Because the appointments are also missing from Outlook.com, attempt server-side recovery from a computer immediately, then contact Outlook.com Support if the items are not recoverable.
1. Recover the appointments from Outlook.com
Repeat these steps separately for each Hotmail account, using a PC or Mac browser rather than an iPhone or mobile browser:
- Sign in to Outlook.com with the first affected account.
- Open Mail, then select Deleted Items in the left pane.
- Look for the missing appointments. If present, select them and choose Restore.
- If they are not visible, select Recover items deleted from this folder above the message list.
- Select the calendar items and choose Restore. Outlook restores recoverable calendar items to the Calendar folder.^1^
- Open Calendar and check the relevant dates.
- Sign out and repeat for the second Hotmail account.
Use a computer because the Recoverable Items area cannot be accessed through Outlook mobile apps or a mobile browser. Recoverable items are time-limited, so do this now.^1^
2. Check which account actually stored the appointments
Creating an appointment in Apple Calendar does not by itself establish that it was saved to Hotmail. Apple Calendar can save events under Outlook, iCloud, or another calendar.
On the iPhone:
- Open Calendar.
- Tap Calendars at the bottom.
- Note every listed calendar and account—particularly Outlook/Hotmail, iCloud, and any On My iPhone entry.
- Select all available calendars temporarily and check the appointment dates.
This account check is specifically recommended for an iPhone calendar that disappears while its Outlook.com copy is also missing.^2^
If the missing events belonged to iCloud, use iCloud.com → Data Recovery → Restore Calendars. Review Apple’s warning first: restoring an archived calendar version replaces the calendars currently held in iCloud and removes calendar-sharing settings.^2^
If they were stored only locally on the iPhone and no longer exist there, Outlook.com cannot restore them because Microsoft never held that data.
If the appointments belonged to either Hotmail calendar but are absent from both Calendar and Recoverable Items:
- While signed in to that Hotmail account on Outlook.com, select Help.
- Enter a description such as:
“All Outlook.com calendar events disappeared on November 14, 2026 after removing and re-adding the account on iPhone; events are absent on the web and not available under Recover items deleted from this folder.”
- At Still need help?, select Yes and submit the request.
- Submit a separate request for the other account if both are affected.
That is the supported escalation route for account-side Outlook.com calendar loss.^3^
There is no published Microsoft notice in the available known-issue information identifying this exact November 14, 2026 symptom as a confirmed Outlook.com incident.^4^ A service correction therefore should not be treated as the recovery plan.
Since removing and re-adding both accounts has already been completed, do not repeat that process while pursuing recovery. For imminent medical appointments, contact the providers directly now; neither recovery nor support escalation guarantees that the entries can be returned in time.
References
- Web(#tab/web)
- Calendar has been wiped with iPhone update. Wondering if my calendar would be stored somewhere - Microsoft Q&A
- Fixes or workarounds for recent issues on Outlook.com | Microsoft Support
- Fixes or workarounds for Outlook mobile apps | Microsoft Support