I’ve tried asking on the Mediawiki Support Desk but haven’t gotten any help.
EDIT: It looks like the issue with images comes from using Short URLs. After uploading the image through the Upload File section I get a 404 error but if I add /index.php?title= to the url I can visit the uploaded files. Not sure how to fix this though
So basically my issue is mediawiki thinks the links to my files are /File:filename.png but they’re actually at index.php?title=File:filename.png
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Oh I didn’t know there was two but I just checked the webserver php.ini file and that has file_uploads = On as well and still no luck