A ChatGPT Prompt To Help Monitor Travel Data

I love giving ChatGPT tasks like monitoring a bunch of real-time info to help with travel. Here’s a nice prompt we came up with together. I ran this (or something quite similar to it) from the iOS ChatGPT app and it now sends me hourly alerts. Copy it, remix it and make it your own. I also highly recommend paying for Flighty, which is hands-down the best travel app out there. I’m sure I’ve mentioned it before. Nothing comes close and it almost always alerts me ahead of the airline apps.

Travel Monitoring Prompt (with Risk Rating)

Monitor the following flights and airports for me. Track real-time flight status, airport operations, weather conditions, air traffic flow, aircraft/crew constraints, and any other relevant context that could impact travel plans.

Notify me promptly if there are significant delays, cancellations, missed-connection risk, airport closures, weather disruptions, or systemic issues that could affect my itinerary.

For each flight leg and each airport, provide:
• Current status (on time / delayed / canceled / at risk)
• Confidence score or risk rating (e.g., Low / Medium / High risk, or 0–100%)
• Clear reasoning behind the rating (weather patterns, airport congestion, ATC flow constraints, aircraft rotation risk, crew limits, holiday volume, etc.)
• Forward-looking insight on what is most likely to happen next and what to watch for

Call out early warning signs before they become problems and explain tradeoffs (e.g., tight connections vs. weather windows).

Flights:
– [Airline + flight number + route + date]
– [Optional additional flights]

Airports:
– [Departure airport code]
– [Connection airport code(s)]
– [Arrival airport code]

Continue monitoring until travel is complete.
Brad Barrish @bradbarrish