Outlook2Mac from Little Machines is simply the best and fastest way to move your Windows Outlook email, contacts, and calendar appointments from a Windows PC to your Mac OS X machine. We know, we’ve tried just about every other convoluted method when recently moving a couple of friends off Windows to Mac OS X. Friends don’t let friends do Windows, as we all know. The big issue was how to cleanly get their Outlook info into the Mac? Microsoft doesn’t seem to want to let people have an easy way out of Outlook, for some reason. If you’re confronted with this “switch” scenario, this’ll be the best $10 you ever spent.

You run Outlook2Mac on the Windows PC, choose the Outlook folders you want to export, set a few filtering options, and click Start. Outlook2Mac then automatically exports the Outlook data into portable files you can import directly into Apple Mail, Address Book, and iCal. Yes, the attachments in the email messages transfer to the Mac, too. It also works with Microsoft Entourage and other Macintosh-compatible programs. We just emailed the exported files as attachments from the PC to the Mac, imported them into Mail, Address Book, and iCal, and that was that!

It worked flawlessly for us with four separate Windows PC’s running Microsoft Outlook 97, 98, 2000, and 2002 and even from Virtual PC running Outlook on a Mac!

Need to move Outlook info from a PC to your Mac, backup info from a PC to a Mac, or copy your Outlook folders from work to your Mac at home? One word of advice is all we offer: Outlook2Mac. More info and download link here.