Import Your Outlook Emails into Gmail with Google Email Uploader
If you like to import all existing email messages and contacts from Microsoft Outlook (or Thunderbird) into your online Gmail account, Google has a free utility for you.
Called the Google Email Uploader, this Windows only tool will upload all your emails from Outlook into Gmail and also preserves the Outlook folder structure.
The Google Email Uploader only works for Gmail accounts associated with Google Apps, not the regular Gmail (@gmail, @googlemail) accounts. For that you may want to check out this guide - Export Outlook Mails to Gmail.
Get the Google Email Uploader from Google Code - available for Windows XP and Vista. This utility was earlier for Google Apps Premier customers only but Google recently pushed it for the free Google Apps accounts as well.


Quick Question. I never knew of this feature even though I’ve the premier account for my domain.
Now, I would really love to get my 2002 to 2005 Outlook emails to GApps. My Questions
1. Have you tried this?
2. If yes, once complete, do the old mails goes as an archive or start popping up in your POP or IMAP as new mail?
If No. 2 is true, then I’ll definitely be a mess.
This feature works with Outlook 2003 and later.
And I haven’t tried it myself but it is safe to assume that your transferred email would re-popup via IMAP or POP - that’s because Gmail (Google Apps version) would preserve the timestamp of all the email imported through Google Gmail uploader.
What about us poor, old Pegasus Mail users?
db
And still poorer OUTLOOK EXPRESS users.. Can we somehow export our emails to GMAIL????