Fix PDF Links Not Working After Switching to Microsoft 365
Question details
Users report that hyperlinks, table-of-contents links, and bookmark links fail to work in exported PDF files when opened in Adobe Acrobat Reader after migrating to Microsoft 365.

- Product
- Microsoft 365 Word
- Device & OS
- not provided
- Scenario
- Exporting a Word document containing internal navigational bookmarks or external links into a PDF format.
- Observed behavior
- The generated PDF does not retain functional hyperlinks or bookmarks, making the table of contents and internal document links unresponsive in standard PDF readers.
Verify that your internet connection is stable so you can access OneDrive and Word for the Web, as this issue typically requires using the online version of Word as a temporary workaround.
Export the PDF via Word for the Web
Since the link conversion bug primarily affects the desktop version of Microsoft 365, using Word Online can often preserve your table-of-contents and bookmark links correctly during export.
Microsoft has acknowledged that this issue affects certain accounts and specific link types in the desktop application. Exporting through the web version processes the document differently and often bypasses the bug.
Log in to your Microsoft account in a web browser, open OneDrive, and upload the affected Word document.
Click on the uploaded document to open it in Word for the Web.
Navigate to File > Export (or Save As) and select 'Download as PDF'. The resulting PDF should retain most active links.

Check for and Install Microsoft 365 Updates
Microsoft is actively developing a fix for this conversion issue. Ensuring your Office suite is updated guarantees you receive the patch as soon as it is rolled out.
Verify Save Settings for PDF Export
Ensure you are using the native 'Save As' or 'Export' feature instead of 'Print to PDF', as printing strictly flattens the file and destroys link data.
Create Interactive PDFs Flawlessly with WPS Office
If you are frustrated by broken PDF links caused by Microsoft 365 bugs, consider switching to WPS Office. It is a highly compatible, free alternative that perfectly preserves hyperlinks, table-of-contents, and bookmarks when converting Word documents to PDF.
- 1. Open Your Document in WPS Writer: Launch WPS Office and open your existing .docx file containing the hyperlinks and table of contents.
- 2. Export to PDF: Click on 'Menu' and select 'Export to PDF'. WPS Writer natively converts the document while preserving all interactive elements.

Frequently Asked Questions
Why do my table of contents links work in Word but not in the exported PDF?
This can occur due to a known conversion bug in recent Microsoft 365 updates that fails to map internal bookmark data to the PDF format, or if you accidentally used the 'Print to PDF' function instead of the 'Save As' method.
Does using 'Print to PDF' preserve document hyperlinks?
No. The 'Print to PDF' function acts as a virtual printer that flattens your document for physical output. It strips out all interactive elements, including hyperlinks and bookmarks. Always use 'Save As' or 'Export' to retain links.
Are all types of links affected by the Microsoft 365 conversion bug?
Not necessarily. Users often report that standard web hyperlinks (URLs) might still work, while internal document bookmarks, cross-references, and auto-generated Table of Contents links fail to resolve in the resulting PDF.
How can I ensure my PDF links work while waiting for a Microsoft fix?
You can use Word for the Web to process the PDF export, as it relies on server-side rendering that often bypasses local desktop bugs. Alternatively, using a reliable third-party suite like WPS Office to export the document will maintain link integrity.




