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Delayed, cancelled, rerouted: what you're owed and how to ask

AI agent does it for you
Ask:
ChatGPTChatGPT↗Google GeminiGoogle Gemini↗

Get your money back from a wrecked flight

What it does: AI turns your messy travel day into a specific claim: what the airline owes you (refund, meal and hotel reimbursement, rebooking), which policy wording applies, and the exact message to send. When the airline stonewalls, it drafts the follow-up. How long: 15 minutes to file, days to resolve. Does it cost money: No.

Effort Setup Risk
★★☆☆☆ Screenshots and receipts ★☆☆☆☆ Just the app ★☆☆☆☆ Worst case is they say no

How to do it

Using ChatGPT (or Google Gemini)

  1. Collect evidence before you leave the airport. Screenshots of the delay notice, your receipts, the rebooking confirmation. Claims go better with timestamps
  2. Tell the AI the full story in one message: airlines involved (including any partner airline the flight was actually operated by), the route, what went wrong, what you were offered, what you spent. Paste or upload the airline’s carriage policy page if the first answer feels generic
  3. Send the claim through the airline’s own channels: app chat, the refunds form on their site, or email. Use the AI’s wording, but check the numbers in it against your receipts
  4. If refused, escalate once with specifics. One traveler’s delayed codeshare flight bounced between airlines and claim companies until ChatGPT worked out which airline actually owed the compensation and what to say; the airline then paid $500 (self-reported on Hacker News; one story, not a promise)

What you can realistically ask for in the US

A cancelled flight gets you a refund of the unused ticket, by the original payment method, without you having to beg; you’re entitled to it even if you accepted a rebooking instead. For controllable delays and cancellations, most US airlines also commit to meals, hotels, and rebooking on a partner; each airline publishes its own commitments. AI is good at matching your situation to whichever airline’s policy you paste in. Compensation beyond refund and expenses (the kind European rules mandate) generally doesn’t exist for US domestic flights, so be suspicious of anything promising $700 checks.

Watch out


Last tested: pending. This walkthrough was prepared from the products’ documented capabilities and has not yet been verified step-by-step by a real person. If you try it (whether it works or not), tell us on GitHub.

Reminder: content goes to the AI's servers. IDs, bank cards, passwords — never send those.
Didn't work?

Four causes cover most failures:

TravelMoney

Ratings: Prompt effort = how much you have to say to get the result you want; Setup = how much you need to install; Risk = how bad it gets if things go wrong.Not yet verified on a real device