That COMPANION 1/4-inch hex set is most likely 1960's. Sears & Roebuck sold a 10-pc hex set for many years, but they were DUNLAP in a box or a box with a sliding see-through lid etc until the 1964 Craftsman catalog, when they came in the vinyl soft-pak marked SEARS, with SEARS also marked on the handle of a spinner with that knob on the end of it. As I recall, the last sentence in the description in the catalog and specs reads something like, "Not CRAFTSMAN," which I thought was odd and funny. I remember looking into this a few years ago when I found just the spinner with that knob on it. I found it odd to see the name COMPANION on it, because I knew that Sears & Roebuck had used that brand name - written out like the underline Craftsman logo - on power tools in the 1930's. But I never could find a spinner with that funny knob marked COMPANION in an actual Sears & Roebuck catalog. The closest I came was the 1964 and 1968 catalogs, where it is marked SEARS.
Someone who is more of a hard-core Craftsman collector will probably know much more.