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ChatGPT + iCloud Calendar

Connect ChatGPT to your Apple Calendar without copy-pasting your schedule.

On an eligible ChatGPT plan or workspace, Pear provides a hosted MCP connection to your live Apple Calendar, Contacts, and iCloud Mail, plus only the legacy reminder data Apple still exposes through CalDAV. Read/fetch or write access follows ChatGPT plan, role, and workspace permissions; full write/modify MCP currently requires an eligible Business, Enterprise, or Edu workspace.
Apple App-Specific Password, not your main password
Revocable any time from Apple ID settings
Encrypted credentials and no copied iCloud database
Live provider context
pear://connected

One hosted endpoint for calendar, tasks, contacts, and mail.

Ask your assistant

What's on my Apple Calendar today?

1

Read upcoming Apple Calendar events from ChatGPT.

2

Create and update events when the ChatGPT workspace allows write actions.

3

Use the same Pear account for Contacts and Mail; reminder access is limited to usable legacy Apple CalDAV lists.

Apple Reminders compatibility

Apple Reminders availability depends on the Apple account. For Apple, Pear can read and write only the legacy reminder lists Apple still exposes through CalDAV. If the account has been upgraded to Apple's newer Reminders store, Pear cannot access those native lists and does not copy them into a separate reminder store. Apple may instead return compatibility placeholders, such as repeated "Where are my reminders?" items; Pear did not create them. Pear's safe fallback hides known placeholders and blocks writes to affected lists. Reconnecting iCloud or replacing the App-Specific Password will not change this Apple limitation. Calendar, Contacts, and Mail are unaffected, and Microsoft To Do uses Microsoft Graph and is unaffected. Full modern Apple Reminders access would require an Apple-platform companion using EventKit with the user's permission; Pear does not currently provide one.

Read the Apple Reminders compatibility note
What Pear unlocks

Use real provider data in the assistant you already open.

01

Read upcoming Apple Calendar events from ChatGPT.

02

Create and update events when the ChatGPT workspace allows write actions.

03

Use the same Pear account for Contacts and Mail; reminder access is limited to usable legacy Apple CalDAV lists.

04

ChatGPT uses Pear OAuth, so there is no manual API key field in the custom app flow.

Try first

Prompts that prove the connection is working.

What's on my Apple Calendar today?
Find a 45-minute free slot tomorrow afternoon.
Book focus time on Friday morning and show whether a usable legacy CalDAV reminder list is available.
Why it matters

Pear turns one-off chats into finished provider workflows.

The connection carries context into action, while you remain in control of what gets changed.
Outcome 01

Stop pasting calendar screenshots into ChatGPT.

Outcome 02

Let ChatGPT check real availability before suggesting times.

Outcome 03

Turn a conversation into Apple Calendar events, with reminder writes available only for usable legacy CalDAV lists.

ChatGPT + iCloud Calendar

Give your assistant a real action layer.

On an eligible ChatGPT plan or workspace, Pear provides a hosted MCP connection to your live Apple Calendar, Contacts, and iCloud Mail, plus only the legacy reminder data Apple still exposes through CalDAV. Read/fetch or write access follows ChatGPT plan, role, and workspace permissions; full write/modify MCP currently requires an eligible Business, Enterprise, or Edu workspace.