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Sync Outlook calendar with Mac easily

Best ways of Outlook calendar Mac synchronization
(2021 edition)

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Top choice


4.5 Rank based on 795+ users, Reviews(476)

It’s been long since email has become part and parcel of our life. We send and receive emails every single day using different email clients, but it is no secret that till date the corporate world prefers Microsoft Outlook. The app has been around for sometime and its functionality is appreciated by a lot of users. Not only you can send, receive and store your emails in the app, you can also use it for storing your Contacts and other data, marking events in Calendar, etc.

Having said that, let us not forget that Outlook is a MS product and it is meant primarily for Windows users. There are certain limitations when it comes to using it on a Mac system, one of them being calendar entries synchronization.

There are certain ways to go about it, e.g. you can sort of sync calendar entries via online services such as Google Calendar. But here we will talk about the easiest way to sync your Mac and Outlook Calendar events - with the help of SyncMate.

1. Try SyncMate to sync Outlook Calendar with Mac

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SyncMate Expert

Requirements: macOS 10.13+. 60.62MB free space. Version 8.8.539. (18 Jun, 2024). 4.5 Rank based on 795+ users, Reviews(476)
Category: Utilities

SyncMate is a software tool that enables Mac file syncing with data stored on Google Drive, Dropbox, OneDrive, iCloud and other online cloud services; various devices, including iOS, Android and MTP devices.


The application can sync not only Calendar entries, but also Contacts, files, folders and media libraries (iTunes, iPhoto). You can opt for automatic synchronization, the app will do it for you in the background, so nothing will distract you from your work.

Due to macOS limitations SyncMate only syncs with online Outlook accounts; sync with desktop Outlook app for Mac is not supported at this time. To sync your Outlook Calendar with Mac Calendar, do as follows:

  1. Download and install SyncMate on your Mac. Once the installation is complete, launch the application to display the main window.
  2. In the left pane click ‘Add New’ link. Wizard will assist you, just make sure to click Microsoft Services button to choose Outlook. Note, that sync is performed between your Mac and Outlook online account.
  3. SyncMate

  4. Login using your username and password.
  5. Specify synchronization parameters.

  6. SyncMate

  7. Click ‘Sync’. There is a handy Auto-sync option - go for it if you want the app to do all the work for you in the background, and you can carry on with your other tasks.

  8. SyncMate


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2. Transfer Outlook Calendar to iCal manually

So you need to sync your Microsoft Outlook emails and files to your iCal software on your Mac? There are a few different ways to do so — some simple, and some a bit more complicated. There is also software available that will do this task for you, but here we will explain how to sync iCal with Outlook. If you are choosing to do this task manually, it’s probably best that you have some technical knowledge and are experienced with Mac and Windows. Here’s how to do so:


  1. Open MS Outlook.
  2. Press the button that looks like a calendar on the lower left-hand side of Outlook.
  3. Go to File Menu, then click on Save Calendar.
  4. The “Save As” pop up window should appear — click on the “More Options” button at the center-right bottom of the window.
  5. Choose “All Calendar” to save your entire calendar, or choose a specific date range.
  6. Your calendar will save as an .ics file.

Please keep in mind that if you choose to sync iCal with Outlook manually, you risk losing data and you may need Mac backup. In our opinion, the safer (and simpler) option is to use software specifically designed to do this job for you.

3. Sync your iCal with your Google calendar via Google Calendar Sync

This process is a bit more complicated, as it involves syncing your iCal with Google first, then using the Google Calendar Sync program to sync your Google calendar with Outlook. This program was created before SyncMate existed, because, at the time, there was no direct way to sync iCal with Outlook. It’s more time consuming than using SyncMate, but it gets the job done for completely free. Here’s how to do it:

First, you need to sync your Outlook calendar Mac with your Google calendar.

  1. Download and install the program Google Calendar Sync on your computer or mobile device.
  2. Enter your Google email address and password when prompted in the app, and click on the “2-way” option.
  3. Specify the parameters of how you’d like your calendars to sync and click “Save”.

Second, you need to sync your Google calendar to your iCal.

  1. Launch iCal and select “Preferences” from the menu. Then, go to the “Accounts” tab and click the “+” button to add a new calendar.
  2. Pick a name for your new calendar and type in your Google email address and password.
  3. Click on “Server Options” on the menu and add this URL to the prompt that pops up (replace username with your own account name):
  4. Click “Add” to add the calendar, and you should be good to go!

4. Sync your Outlook calendar with iCal via a USB drive

This option is obviously not for those who are looking to sync the calendars between their mobile device and their computer. These directions are for syncing Outlook on a Windows computer with iCal on an iOS computer. This scenario is not an uncommon one, as many people use Macs at work and PCs at home, or vice versa. And it’s free! Here’s how to do it:

  1. Open Outlook on your PC and click “Calendar” in the lower-left corner of the window.
  2. Click the “Office” button, then click “Save As”.
  3. Next, click the “More Options” button.
  4. You’ll see a drop-down menu pop up — click on the “Date Range” option, then “Whole Calendar” option to export your entire calendar, or, if you’d prefer that only a certain date range be synced, click on the “Specify Dates” option and select your range.
  5. Click “OK” to save this file.
  6. Plug in a USB drive to your PC and transfer the files you’ve saved onto the USB.

Now that your calendar is saved on the USB drive, plug it into your Apple computer, then follow these two simple steps:

  1. Copy the .ics file to your Mac from your USB drive.
  2. Open iCal on your Mac and simply drag and drop the .ics file into the iCal window. Voila! This should do it.

5. Use a software called AkrutoSync

AkrutoSync is a Windows/PC sync software that boasts reliable and accurate two-way synchronization between Outlook Mac Calendar, as well as Outlook Contacts, Tasks, and Notes and an almost unlimited number of other devices. It is compatible with a wide range of devices, including all iOS phones, Android phones (Xiaomi, Samsung, etc.), tablets, etc.

AkrutoSync claims that, after it’s installed on your computer, it will automatically sync your Apple Calendar with Outlook and vice versa. Its website claims: “The process is seamless because AkrutoSync fully integrates with the built-in apps on your devices.”

AkrutoSync Outlook sync software

Here’s how to use AkrutoSync to share Outlook calendar Mac to your iPhone:

  1. Open AkrutoSync on your PC and click “Configure AkrutoSync” on the menu above. You will then be prompted to create an Exchange account on your iPhone or iOS device.
  2. On your iPhone, go to the “Settings” option.
  3. Scroll down and click on “Mail, Contacts, Calendars”, then click “Add Account”.
  4. Choose the Exchange account type. Then enter the email address shown in the AkrutoSync program on your PC and enter your password, and click “Next”.
  5. There should be a variety of options to click to sync your iOS calendar. Choose the option that suits your needs, and click “Save”. That should do the trick!

6. A few facts about SyncMate

SyncMate’s software allows you to sync events in your Calendar app on your Mac with your non-Apple mobile devices for free. This includes syncing data not only between Microsoft Outlook and your iPhone, but also syncing data between your Android phone and your Mac computer, between the iCloud and the Google suite, and between your Dropbox account and almost any device you can think of. This synchronization can be performed in three directions:

  • • From Mac to mobile device;
  • • From mobile device to Mac;
  • • Bidirectional functionality.

SyncMate allows you to choose which of your calendars you’d like to sync, and which device you’d like to sync them with. This software also allows you to set a time period for how long you’d like your calendars to be synced, and allows you to manage your device’s calendar remotely, from your Mac computer.

Without a doubt, SyncMate is the only current software that offers a synchronization service that transfers data between Mac and other accounts or devices.

When you manually transfer this type of sensitive data between your two devices, you risk losing data due to crashes. Safety is guaranteed when using SyncMate since all the data syncing is performed directly between the Mac and your connected device, with no need for cloud services or uploading files to the web.

SyncMate is the only app on the market that offers both flexibility and functionality for those who’d like to sync Apple calendar with Outlook. No need to find several apps for different types of data when you want to sync between Mac and Android or various other operating systems. SyncMate enables you to sync absolutely any type of data between a plethora of supported devices and your macOS.

7. Mac synchronization FAQs

Good question. The primary reason one would need to sync their Outlook calendar with iCal is because they’d like to to access their schedule on both their mobile device and their computer, and they’d like these calendars to be identical. When a user adds a calendar event on their iPhone iCal, they’d like that event to automatically sync to their PC and appear on Outlook. This keeps your emails and scheduled events consistent on both of your devices.
Because when you want to keep data up to date across multiple devices, it is the easiest way to go. The alternative is updating everything manually and doing so on your Mac, then on your phone and cloud services can be very time consuming. If you use SyncMate, you just need to connect your device to macOS and then choose exactly which data to sync. The entire process lasts a couple of minutes.
Data transfer refers to the process of simply moving a piece of information from one device to the other. Data transfer can be done between a computer, mobile devices or even cloud storage. With SyncMate, besides data transfer you get synchronization which is the process of equally updating data on each side of the transfer process. So you make sure that all devices get all the updated information at the same time.
SyncMate won’t ever limit the number of accounts or devices you can sync with Mac OS X. You can contact as many devices as you need, transforming your Mac into a veritable sync center. As an iOS sync Mac solution, SyncMate gives you the possibility of connecting Android and iOS devices no matter the numbers.
Yes, SyncMate gives you the ability to synchronize Mac computers with other devices through Bluetooth, USB or Wi-Fi so you can also do it while being offline.

Nowadays, there are plenty of options out there to assist you with integrating your Apple and PC devices with each other. Some are programs that offer instant synchronization, and some are workaround methods that require a bit more time and technical knowledge. Depending on your skillset and how much money you’re willing to shell out, there’s an option out there for everyone.

We fully believe that SyncMate is your best bet to sync your Mac calendar with Outlook. SyncMate’s user interface is simple and the program is reliable. It lets you choose between automatically syncing data between your two devices, or choosing which data to transfer manually. This is an important feature, as storage space on your computer and your mobile device are limited, and you don’t necessarily need every piece of information synced between your devices.

SyncMate Expert

macOS 10.13+
60.62MB free space
Version 8.8.539 (18 Jun, 2024) Release notes
Download Total downloads: 467,673
Purchase PRO From $39.95
Rank based on 795+ users, Reviews(476)