OpenAI added iCloud Mail and iCloud Calendar plugins to ChatGPT on 27 October, open on every plan across web, desktop and iOS.
Each signs in with an Apple app-specific password, the way third-party apps connect. Calendar lets ChatGPT read, schedule and change events that show in the iPhone Calendar app; Mail lets it search, draft and send email and look up contacts.

Stock picture of the Mail app, used to illustrate the iCloud Mail side of the story
Image: MacRumors
Only iCloud addresses work (@icloud.com, @me.com, @mac.com), not Gmail or Outlook accounts in the iOS Mail app.
About ChatGPT
OpenAI first gave ChatGPT plugin support in March 2023, adding its own web browsing and code interpreter alongside outside plugins from services such as Expedia, OpenTable and Zapier.
The assistant later gained connections to productivity software such as Gmail. In July 2026 OpenAI launched ChatGPT Work, an agent that builds presentations and spreadsheets from connected apps and files. On 29 September 2026, at DevDay, it launched Dots, always-on agents with their own cloud computers that reach more than 4,000 apps through plugins.
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Nov 2022
Released
Dots, the always-on agents launched last month, can now use iCloud too, for the first time.
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