One of our members, Krishnidoux, has a Canada Goose puffer. They are extremely well made and warm.
But any good quality puffer should keep you warmer than a Burberry trench. In more weather conditions.
Soia and Kyo make nice looking puffers. Angie has one, and you can see Greenglove's prospective one here: http://youlookfab.com/welookfa.....-decisions
I don't know the fill they use or the quality of the outer shell, but the company is based in Montreal so you would think they would know cold conditions.
I bought a Lole puffer coat (also a Montreal based firem) and I really like it so far: http://www.lolewomen.com/ca/en/luw0067.html#images
It looks much better on than in the picture.
A wool/cashmere coat will be warm, for sure, especially layered with a wool blazer. Or with additional layers, e.g. silk cami, merino sweater, wool blazer, then coat. But in Chicago I think you would really need a windproof layer as well, whatever else you were wearing.