Outlook on Mac calendar glitching

Question

I am experiencing weird things on the calendar in Outlook (MacBookPro) where I am editing meeting dates and the edits don't stick. Additionally, the date is appearing in the wrong month.

As a fix, I tried creating a new yearly recurring event on Jan 27 and it populates (over and over again despite multiple tries) on Feb 27, one month later.

Finally, when I search the name of the event after creating it, it doesn't show multiple existing calendar items already existing with that name.

I am on Tahoe 26.2 and have a prompt to update to latest version for last week or so.

Please advise. Thank you!

Answer 1

my search continues. This is very bizarre. I will report as advised.

Answer 2

Hello Alison Pickering, 

Thank you for posting your question to the Microsoft Q&A forum. I understand how inconvenient it is when your calendar isn't working as expected, particularly when your edits aren't saving and the event dates shift unexpectedly. 

Currently, there is no official Knowledge Base (KB) article acknowledging this specific calendar incident. I have personally tested this on a Mac Air running Tahoe 26.1, and the recurring events feature worked perfectly fine. However, you are absolutely not alone—many users have recently reported this exact same behavior. 

For more details and shared experiences, you can check out this community thread: my recurring events for July are showing up on my August calendar, same for subsequent months.. 

In that thread, users discovered that the most reliable workaround is to temporarily revert to the Legacy Outlook version until Microsoft patches this in the newer app interface. 

Here is how you can quickly switch back to get your calendar working normally again: 

Step 1: Check Outlook on the Web 

Please open a web browser and log in to your calendar at outlook.live.com (or outlook.office.com) and try editing or creating the recurring event there. If the dates save correctly on the web, the incident is isolated to the "New Outlook" app interface on your Mac.  

Step 2: Switch to Legacy Outlook 

• Open Outlook on your Mac. 
• Click on the Outlook menu next to the Apple logo at the very top left of your screen. 
• Click on Legacy Outlook
• Click Submit when prompted. Outlook will restart in the Classic/Legacy version, where your calendar edits and searches should function perfectly. 

Step 3: Submit a Report 

Since you are on Tahoe 26.2 and have a pending update, you might also try updating your macOS just in case it resolves a background sync conflict. However, I highly recommend reporting this directly to the development team so they are aware of the one-month offset incident. 

• In Outlook, click the Help menu at the top of the screen. 
• Select Provide Feedback or Report a Problem to send the details directly to the engineering team. 

I hope switching to the Legacy version provides immediate relief so you can reliably manage your meetings. Please let me know if your calendar stabilizes after making the switch. Thank you for your patience!

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