Since you are already designing some headwall you know more or less the maximum reinforcement you need. Usually wingwalls are made monolithic to the headwall; that may bring some rebar weight benefits with a proper structural model for calculations. The closer in alignment to the headwall the lesser the benefit; you may still have a joint between wingwalls and headwall and get some benefit from a common foundation. Now, wingwalls are made when something with the trapecial shape of a road with embankment to both sides needs be interrumpted at some point. Wingwalls in such cases are more than anything something to preserve the wanted behaviour at the abutments, specially when some bridge footing falls in the retained earth.
The variety of wingwall designs can be adscribed as well to aesthetics as much as to function, since it doesn't use to be considered a particularly expensive item in the related designs, and usually that is what I would propose to someone like you when all the engineering requirements are understood have been (or will be) met.