Will you let ChatGPT book your trip?

OpenAI’s new Agent Mode can browse, compare, and even complete bookings for you — but are travelers ready to trust AI with their logins, wallets, and preferences?

Jul 21, 2025

OpenAI’s latest upgrade to ChatGPT may reshape the way we plan and book travel. Its new "Agent Mode" goes beyond chat — it can browse the web, log into booking sites, analyze calendars, and even make real bookings for hotels, flights, and tours. But while the technology looks impressive, it raises big questions about trust, privacy, and how ready travelers are to hand over decision-making to an AI-powered concierge.

Key takeaways

  • Real bookings, real tasks: ChatGPT Agent can now take meaningful actions online: browse, click, log in, analyze files, and even complete bookings — simulating a human assistant.
  • Targeted for busy people and travelers: OpenAI envisions the tool helping students, professionals, creatives, and overwhelmed trip planners alike — from designing dinner parties to booking complex multi-day itineraries.
  • Travel concierge in your pocket: The agent can plan trips based on user preferences, compare flight and hotel prices, customize itineraries, and make bookings — even dragging and dropping items like a human user.
  • Personalized over time: The more it’s used, the better it learns preferences — from hotel styles to flight times and activity types — eventually becoming a tailored travel assistant.
  • Paid access only (for now): Agent Mode is rolling out to ChatGPT Plus, Team, and Pro users first, starting at $20/month. Enterprise and Education plans will follow later in the summer.
  • Trust remains the big unknown: While the capabilities are powerful, handing over sensitive data like login credentials or payment information to an AI is a step many users may hesitate to take — especially in high-stakes scenarios like travel bookings.

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