DUCK HEAD | Exclusively at Cowboys and Astronauts

Big news for Chicago style! Cowboys and Astronauts is officially the exclusive Chicago retailer and stockist for Duck Head.

We are incredibly proud to bring this legendary American heritage brand to our shelves. Founded in 1865, Duck Head practically invented the gold standard of classic cotton khakis and durable, timeless menswear.
Whether you have loved their iconic mallard logo for decades, or are discovering their high-quality tailoring for the first time, you can now experience the collection in person right here in Chicago at Cowboys and Astronauts.


Known for making gear tough enough for daily life while keeping things crisp, Duck Head is making a massive comeback and we couldn't be happier to being them to the shop. Expect unmatched quality and versatile layers.

We were first introduced to Duck Head when our local rep stopped in Cowboys and Astronauts. Their quality stood out to us immediately, so while building our summer 2026 collection, we fell in love with the Gold School Chino Shorts. The four color ways we brought in were an instant success with our customers. Several customers came back to grab all the colors we stocked.


Duck Head was founded in 1865 in Nashville, Tennessee, by George and Joe O’Bryan. The brothers made durable work pants from surplus U.S. Army canvas "duck" cloth, which inspired the brand name. Famous in the 1980s and 1990s for cotton khaki dress pants, alongside modern lines of shirts, hats, jackets, and bottoms.

Stop by Cowboys and Astronauts at 1478 W Summerdale Ave in Andersonville, Chicago to feel the premium fabrics, try on the perfect fits, and elevate your everyday wardrobe with a piece of true American style history.