You will need to remove the quill from the headstock casting in order to service or replace the bearings. I did this about 15 years ago on my floor model Rockwell drill press, and believe it is very similar to Delta models. Mine is probably a 1960's to 1970's vintage, but probably not much different than many older versions. I found a series of YouTube videos for restoring a 1937 Delta DP220 Drill Press that you might find very helpful:
Part 2 covers disassembly of the headstock and removing the quill--
Part 3 covers removing and replacing the bearings--
I took a quick look at Part 3 and as I recall, everything looked very similar to what I found in my Rockwell.
There are a few other parts to this YouTube series that cover the complete restoration, and there are other videos on YouTube that cover other Delta Drill Press repairs and restorations.
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