I don't know if this will work with Outlook, but with Entourage 2008 I did the following:

1. Drag a folder from Entourage to the desktop. Depending on how many emails are there, it may take a minute or so, but it will appear on the desktop as an Mbox file.
2. Go to Mail > File > Import Mailboxes...
3. Select "Files in mbox format" and follow the prompts.
4. Again, this may take a minute or so, but an Import mailbox will appear in Mail, with a subfolder. The emails are in the subfolder.
5. Drag the files to the mailbox of your choice, then delete the import mailbox.

This procedure worked well until I tried to import a folder that had over 10,000 emails. When I selected all and dragged them into my Inbox folder, Mail choked. I quit Mail, relaunched it, and then dragged about 70 at a time. This was tedious but it worked. Be aware that Mail will mark all of them as unread. I selected all and then went to Message > Mark as Read.

Last edited by jchuzi; 12/10/19 04:01 PM.

Jon

macOS 11.7.10, iMac Retina 5K 27-inch, late 2014, 3.5 GHz Intel Core i5, 1 TB fusion drive, 16 GB RAM, Epson SureColor P600, Photoshop CC, Lightroom CC, MS Office 365