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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:
Transfer Outlook contacts to iCloud -
Install the program. If you need help installing CopyTrans Contacts, please refer to this article
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Start CopyTrans Contacts, and connect an iPhone, iPad or iPod Touch to the PC
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Click on the “Import contacts” button
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From the small newly-appeared window, 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. Per default this folder is called “Contacts”
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Grant CopyTrans Contacts access to Outlook and click OK
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Choose each of the Outlook contacts you wish to transfer to iCloud. To select all contacts, check the box next to ” All contacts” on top
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The Outlook contacts are now transferred to the iPhone, iPad, or iPod Touch
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Next, connect your iCloud account with CopyTrans Contacts. To do so click on the “More” button on 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 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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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 the iPhone, iPad or iPod Touch directly to your iCloud account next to any already existing contacts there. 
This is how easy it is to transfer Outlook contacts to iCloud.
