Sir & Madame
Opened in 2009 by husband-and-wife team Autumn and Brian Merritt, Sir & Madame proffers an eclectic mix of men's and women's goods from both well-known brands (Levi's Vintage) and cult ones (Brooklyn Circus). The store's real show-stealer, however, is its in-house line. Designed by the couple and produced almost entirely in Chicago, the garments offer a nice mix of heritage and streetwear styling. Or, as Autumn and Brian like to call it, urban sophistication. Standouts include slim cargo shorts, heavy flannel shirts, and some great-looking rucksacks.
Founded by the husband-and-wife team of Tanya Fleisher and Roy Katz, Winter Session offers a tightly edited collection of rugged bags and aprons, all handcrafted by the couple in their Chicago studio. On top of being great-looking and extremely durable, the pair's wares also boast a reduced eco-footprint, thanks to the extensive use of environmentally responsible materials. The above photo is of Roy's several-month-old Garrison Bag. And as you can see, it has only gotten better with age.