Q: How to access my iCloud Calendar via Outlook 2011

Hi Memn,

I see that you are having some issues with your iCloud Calendar using Outlook 2011 and iCloud for Windows. I have an article that will help you troubleshoot this issue, and it can be found below:

Calendar, Contacts and Reminders

If you need help with your Calendar, Contacts and Reminders with iCloud for Windows, try these steps. 

When you open iCloud Reminders on your Windows PC, they're labeled Tasks and appear within the Tasks section.

Turn iCloud Calendar, Contacts and Reminders off and back on

1. Close Outlook.
2. Open iCloud for Windows.
3. Deselect the Mail, Contacts, Calendars & Tasks checkbox and click Apply.
4. Wait a few seconds. Select Mail, Contacts, Calendars & Tasks, and click Apply.
5. Open Outlook.

Make sure that the iCloud Outlook Add-in is on

The iCloud Outlook Add-in transfers your content between iCloud and Outlook. Follow these steps to turn on the Add-in:

In Outlook 2010 and later:

1. Select the File menu.
2. Click Options in the left panel.
3. Click Add-ins in the left panel of the Outlook Options window.
4. Look at the list of add-ins in the Active Application Add-ins section.
5. Select the iCloud Outlook Add-in.

In Outlook 2007:

1. From the Tools menu, select Trust Center.
2. Select Add-ins from the left column.
3. Look at the list of add-ins in the Active Application Add-Ins section.
4. Select the iCloud Outlook Add-in.

Make sure that iCloud isn’t your default account in Data Files

When iCloud is set as your default account in Data Files, your data won't sync between your devices. 

Outlook 2010 and later:

1. Select File > Info > Account Settings > Data Files. 
2. If iCloud is listed as the default account in the Comments column, select a different account.
3. Click Set as Default.

Outlook 2007:

1. Select File > Data File Management > Data Files. 
2. If iCloud is listed as the default account in the Comments column, select a different account.
3. Click Set as Default.

Restart your computer

Turn your computer off and back on.

 

Get help using Outlook with iCloud for Windows - Apple Support

https://support.apple.com/en-us/HT204571

Take care, and thanks for visiting the Apple Support Communities.

Hi again Memn,

I see that your setup is a little different from what I provided information for. Sorry about that. Here are some other steps that are suggested for Windows, but some of the steps may still be applicable. Take a look at them here:

Microsoft Windows (Microsoft Outlook)

After each step, check to see if the issue still exists.

Check the system requirements

Make sure that your PC meets the iCloud system requirements.

iCloud for Windows currently supports Outlook 2007 through Outlook 2013. Support for Outlook 2016 will be available in an updated release soon. If you use Outlook 2016, you can access iCloud Mail, Contacts, and Calendars on iCloud.com.

Check your Internet connection

1. Try to go to www.apple.com. If you can’t connect to the Internet, your iCloud calendars and events won’t update in Outlook. Get help with your Internet connection.
2. Try to open a secure website from your PC to see if you can access ports 80 and 443. If the website doesn't open, you don't have access. Contact your Internet service provider for help. Safari requires access to port 443 to push updates between iCloud and your devices.

Check your settings

Open iCloud for Windows and make sure that you're signed in to the same iCloud account that you're using on your other supported devices.

Refresh Outlook

If you recently made changes in Outlook that aren't updating on your other devices (or the other way around), click the Refresh button in Outlook.

Turn off iCloud Calendar and turn it back on

1. Close Outlook.
2. Open iCloud for Windows.
3. Deselect the Mail, Contacts, Calendars & Tasks checkbox and click Apply.
4. Wait a few seconds. Select Mail, Contacts, Calendars & Tasks, and click Apply.
5. Open Outlook.

Make sure the iCloud Outlook Add-in is active within Outlook

In Outlook 2010 and later:

1. Click the File menu.
2. Click Options in the left panel.
3. Click Add-Ins in the left panel of the Outlook Options window.
4. Look at the list of add-ins in the Active Application Add-Ins section.
5. Select the iCloud Outlook Add-in.

In Outlook 2007:

1. From the Tools menu, select Trust Center.
2. Select Add-ins from the left column.
3. Look at the list of add-ins in the Active Application Add-Ins section.
4. Select the iCloud Outlook Add-in.

Make sure iCloud isn’t your default account in Outlook

• In Outlook 2010 and later, select File > Info > Account Settings > Data Files. If iCloud is listed as the default account in the Comments column, select a different account and click Set as Default.
• In Outlook 2007, select File > Data File Management > Data Files. If iCloud is listed as the default account in the Comments column, select a different account and click Set as Default.

Restart your computer

After you restart your computer, see if you fixed the issue.

Find your calendars in Microsoft Outlook

Learn how to manage Add-ins with Microsoft Outlook.

1. Make sure Calendar is turned on in iCloud for Windows.
2. Look for your data in the iCloud folder within Outlook. You can also view your data in Deleted Items in your Outlook Folder List.

If you find your calendar data in the Deleted Items folder, it isn’t because iCloud removed your data. When you turn on Mail, Contacts, Calendars & Tasks in iCloud for Windows, iCloud copies your calendar data from the default Outlook .pst file to iCloud. Then iCloud removes the calendar data from the .pst file by placing it in the Deleted Items folder in Outlook. The calendar data then moves to the iCloud data set within Outlook, so that iCloud can push the data to and from Outlook.

Get help using iCloud Calendar - Apple Support

https://support.apple.com/en-us/HT203521

Hope this is a little more useful.