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On October 28, 2026, OpenAI announced that the iCloud Mail and iCloud Calendar plugins can now be connected and used in ChatGPT. Users can use ChatGPT to find emails, organize their inbox, view upcoming schedules, or update calendar events. The feature is available to all ChatGPT plans on the web, desktop, and iOS. Testing Catalog reported the same day that this is a long-awaited feature and included a demo video. There are currently no further developments.
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OpenAI opens iCloud Mail and iCloud Calendar plugins to all ChatGPT plan users
On October 27, OpenAI published a blog post opening two plugins, iCloud Mail and iCloud Calendar, to all ChatGPT plan users, covering consumer plans such as Free, Go, Plus, and Pro, and supporting the web, desktop, and iOS versions. After user authorization, ChatGPT can read and check the iCloud inbox, create and manage emails, and create or update events in Apple Calendar based on meeting, flight, and schedule information in emails. AppleInsider noted that the update has sparked discussion on privacy and competition, and that sensitive account, travel, financial, and work information in emails has made permission boundaries and data processing methods a focus of user concern.
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MacRumors Apple Intelligence
ChatGPT Adds iCloud Mail and Calendar Plugins
OpenAI says it has added iCloud Mail and iCloud Calendar plugins to ChatGPT. The calendar integration can read, schedule, and update events in the iPhone calendar and in third-party apps that use iCloud Calendar; the mail integration can search and read iCloud Mail, manage emails and drafts, send emails, and look up iCloud contacts. ChatGPT can only access iCloud mailboxes at @icloud.com, @me.com, and @mac.com, and cannot see other accounts such as Gmail or Outlook in the iOS Mail app, and both integrations require creating an app-specific password. The plugins are available across all plans on web, desktop, and iOS, and can also be used with Dots, the proactive agent OpenAI launched last month.
Testing Catalog
ChatGPT now connects to iCloud Calendar and Mail on web desktop and iOS
OpenAI announced that ChatGPT can now connect to iCloud Calendar and Mail on web desktop and iOS. TestingCatalog says this is a long-awaited feature, and the tweet includes a demo video.
9to5Mac
ChatGPT adds iCloud Mail and Calendar plugin support
OpenAI has launched iCloud Mail and Calendar plugins for ChatGPT, allowing users to connect their Apple email and calendar, with usage similar to plugins for services like Gmail. Both plugins require logging in with an app-specific password and are now available on web, desktop, and iOS for all ChatGPT plans. This integration also makes ChatGPT's proactive agent Dots feature available to iCloud users for the first time.
ChatGPTFirst-party
ChatGPT Launches iCloud Mail and Calendar Plugins
ChatGPT officially announced that the iCloud Mail and Calendar plugins can now be connected and used within ChatGPT, allowing users to have it search emails, sort through their inbox, check upcoming schedules, or update calendar events. This feature is available to all ChatGPT plans on web, desktop, and iOS.
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