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Importing contacts from Outlook on PC to an iCloud account was until recently a complicated matter which involved syncing an iOS device to iTunes. Not any more: you can now use CopyTrans Contacts and after a few clicks transfer Outlook contacts to your iCloud account.
Transfer Outlook contacts to iCloud – how to proceed?
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Download CopyTrans Contacts from the following page:
Download CopyTrans Contacts -
Install the program. If you need help installing CopyTrans Contacts, please refer to this article.
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Run CopyTrans Contacts, and connect your iOS device to the computer.
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Click on the “Import contacts” button and then select “Outlook (direct import from Outlook)”.
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Choose the Outlook contact folder. This is the location from where to import the contacts. By default this folder is called “Contacts”.
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Choose the Outlook contacts you wish to transfer to iCloud. To select all contacts, check the box next to “All contacts” at the top.
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The Outlook contacts are now transferred to your iOS device.
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Next, connect your iCloud account to CopyTrans Contacts. To do so click on the “More” button at the top right and choose “Cloud setup”.
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Click “+ New connection” and then choose “iCloud”.
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Enter your iCloud account credentials, make sure that the box next to “Contacts” is checked and click “Add account”.
NOTE: If you experience trouble connecting your iCloud account, please read this troubleshooting article.
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Allow Apple ID sign-in and recieve the code on your iOS device. Enter the verification code and click OK.
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Close the Cloud setup window and select the newly imported contacts. Right-click on the selection and choose “Move to… > iCloud”.
This moves the newly-imported Outlook contacts from iOS device directly to your iCloud account next to any already existing contacts there. 
This is how easy it is to transfer Outlook contacts to iCloud.
