I don’t use Outlook myself, but a family member wanted his contacts transferred to his new tablet. It took quite a bit of googling to find the easy solution. That solution is called Sony PC Companion. It was obviously meant for Sony Android devices, but it works well as a generic solution. Just install it and tell it to transfer contacts to Gmail and it will do that, including photos. That’s something that exporting to a CSV file and importing to Gmail can’t do.
After transferring the contacts the tablet only got part of them, so I installed Synker on the tablet. Running it got all the contacts copied to the tablet.
So that’s it. Easy, right?