I'll start a thread for the Columbia as a '54 then.
My main though though is that since they all came from the same place when I got them, I'm thinking that the chainguard likely came from one of the other bikes, especially since it reall don't match the paint on the Columbia it was on, and its likely 15 years older than the bike.
The Westfield may then be more complete than I had thought, missing only the correct handle bars and possibly a drop stand although I don't see a bracket for one and the rear frame doesn't look like the holes were ever used. There is a really old style side stand in the box and the marks on the frame match up with it.
The headbadge though is still the big question. The Westfield badge on it appears only on later models that I've found on the web, and never on a curved tube model like this one so the big question is was it a 'stray or leftover frame that got built after the war, or did someone go to great lengths to fill in the old Elgin badge holes to fit a non-Sears badge, or is there a much larger Elgin badge that was used in those years?
Looking at the catalogs from 1940-41, I don't see an exact match to this frame.
I take it that Westfield wasn't the only one building Elgin bikes in 1940-41?

1940 Boys models (No curved seat tube frames shown)

1941 Boys Models
The curved seat tube only appears in the 1941 catalog and of those pictured in the Spring/summer edition, none match the frame I have.
They all differ in both the seat tube length, down tube shape, or crankset used.
There are no curved seat tubes shown in the
I found a few of these wrapped up in a box today among the same lot of parts
It appears someone cut the head tubes and badges off of some new bikes, probably long ago as the badges are the old larger type.
Some of these have Columbia badges, some have JC Higgins badges.
The tubes themselves are heavy guage, but not nearly as thick or heavy as the
Westfield frame.
I've been setting aside all the headbadges I find in among all this stuff and so far the only
headbadge that matches the screw holes is an early Roadmaster badge, which I"m fairly certain
is a Cleveland Welding badge not Westfield. The only headbadge so far that fits in the Westfield but
I still can't find any proof that any such combination ever existed.