Can someone tell me what year this Elgin Sears Roebuck bike is and what model? Sears and Roebuck Elgin vintage
It looks a lot like this 1941 Elgin Pilot Deluxe Special

Bent seat tube, fork support, style of chainguard, fenders, seat, chainring, rear dropouts

Similar wishbone seat stays, seat post
The originally posted bike is missing the rack and does not have the kickstand - the the rear dropout is a similar shape and looks like it would have supported the pictured kickstand.
The handlebars, grips and trim paint are different - possibly older or newer style than the original post