ChatGPT opens iCloud Mail and Calendar plugins to all plan users

According to an IT Home report on October 28, 2026, OpenAI published a blog post on October 27 announcing the availability of iCloud Mail and iCloud Calendar plugins for all ChatGPT plans. The update covers consumer tiers ranging from the Free tier to Go, Plus, and Pro. In terms of platforms, the plugins are accessible via the ChatGPT web interface, the desktop application, and the iOS app. OpenAI stated that with explicit user authorization, ChatGPT can read and review the iCloud inbox, create and manage emails, and extract details such as meetings, flights, and schedules from messages to automatically create or update events in Apple Calendar. This capability allows the assistant to take a more active role in daily tasks on iPhone, iPad, and Mac, such as identifying meeting times to build agendas, organizing itineraries, drafting replies, and tracking to-dos. OpenAI described the launch as significantly improving compatibility between ChatGPT and iCloud Mail as well as Apple Calendar. Tech media outlet AppleInsider noted that the update has also sparked discussion regarding privacy and competition. The plugins are currently live for eligible users on the platforms mentioned.