Migrate Mac Mail to Outlook 2011, 2016, 2019, Office 365 (Mac)
Thinking about switching from Apple Mail to Microsoft Outlook on your Mac? Whether you’re moving to Outlook 2011, 2016, 2019, or Office 365, you’re not alone — and you’re definitely in the right place.
Mac Mail and Outlook serve the same purpose, but they speak very different languages behind the scenes. Trying to migrate your emails manually can feel like translating an ancient script with a magnifying glass. That’s where Mail Extractor Pro steps in — a tool designed to make your email migration fast, easy, and 100% stress-free.
In this post, we’ll walk you through everything you need to know to migrate Mac Mail to Outlook 2011, 2016, 2019 or Office 365 (any version!) without losing your emails, attachments, or even that super-organized folder structure you’ve built over the years.
Ready to simplify the switch? Let’s dive in.
Why Migrate Mac Mail to Outlook 2011, 2016, 2019, 365..?
There are plenty of reasons users decide to migrate Mac Mail to Outlook 2011 or later— and no, it’s not just about the blue theme.
For many, it’s about workplace compatibility. Outlook is a staple in corporate environments, and syncing up with Office 365 often makes collaboration easier. Others make the switch for Outlook’s advanced calendar tools, integration with Microsoft Teams, or simply because they’re transitioning from Mac to Windows and want a consistent email experience across devices.
But here’s the catch: Mac Mail and Outlook don’t exactly play nice when it comes to transferring data. Mac Mail stores your messages in a format Outlook doesn’t understand. That means you can’t just drag and drop your emails from one app to the other — at least, not without turning it into a weekend-long tech project.
That’s where Mail Extractor Pro makes all the difference. It takes your Mac Mail data and converts it into PST format, which Outlook understands perfectly — whether you’re using Outlook 2011, 2016, 2019, or the latest Office 365 for Mac.
No data loss. No headaches. Just smooth, reliable email migration.
The Compatibility Factor – Outlook 2011, 2016, 2019, and Office 365 (Mac)
When it comes to Outlook, one size doesn’t fit all. Over the years, Microsoft has released several versions for Mac — from the classic Outlook 2011 to the cloud-powered Office 365. Each version brings its own features, interface tweaks, and, yep… its own quirks when it comes to importing data.
So, how do you make sure your emails from Mac Mail land safely in whichever version of Outlook you’re using?
The answer: PST files — the universal language for Outlook.
That’s exactly what Mail Extractor Pro creates. It takes your Apple Mail data and converts it into PST format, which is 100% compatible with all versions of Outlook — including Outlook 2011, 2016, 2019, and Office 365 on Mac (and even Windows, if you need it).
No matter which Outlook version you’re working with, you can import the converted PST file easily and get back to business without missing a single message.
Smooth transitions? ✅
No formatting disasters? ✅
Emails, attachments, folders — all intact? ✅✅✅
Meet Mail Extractor Pro – Your Migration Super Tool
If email migration feels like a tech maze, Mail Extractor Pro is your map, compass, and friendly guide all in one.
Built specifically for Mac users, Mail Extractor Pro takes the guesswork out of converting your Mac Mail data. Whether you’re moving Apple Mail to Outlook 2011 or jumping straight into Office 365, this tool makes the transition simple, safe, and seamless.
Here’s what makes it shine:
- Auto-loads your Mac Mail data – No need to dig through Library folders or hunt down hidden files.
- Converts directly to PST – The native format Outlook understands, for both Mac and Windows.
- Preserves everything – Folder structure, read/unread status, attachments, even those emojis in your subject lines!
- Handles Unicode & non-English text – Perfect for multilingual mailboxes.
- Built for speed – Even large mailboxes are processed in minutes, not hours.
- User-friendly interface – No tech degree required.
Whether you’re a home user, a freelancer, or managing an office full of email accounts, Mail Extractor Pro gives you professional-level results with zero stress.

How to Migrate Mac Mail to Outlook 2011, 2016, 2019, 365 Using Mail Extractor Pro
So you’re ready to make the move — and with Mail Extractor Pro, it’s way easier than you might think. You don’t need to be a tech wizard. Just follow these simple steps, and you’ll have your Mac Mail data in Outlook (2011, 2016, 2019, or Office 365) in no time.
Step-by-Step Guide:
- Launch Mail Extractor Pro
Download, install, and open the tool on your Mac. Clean, simple interface — no overwhelm. - Auto-load Mac Mail
Click on “Auto-load” and let the software automatically find your Apple Mail database. Prefer manual selection? You can do that too. - Select the folders you want to convert
Choose specific folders (like Inbox, Sent, or custom folders) or convert everything. Total control, your way. - Choose PST as the output format
This is key! PST files are fully supported by all Outlook versions — 2011, 2016, 2019, and Office 365 (Mac & Windows). - Hit ‘Convert’
Grab a coffee — or don’t, because it’s fast! Your PST file will be ready in minutes. - Import PST into Outlook
Open Outlook on your Mac, go to File > Import, select PST, and bring all your emails home.
That’s it. You’re done.
All your messages, attachments, folders, and even the little details like read/unread status — perfectly preserved.

What Makes Mail Extractor Pro Stand Out?
Sure, there are other tools out there. But when it comes to reliability, simplicity, and precision, Mail Extractor Pro is in a league of its own. Here’s why users keep coming back — and recommending it to others:
Accuracy You Can Count On
No weird formatting issues. No jumbled folders. No lost attachments. Mail Extractor Pro ensures every email looks and behaves exactly the way it did in Mac Mail — just now in Outlook.
Blazing Fast Conversions
Even with thousands of emails, Mail Extractor Pro doesn’t flinch. It processes large mailboxes quickly and efficiently, so you don’t have to wait around.
Smart Interface, Zero Learning Curve
You don’t need to be an IT expert to use it. The interface is designed for real people — click, convert, done.
Supports Non-English & Unicode Content
Emails in languages like Chinese, Japanese, or Arabic? No problem. The tool handles them with perfect accuracy.
Compatible with Mac & Windows Outlook
You get PST files that work across both platforms — a big plus if you’re switching devices or working in a mixed environment.
Risk-Free Migration
No risk of data loss or corruption. Just smooth, clean, secure conversion every time.
When you want a tool that just works — with no drama and no surprises — Mail Extractor Pro delivers.

FAQs – You Asked, We Answered
Can I use Mail Extractor Pro to migrate Mac Mail to Outlook on Windows too?
Absolutely! The PST files created by Mail Extractor Pro are compatible with both Mac and Windows versions of Outlook. So if you’re switching platforms entirely, you’re still covered.
I have a huge mailbox. Will it handle that?
Yes, it can! Mail Extractor Pro is built to handle large mailboxes with ease — no slowdowns, no crashing, and no cutting corners on quality.
Does it keep my folder structure and attachments intact?
100%! Your folders will stay organized just as they were in Mac Mail, and all attachments will be safely migrated with the emails they came with.
What if I have emails in other languages?
No worries. The tool has full Unicode support, which means it handles emails in any language — including right-to-left scripts — with perfect accuracy.
Is there a free trial available?
Yes! You can download a free trial version to test it out with limited conversions. That way, you can see the results for yourself before committing.
Where can I get support if I need help?
24×7 Live Chat & Email us at [email protected], the USL Software support team is super responsive and ready to help.
Conclusion
Migrate Mac Mail to Outlook 2011, 2016, 2019, or Office 365 (Mac) — doesn’t have to be a tech nightmare. With Mail Extractor Pro, it becomes a smooth, straightforward process that anyone can handle.
No data loss. No formatting issues. No stress.
Whether you’re upgrading your email setup, switching work platforms, or just want better organization, Mail Extractor Pro gives you a reliable way to move your entire email world from Mac Mail to Outlook with just a few clicks.

Ready to make the move?
Download the free trial of Mail Extractor Pro and see just how easy it can be.
Trust us — your future Outlook self will thank you.
Explore More Email Tools from USL Software
At USL Software, we don’t just stop at Mac Mail migrations — we offer a complete suite of email conversion tools to cover every need. Whether you’re moving from Apple Mail with Mail Extractor Pro, converting Outlook PST files on Mac using PST Extractor Pro, handling OST to PST transfers with OST Extractor Pro, managing OLM files from Outlook for Mac via OLM Extractor Pro, or dealing with multiple formats in Mail Extractor Max, we’ve got a powerful tool tailored for the job. Each product is built with the same commitment to accuracy, simplicity, and a smooth user experience — making email migration something you can finally look forward to.