I've encountered an issue with Typographer's Quotes not working. I've searched extensively online and tried all the usual suspects (Typographer's Quotes is on in preferences, both Document and without any documents open; reset preferences) but I've been unable to fix them.

After further investigation, it seems that the issue only occurs using a single typeface (Skolar Latin, installed as OTF versions in Windows 10 Pro itself, rather than via Typekit). When typing double or single quote marks in InDesign with any weight of this typeface, then the straight version is inserted, irrespective of the Typographer's Quotes setting. If I do a search for the relevant double or single quote marks and replace them with the same (as this used to fix the issue on the Mac) it replaces them with the straight version, again, irrespective of the Typographer's Quotes setting. However, if I use any other typeface, the issue doesn't occur - all quotes are inserted with the correct Typographer's version.

I've also conducted some other investigation and, basically, narrowed it down to being an issue (bug?) with InDesign CC 2018 (version 13.1 x64) on Windows 10 Pro (version 1803, OS build 17134.165; Dell XPS 8930 / i7-8700 / 16GB RAM / GTX-1060 6GB). I've arrived at this conclusion due to the following reasons:

Typographer's Quotes work fine in Illustrator CC 2018 / Photoshop CC 2018 / Microsoft Word on the same PC - hence not an issue with the OTF files, or anything relating to the font files themselves.

The issue doesn't occur when opening the same file in the Mac version of InDesign CC 2018 - hence not an issue specifically relating to the document file, InDesign preferences, or and Paragraph / Character Styles, or OTF files (as all are the same as on the PC).

The issue is reproducible in different InDesign documents on the same PC.

The issue is reproducible on a different PC.