while reserving final judgment for human experts.
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Can AI Reason Like an Urban Planner? Benchmarking Large Language Models Against Professional Judgment

arXiv3 min read

arXiv:2606.11678v1 Announce Type: new Abstract: Problem, Research Strategy, and Findings: The rise of large language models (LLMs) raises a key question for urban planning: which forms of professional planning knowledge can AI replicate, and which still require human judgment? Although AI tools are increasingly used in planning practice, there is still no systematic framework for testing whether they can reason with the contextual sensitivity, value awareness, and institutional literacy central to planning expertise. This paper introduces Urban Planning Bench (UPBench), a domain-specific evaluation framework that assesses LLM reasoning through a 4x5 matrix of four knowledge pillars and five cognitive levels adapted from Bloom's revised taxonomy. Evaluating 25 LLMs with automated scoring and expert review, we find a non-monotonic cognitive curve: models perform better on higher-order analytical tasks than on factual recall and integrative judgment. This suggests that planning knowledge often treated as lower-order is deeply shaped by institutional, jurisdictional, and temporal context, making it hard for LLMs to generalize. We summarize these limits as four epistemic diagnostics: regulatory hallucination, conceptual conflation, wickedness paralysis, and phronetic deficit. Takeaway for Practice: The findings support differential delegation in planning. LLMs can assist with cross-disciplinary synthesis, literature review, scenario generation, and preliminary policy analysis. However, they remain unreliable for jurisdiction-specific regulation, normative conflict resolution, and context-sensitive procedure. Agencies should require verification for AI-assisted regulatory analysis, while planning education should emphasize institutional literacy, normative judgment, and contextual sensitivity.

Title:Can AI Reason Like an Urban Planner? Benchmarking Large Language Models Against Professional Judgment

Abstract:Problem, Research Strategy, and Findings: The rise of large language models (LLMs) raises a key question for urban planning: which forms of professional planning knowledge can AI replicate, and which still require human judgment? Although AI tools are increasingly used in planning practice, there is still no systematic framework for testing whether they can reason with the contextual sensitivity, value awareness, and institutional literacy central to planning expertise. This paper introduces Urban Planning Bench (UPBench), a domain-specific evaluation framework that assesses LLM reasoning through a 4x5 matrix of four knowledge pillars and five cognitive levels adapted from Bloom's revised taxonomy. Evaluating 25 LLMs with automated scoring and expert review, we find a non-monotonic cognitive curve: models perform better on higher-order analytical tasks than on factual recall and integrative judgment. This suggests that planning knowledge often treated as lower-order is deeply shaped by institutional, jurisdictional, and temporal context, making it hard for LLMs to generalize. We summarize these limits as four epistemic diagnostics: regulatory hallucination, conceptual conflation, wickedness paralysis, and phronetic deficit. Takeaway for Practice: The findings support differential delegation in planning. LLMs can assist with cross-disciplinary synthesis, literature review, scenario generation, and preliminary policy analysis. However, they remain unreliable for jurisdiction-specific regulation, normative conflict resolution, and context-sensitive procedure. Agencies should require verification for AI-assisted regulatory analysis, while planning education should emphasize institutional literacy, normative judgment, and contextual sensitivity.

Computation and Language (cs.CL)

arXiv:2606.11678 [cs.CL]

(or arXiv:2606.11678v1 [cs.CL] for this version)

https://doi.org/10.48550/arXiv.2606.11678 Focus to learn more arXiv-issued DOI via DataCite (pending registration)

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Full text under the publisher's open licence · 337 words

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