Test: ChatGPT Work gives up mid-trip-planning; Gemini flagged for wrong flights

DynamicWebPaige · x · 2026-09-16

A user tested big-co AI assistants on the canonical task "organize me a trip based off today's e-mail," with all necessary connectors active, while waiting for Muse in Europe.

Result: ChatGPT Work does stuff and browses, and is good at finding train connections and decent hotels, but then fails to check room availability and price at two hotels and gives up.

Google's Paige reshared it, tagging GeminiApp and Josh Woodward for visibility, especially flagging the wrong flight destination.

Related event: AI Travel Assistant Showdown: ChatGPT and Claude Fall Short(2 posts)→

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