I can trace this error to the following line:
https://gerrit.wikimedia.org/g/mediawiki/core/+/5d7987079b7f1a209407b8c0ef5dac34c99d603e/resources/src/mediawiki.special.upload/upload.js#580
Occurs on https://commons.wikimedia.org/wiki/Special:Upload
at test URL1:1080:972 at mw.confirmCloseWindow/< URL1:984:1367 at dispatch URL1:73:669 at add/elemData.handle URL1:70:366 URL1: https://commons.wikimedia.org/w/load.php?lang=en&modules=Spinner%2CdataValues%2Cjquery%2Coojs%2Coojs-ui-core%2Coojs-ui-widgets%2Coojs-ui-windows%2Csite%7CdataValues.DataValue%7Cext.centralNotice.geoIP%7Cext.centralauth.ForeignApi%7Cext.centralauth.centralautologin.clearcookie%7Cext.charinsert%2CeventLogging%2CnavigationTiming%2CwikimediaEvents%7Cext.echo.api%2Cinit%7Cext.tmh.OgvJsSupport%7Cext.uls.common%2Ccompactlinks%2Cinit%2Cinterface%2Cpreferences%2Cwebfonts%7Cext.wikimediaEvents.loggedin%2Cwikibase%7Cjquery.client%2Ccookie%2CembedPlayer%2ClengthLimit%2CloadingSpinner%2CmwEmbedUtil%2Cspinner%2CtextSelection%2CtriggerQueueCallback%2Cui%7Cjquery.spinner.styles%7Cjquery.uls.data%7Cmediawiki.ForeignApi%2CString%2CTitle%2CUri%2Capi%2Cbase%2Ccldr%2CconfirmCloseWindow%2Ccookie%2Cexperiments%2Chtmlform%2CjqueryMsg%2Clanguage%2Cstorage%2Ctemplate%2Cuser%2Cutil%7Cmediawiki.ForeignApi.core%7Cmediawiki.editfont.styles%7Cmediawiki.libs.jpegmeta%2Cpluralruleparser%7Cmediawiki.page.ready%7Cmediawiki.special.upload%7Cmediawiki.template.mustache%2Cmustache%2Bdom%7Cmediawiki.ui.button%7Cmw.EmbedPlayer.loader%7Cmw.MediaWikiPlayer.loader%7Cmw.MwEmbedSupport%2CPopUpMediaTransform%7Cmw.MwEmbedSupport.style%7Cmw.PopUpMediaTransform.styles%7Cmw.TimedText.loader%7Coojs-ui-core.icons%2Cstyles%7Coojs-ui-widgets.icons%7Coojs-ui-windows.icons%7Coojs-ui.styles.indicators%7Cskins.vector.legacy.js%7Cuser.defaults%7Cutil.inherit%7Cwikibase.api.RepoApi%7Cwikibase.datamodel%7Cwikibase.mediainfo.base%2Csearch&skin=vector&version=xb280
The error sometimes appears as Uncaught TypeError: Cannot read property 'files' of undefined