Microsoft Bookings – Booking updates are not reflected in staff members' Teams calendars

Question

Microsoft Bookings – Booking updates are not reflected in staff members' Teams calendars

Katarzyna Jakucy ADM 0

For about a week, we have been experiencing an issue with Microsoft Bookings.

The problem is that changes made to bookings are not being reflected in the assigned staff members' calendars in Microsoft Teams (Outlook calendar), even though everything appears correct from the administrator's side in Microsoft Bookings.

For example:

One staff member was scheduled to meet with five customers. One of those customers cancelled their appointment, so I removed them from the booking and replaced them with another customer. However, the staff member's Teams calendar still showed the cancelled customer instead of the new one.

Two appointments were cancelled and replaced with new bookings. In Microsoft Bookings, the new customers were correctly assigned to those time slots, and the Teams meeting links were generated successfully. However, in the staff member's Teams calendar, those time slots appeared as empty, as if no appointments had been booked.

From the administrator's perspective, all bookings are correct and up to date in Microsoft Bookings. The issue only affects the assigned staff members, whose Teams calendars do not display the latest booking updates and instead show outdated or missing appointments.

Could you please investigate why the changes made in Microsoft Bookings are not synchronizing correctly with the staff members' Teams/Outlook calendars?

Thank you for your assistance.

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1 answer

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Answer 1

Helen Luu 2,785 Independent Advisor

Hello @Katarzyna Jakucy ADM,

It appears that you and your team are experiencing an issue with Microsoft Bookings, where the booking information is not displaying as expected in staff's calendar. Based on your description, the issue seems to affect only staff members. I am currently attempting to reproduce the behavior in my test environment to determine whether I can observe the same issue.

In the meantime, could you please help clarify the following questions?

Does this issue occur with all Bookings calendars in your organization, or only with specific calendars?
Is the booking page configured to allow bookings from people within your organization only, or anyone with the booking link?
You mentioned that the time slots appear as empty. Could you please clarify what you mean by this?
- Are the booked and available seat counts not displayed?
- Is the appointment itself missing from the calendar after removing 1 seat or the booking showing differently than expected?
Does the booking appear the same when viewed through Teams on the web or Outlook on the web or it occur in both the web and desktop application versions?

I look forward to hearing from you. Any additional screenshots or examples would also be helpful for my investigation.

Katarzyna Jakucy ADM 0 Reputation points

2026-07-06T11:10:08.17+00:00

Hello @Helen Luu

Thank you for looking into my issue.

I'm not entirely sure. Two specialists (a psychologist and a psychiatrist) in our office are experiencing this issue. They are assigned to different Microsoft Bookings calendars. Our other specialists are currently on vacation, so I can't verify whether they are affected as well.

The booking pages are configured to allow bookings only from people within our organization.

By "empty slots," I mean that staff members see free time slots where booked appointments should appear.

For example, last week the psychiatrist had a 5-hour shift. Three out of five clients canceled their appointments, so I deleted those bookings and scheduled new appointments for other clients in the same time slots.

However, in the psychiatrist's Microsoft Teams calendar, two of those time slots appeared as empty, while one of the canceled appointments was still displayed instead of the new appointment that should have replaced it.

This week, the specialist's calendar is completely empty, even though I can see all of the booked appointments in Microsoft Bookings. In addition, all of the chat history in Microsoft Teams has disappeared.

We use only the desktop versions of Microsoft Teams and Outlook.

One more question: is it possible that this issue is related to the Microsoft 365 licenses assigned to the affected users?
Helen Luu 2,785 Reputation points Independent Advisor

2026-07-07T15:08:56.08+00:00

Hello, and thank you for your prompt response.

Could you please check the Outlook and Teams calendars after canceling the time slots from the web version? This may be caused by a local application cache issue, and verifying whether the changes are reflected in the web and desktop clients could help isolate the problem.

Additionally, this does not appear to be a licensing issue, as the problem is affecting only one user whose booking slot was canceled, while other users continue to function normally.
Helen Luu 2,785 Reputation points Independent Advisor

2026-07-08T14:59:17.2533333+00:00

Hello @Katarzyna Jakucy ADM,

May I ask whether you have checked the calendar in Outlook on the web and Teams on the web to confirm whether the changes are reflected correctly? Please feel free to let me know if there are any updates.
Katarzyna Jakucy ADM 0 Reputation points

2026-07-10T07:56:35.1766667+00:00

Hello @Helen Luu ,

At the moment, I am unable to sign in to the web version without the specialist being present, so I will need to wait until she is back at work.

In the meantime, I signed in to her account using the desktop application and noticed that the out-of-office period I had shortened using Microsoft Bookings was not updated in her calendar. As a result, the Booking page continued to treat the original absence as active, which is why users could not see any available booking time slots.

Only after I modified the absence directly in the specialist's Teams calendar did the Booking page update correctly and begin displaying the available time slots.

Regarding Outlook, it is not synchronized, and the specialist does not use it.

At this stage, these are all the findings I have. I will need to wait until the specialist is available before I can sign in to the web version and perform any additional verification.
Helen Luu 2,785 Reputation points Independent Advisor

2026-07-13T11:06:13.7166667+00:00

Hello,

While we wait for the specialist to get back to us, could you please try clearing the Teams desktop client cache by following the instructions in this Microsoft article: Clear the Teams client cache - Microsoft Teams | Microsoft Learn? This may help resolve the issue.
Katarzyna Jakucy ADM 0 Reputation points

2026-07-15T07:04:46.5033333+00:00

@Helen Luu Before clearing the cache, I noticed that the previously saved accounts had disappeared from login screen. Clearing the cache didn't solve the issue, and the specialist's calendar is still empty.
Helen Luu 2,785 Reputation points Independent Advisor

2026-07-15T13:49:38.8866667+00:00

Hello @Katarzyna Jakucy ADM,

May I know if the affected users are running any third-party applications, such as a VPN, antivirus, or firewall software?

If so, could you please try temporarily disabling them and see if the issue persists? Sometimes these applications can interfere with Office applications and cause unexpected behavior. This test can help determine whether they are contributing to the problem.

If none of the above troubleshooting steps resolve the issue, I would recommend contacting Microsoft Support for further assistance. They can collect diagnostic logs and investigate whether the issue is related to a backend service or account configuration. Providing a recording of the issue or the exact steps to reproduce it may also help the support team perform a more thorough investigation and identify the root cause more efficiently.

You can follow this documentation to raise a support request: Get support - Microsoft 365 admin | Microsoft Learn