How to sync iCloud/Apple Calendar with Outlook Calendar

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Switching between iCloud/Apple Calendar and Outlook is time-consuming and not productive. There has to be a way to send Apple iCloud events to Outlook right? In this article, we’ll explore how to sync iCloud/Apple Calendar to Outlook Calendar, and the benefits and issues of doing so.

How to manually sync iCloud/Apple Calendar with Outlook Calendar

The manual method of syncing an Apple/iCloud Calendar with an Outlook Calendar is by making the iCloud/Apple Calendar public, then sharing it and importing it into the Outlook Calendar.

By following this step-by-step guide, you can sync one iCloud/Apple Calendar with an Outlook Calendar.

  1. Open the Apple Calendar. You can open the iCloud/Apple Calendar by visiting https://www.icloud.com/calendar/.

    Apple Calendar Homepage
  2. Hover over the Apple Calendar you want to sync with Outlook Calendar. The calendars are located on the sidebar on the left, below the Calendar section.

    Apple Calendar - Hover over the Apple Calendar
  3. Click the Profile Picture Icon on the right of the Apple Calendar you want to share. After clicking the icon, a modal with the title Calendar Sharing will pop up.

    Apple Calendar - Click the Profile Picture Icon
  4. Toggle the Public Calendar (switch it on). This will make the Apple Calendar public, and generate a new Webcal URL.

    Apple Calendar - Toggle the Public Calendar (switch it on).
  5. Copy the Webcal URL generated when toggling the Public Calendar toggle. You can copy the link by clicking the Copy button provided by Apple Calendar.

    Apple Calendar - Copy the Webcal URL
  6. Open Outlook Calendar. You can open Outlook Calendar by visiting https://outlook.live.com/calendar

    Outlook homepage

  7. Find the Add Calendar section. The Add Calendar section is located on the left side of the page, on the sidebar.

    Outlook - Add Calendar section
  8. Click Add Calendar. After clicking the Add Calendar button, a modal with the title Add Calendar pops up.

  9. Click Subscribe from web. To import the Apple Calendar we just shared, we should click the Subscribe from web button. The Subscribe from web is located on the modal sidebar.

    Outlook - Subscribe from web
  10. Paste the URL we copied from Apple Calendar. In step 5, we copied the Webcal URL that we generated from the Apple Calendar, by enabling Calendar Sharing. We should now paste that URL inside the input field in Outlook.

    Outlook - Paste the URL we copied from Apple Calendar
  11. Insert the Calendar name. Aside from giving the iCloud Calendar a name, you can also assign it: a color, or a charm, and assign it as part of primary calendars or other calendars.

    Outlook - Insert the Calendar name
  12. Click Import. Your iCloud/Apple calendar is synced with your Outlook Calendar.

    Outlook - Import

Your iCloud/Apple Calendar is now synced with your Outlook Calendar.

You should be able to see all the iCloud Calendar events in your Outlook Calendar.

Example of a synced Apple Calendar with an Outlook Calendar

Calendar Sync Tools have made it easy to sync multiple calendars in real-time, without the need to make the calendars public.

Benefits of syncing iCloud/Apple Calendar with Outlook Calendar by sharing

  1. No calendar juggling: You won’t need to check both Outlook and iCloud Calendar to see your schedule, as all events will be in a single view.

Downfalls of syncing iCloud/Apple Calendar with Outlook Calendar by sharing

  1. The iCloud Calendar is public: When syncing the iCloud/Apple Calendar with Outlook, you’re making the iCloud Calendar public. This means that other users can see your meetings. Furthermore, workspace admins in Outlook can see your private meetings, along with the private details.
  2. Delayed sync (not real-time): The Outlook Calendar will not automatically sync with iCloud/Apple Calendar. If you create a new event in iCloud Calendar, it might take up to 24 hours for it to show in Outlook.
  3. Doesn’t avoid meeting conflicts: If your team members schedule a meeting in Outlook, using the Find a Time feature, they won’t be able to see the shared iCloud Calendar, as Outlook only checks the primary calendar for scheduling conflicts.

Is there an automated way to sync Apple Calendar with Outlook Calendar?

OneCal is one of the few third-party apps that integrates with iCloud and Outlook Calendar, allowing synchronization between iCloud Calendar and Outlook.

How to automatically sync iCloud Calendar with Outlook

To automatically sync iCloud Calendar with Outlook, follow these steps:

  1. Create a free OneCal account. Head over to the OneCal signup page to create a free account (no credit card required) and start syncing iCloud with Outlook.
    OneCal Signup Page
  2. Connect your iCloud and Outlook Calendars to OneCal. The first thing that pops up after signing up is connecting your calendars. OneCal supports iCloud, Google and Outlook Calendars. You can connect as many calendars as you need to sync.
    OneCal onboarding - connect icloud calendars
  3. Create your first calendar sync. The only thing left to do after connecting your calendars to OneCal is to start syncing them. You can do so by clicking the 'Start new Sync' button.
    Start new Sync
  4. Select the sync direction. OneCal is very modular, allowing you to sync events from one calendar to another (one-way sync), or keep multiple calendars in sync (multi-way sync). For this example, we'll select multi-way.
    OneCal - Choose the sync direction
  5. Select the calendars to sync. Given that we're trying to sync iCloud to Outlook, we'll select the iCloud Calendar as the source, and the Outlook calendar as the target.
    Select the iCloud and Outlook calendars to sync
  6. Choose what to sync between iCloud and Outlook Calendar. OneCal's calendar sync feature is very configurable, allowing you to retain your privacy when syncing calendars, by choosing to not sync event details. You can choose to sync titles, descriptions, conference details, and more.
    OneCal Sync Configuration

Your iCloud calendar is synced with Outlook!

icloud-outlook sync.webp

OneCal has successfully synced your iCloud Calendar with Outlook. Not only that, but Onecal also runs in the background, making sure new events or updates are reflected from iCloud to Outlook accordingly.

Use OneCal to sync iCloud and Outlook Calendars

OneCal is the go-to calendar platform, used by thousands of professionals around the world for calendar synchronization and scheduling links.

To try OneCal, you can sign up for a 14-day free trial, no credit card is required