iCloud Syncing across MacOS and iOS

Question

Level 1

18 points

iCloud Syncing across MacOS and iOS

Hi,

Facing issues related to iCloud Sync on a Messages, Calendar and Call logs on my Macbook Air and iPhone 15+. Both are updated to latest version of MacOS/iOS 26.0.1.

I have to manually delete messages on my macbook air since it won't update and be consistent with iPhone. Calendar events won't sync on iPhone unless I open the Calendar app on the phone. Call logs on FaceTime app won't update and it keeps showing the notifications as missed calls on mac.

The issue seen on Message was also there on the last iteration of MacOS 18. I reached out to apple support and they suggested me to sign-in and out of iCloud on both devices which I did but the issue still persists.

Has anyone been able to resolve the issue?

Cheers,

Rishi

MacBook Air 15″, macOS 26.0

Posted on Oct 3, 2025 8:27 AM

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Answer 1

sberman

Level 10

271,928 points

Oct 5, 2025 1:42 PM in response to sinharishi

sinharishi wrote:

I have to manually delete messages on my macbook air since it won't update and be consistent with iPhone.

This is the expected behavior unless you have specifically elected to house your messages in iCloud. Did you do this?

Set up iCloud for Messages on all your devices - Apple Support

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Answer 2

sinharishi Author

Level 1

18 points

Oct 18, 2025 6:19 AM in response to sinharishi

update: I resetted my mac to factory settings. After setting up messages there were some 300+ messages that I had to delete from the app. The sync function just refused to sync the messages from my iphone. Given that there is no way to check what messages are being stored in iCloud, had to delete the messages manually.

still I have 2 different set of messages on my mac and iphone. This has become frustrating, manually having to delete messages, trigger iCloud sync across apps. Also noticed there is no way to trigger sync on Photos in ios26!

I will keep this thread updated with sync issues on iCloud.

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Answer 3

sinharishi Author

Level 1

18 points

Oct 10, 2025 11:29 PM in response to sinharishi

Further observations:

The sync function on iMessage works only after I go to settings>iCloud>messages and then click on Sync Now on both the devices, first on iPhone then Mac.
On Mac the iMessage won't sync for days, mind you I use my macbook daily which is connected to internet 10-12 hrs a day.
Calendars app takes a min to sync events/reminders on iPhone. Unless you open the app, the widget on the iPhone won't update with events/reminders.

Is there a way to fix background syncing without having to trigger it manually by opening the apps or clicking on Sync Now?

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Answer 4

sinharishi Author

Level 1

18 points

Oct 5, 2025 8:20 PM in response to sberman

ofcourse I have, for calendars, notes and messages which I use across all my devices.

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Answer 5

sinharishi Author

Level 1

18 points

Oct 16, 2025 8:44 PM in response to sinharishi

Update: It has been 24 hrs since my iMessage synced across all my devices. Calendar events updated on Mac fail to reflect on iPhone/iPad.

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