I decided to upload the images via API, without the use of server-side upload.
Old description
Idwikimedia is being migrated from old MW hosted by Wikimedia Indonesia itself located at wikimedia.or.id. I'm preparing a tar.gz file, which will be used as source for server-side upload. I think that assigning uploads to Maintenance script user (or to my own account called Martin Urbanec) will be enough, partly because at WMF wikis there are not the same users (as of now, maybe they're going to be created) and partly because it is way easier both for data fetching and uploading part.