Book a family member's return flight with ChatGPT agent, stopping before payment

Posted

Jul 30, 2025 by Nicholas Lister-James (LinkedIn)

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Last checked

Oct 17, 2026

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Method:

How we verify

Evidence: Shown on videoThe source includes a video or screen recording of the agent doing the task.

Outcome

A poster asked ChatGPT agent to book a return flight for his mother-in-law with her specific seating and baggage preferences. He says it found the right flights, followed her instructions, clicked through the FlySafair website and stopped right before payment as asked; refining the prompt a few times made it more efficient.

Agent

ChatGPT agent

The source didn't share its exact prompt, so we wrote this from what it describes.

Run this task now, exactly as written below. Everything you need is here, so start straight away and only stop if something required is missing or a rule below tells you to.

Goal: Find and fill in a flight booking for someone else, following their preferences, and stop before payment.

Fill in before running:
- Traveller name as on ID: [NAME]
- Route and dates: [DETAILS]
- Seat, baggage and time preferences: [PREFERENCES]
- Airline or budget: [DETAILS]

Rules:
- Compare options that match the preferences and show me the top 2 with total price.
- Fill in the booking exactly as instructed.
- Stop at the payment page and show me a summary to check.
- Never enter payment details.
- If a site asks for a login, a CAPTCHA or payment details, stop and hand control back to me.
- Ask for my OK before you pay, book, send, submit or cancel anything.
- Check facts that can change (prices, opening hours, dates, availability, rules) against the official source, and tell me anything you couldn't verify.

Output: A filled booking waiting at payment, plus a summary of flights, seats, bags and total.

You'll know it worked when: I check the summary, pay myself, and the confirmation matches the preferences.

Run this task now, exactly as written below. Everything you need is here, so start straight away and only stop if something required is missing or a rule below tells you to.

Goal: Find and fill in a flight booking for someone else, following their preferences, and stop before payment.

Fill in before running:
- Traveller name as on ID: [NAME]
- Route and dates: [DETAILS]
- Seat, baggage and time preferences: [PREFERENCES]
- Airline or budget: [DETAILS]

Rules:
- Compare options that match the preferences and show me the top 2 with total price.
- Fill in the booking exactly as instructed.
- Stop at the payment page and show me a summary to check.
- Never enter payment details.
- If a site asks for a login, a CAPTCHA or payment details, stop and hand control back to me.
- Ask for my OK before you pay, book, send, submit or cancel anything.
- Check facts that can change (prices, opening hours, dates, availability, rules) against the official source, and tell me anything you couldn't verify.
- Before payment, double-check the passenger name matches their ID exactly.

Output: A filled booking waiting at payment, plus a summary of flights, seats, bags and total.

You'll know it worked when: I check the summary, pay myself, and the confirmation matches the preferences.

Before you finish: re-read my goal and constraints, check your answer against each one, and list anything you assumed or couldn't confirm.

Source

https://www.linkedin.com/posts/nicholas-lister-james-3a5606104_chatgpt-agent-just-booked-a-flight-for-me-activity-7356271644375416832-TQQC