You can never simply read all your Mac Outlook mails on the Windows Outlook. Yes, you can definitely view all your Windows Outlook items on your Mac device because the Mac products are designed for this. But for your problem, the only solution is a good converter that can convert .OLM to .PST format but as you have already lost much of your data, you must first try the converters before you trust anyone of them. You can go for http://www.gladwevsoftware.com/olm-to-pst-converter-pro/ which offers you a good conversion tool OLM to PST Converter Pro for the same purpose. You also have a trial version for the tool which will allow you convert the first 10 mails from each folder easily and then you will have to switch over to the licensed version for further conversions.
The Mac .OLM to .PST Conversion tool is in great demand at present as this is the only tool that can carry out the conversions directly on your Mac.
You can not only export your mails, but also the Calendar entries and the Outlook Contacts from Mac to Windows keeping its Unicode Contents, nested messages and attachments and also the hierarchical structure safe and intact.