ChatGPT adds iCloud Mail and Calendar plugins that can search email and manage schedules

Summary

OpenAI's ChatGPT now works with Apple iCloud Mail and Calendar through new plugin support. Engadget reports that users can use the assistant to search their inbox and update calendar events, among other things. Digital Trends reports that two iCloud plugins were added, letting people search emails, check appointments and manage their schedules through the chatbot. Digital Trends says the integration is rolling out to all ChatGPT plans, including the free tier.

Timeline

1. Engadget

   27 Oct 2026, 21:13 UTCSource ↗

   Engadget reports that ChatGPT can work with iCloud Mail and Calendar through new plugin support, letting users update calendar events and search their inbox.

2. Digital Trends

   27 Oct 2026, 22:14 UTCSource ↗

   Digital Trends reports that two highly requested iCloud plugins were added to ChatGPT, letting people search emails, check appointments and manage schedules, and that the integration is rolling out to all ChatGPT plans, including the free tier.