Claim EU261/UK261 flight delay compensation yourself, with no claims-company fee

Use AI to check whether a delay or missed connection qualifies under EU261 (the EU rule on flight delay and cancellation compensation) or UK261 (the UK version of the EU flight compensation rule) and to draft the claim, instead of paying a claims company a cut.

Reported resultAbout £520 wonAs reported by Reddit r/ChatGPT. Results vary.
Cost Free option available (Paid upgrades exist, but the free version works for this)You can do this for $0. Some tools offer paid upgrades you don't need.
Time (estimate)20–40 min
Difficulty (estimate)MediumSome paperwork, phone calls or comparing options.

1. Copy this prompt

Paste it into ChatGPT, Claude, Gemini or Grok (the free versions work), then replace the [highlighted brackets] with your details. Leave out account numbers and SSNs.

My flight [FLIGHT NO.] from [ORIGIN] to [DESTINATION] on [DATE] arrived [X] hours late at my final destination because [reason given]. It was [part of one booking / separate bookings] on [airline]. 1) Does EU261 or UK261 apply, and why? 2) What compensation am I entitled to based on distance? 3) Are 'extraordinary circumstances' likely to apply? 4) Draft a claim letter to the airline citing the regulation. 5) What's the escalation route if they refuse? Cite official sources so I can verify.

2. Follow these steps

(stored only in your browser; uncheck to erase)

What to expect, and what to do if they say no

What to expect

  • Airlines may first offer vouchers. You can ask for cash compensation instead.
  • Expect a response in a few weeks. Some airlines reject first-time claims.

If they say no

  • Escalate to the national enforcement body or an approved ADR scheme (UK: CAA-approved ADR).
  • Claims services take a cut of what you get; small claims court is another option.

What happened when people tried it

  • Reported The poster reports winning about £520, more than the £300 originally sought.

    What the AI did: After a missed connection, a Reddit user's claim was refused. ChatGPT identified that UK261 (post-Brexit) applied, translated the airline's response and helped draft an escalation letter.

    Source: Reddit r/ChatGPT · 2024-12 · Self-reported; not independently verified

Why this works

The problem: Claims companies take a sizable share, and airlines often reject first claims.

How AI helps: AI identifies which regulation applies, calculates the compensation band by distance, translates airline replies and drafts escalation letters.

Tools & what they cost

ToolCost
EU passenger rights (official) Free (No cost at all)
Free
UK CAA delays guidance Free (No cost at all)
Free
ChatGPT Free option available (Paid upgrades exist, but the free version works for this)
Free tier; paid plans available
What do these labels mean?
  • Free No cost at all.
  • Free option available Paid upgrades exist, but the free version works for this.
  • Costs money You pay a set price or subscription.
  • Takes a cut of savings Charges a percentage of what it saves you.
  • Time · Difficulty Our estimates for a typical first try, not guarantees.
  • Reported What the linked source says happened, often self-reported. Your results will vary.

Watch out for

  • Chatbots sometimes apply the wrong rule. Check against the official EU or UK guidance.
  • Claims companies charge a share of the payout. Filing yourself is free.

Sources

Last verified 2026-10-19. Not financial, legal, tax or medical advice. Disclaimer.

Related ways to save

ReportedAbout $2,500 recovered

Appeal an airline or hotel refund denial with an AI-written letter

When a 'non-refundable' trip is canceled for a legitimate reason, AI can help write a documented appeal that gets past the first 'no'.

30–60 min (estimated time)Medium difficulty (estimate)

Free option available (Paid upgrades exist, but the free version works for this)

Travel Refunds & Fares

GuideSteps + prompt · no verified example yet

Track airfare with price alerts and Google's price guarantee

Set fare alerts in Google Flights and look for the price-guarantee badge on eligible US-departing flights.

5 min (estimated time)Easy difficulty (estimate)

Free (No cost at all)

Travel Refunds & Fares

ReportedFull ₹43,992 airline refund after regulator escalation

Escalate a stuck airline refund to the regulator with an AI-organized case file

When an airline stalls or contradicts itself, a tight timeline and a regulator complaint can break the logjam. AI helps you build both.

1–2 hrs (estimated time)Medium difficulty (estimate)

Free option available (Paid upgrades exist, but the free version works for this)

Travel Refunds & Fares