I’m new to the plugin and from the first installation logos were not disabled.
I was working on localhost and online server, and I had to create copies and migrate stuff.
Today I was looking for those missing images and I found that there was changed directory for media upload – Mine was showing my localhost directory “D:…” – the point is that you should check your media directories.
I’m not able to say on which page I found those setting … but it was probably on the “projectmanager” page ( the one connected to LeagueManager plugin ) in my “team” setting it was in the Tab with images – there were different sizes for images, directory (I deleted was there) and option to regenerate images.
Warning! In my case it disabled all images – but works perfect with new uploads.
Update:
LOL. just checked it again … with other logo for another team … make sure your image file is without spaces “Arsenal-FC.png” instead of “Arsenal FC.png”