A friend asked about doing this and this is one clean non-techie way that is cheap and may perhaps work. The reference link is pretty old though so perhaps there is something newer.
O2M may be the fastest way to move your Windows® Outlook® email, contacts, and calendar appointments from your PC to your Macintosh® computer! (1) Just fire up O2M on your Windows PC, pick the Outlook folders you want to export, choose the filtering options you want to use, and click Start — O2M does the rest, automatically exporting your Outlook data into portable files you can import directly into your Apple® Mail, Address Book, iCal, Microsoft Entourage, or other Macintosh-compatible programs. Back up all of your PC’s email and email attachments to your Apple! Copy your Outlook contacts from work to home and vice-versa! Migrate all of your calendar appointments from your old PC to your new Mac! The possibilities are endless!