When you're looking for “unique places to visit in Chicago”, no doubt you’ll want to stop by the flagship home of Optimo Hats located at 51 West Jackson Boulevard in the Monodnock Building near Downtown Chicago’s “Loop” district. Home of arguably the finest-quality hatmaking establishment in the world, Optimo has been the go-to hat shop for both movie stars and locals since 1995.
If ever there were a perfect match between storefront and building, the flagship outpost of Optimo Hats is it. The late-19th-century building houses some of the finest purveyors of the past melded with modern, high-end style.

51 W Jackson Blvd.
Chicago, IL 60604
Monday-Saturday
10am-5pm
Closed Sundays and Most Major Holidays
+1 (312) 922-2999
info@optimo.com
1700 W 95th.
Chicago, IL 60643
Closed To The Public
Optimo was founded 25 years ago in a small shop on the South Side of Chicago, one of the rare places in the world where an appreciation for great hats never died.
We stay true to our 'veteran' South Side clients who were instrumental in the success of Optimo through the years, helping us to understand what a 'real' hat should look like and how it should perform. Our client base has developed into a global family including musicians, businessmen, architects, tradesmen, professors, doctors, policemen, politicians, chefs, actors, creatives and more.
If you can't come in to our flagship store, no problem, we work with clients all over the world; more than half of our business is out of state and International. We perform fittings in our shop, at trunk shows, and virtually over the phone. Regardless of where you're fitted, we focus on ensuring the perfect fit every time.
A properly fitted hat should be comfortable to wear for hours at a time, in any situation. Your hat should gently grip your head just above the ears, and be able to be pulled down a bit more, making the fit tighter when it's windy — something we know about in Chicago!


Optimo enthusiasts are not defined by their professions, but by their shared appreciation of quality, individualism and style. They see their Optimos as something much more than a fashion statement, they are your companion for life.
Beyong our online selection, we carry a wide variety of hats ready to try on and take home today, including a selection of fine felts as well as some of the world's most exotic straws.
When you see, feel and understand what is involved in making a truly great hat, you begin to appreciate it as a true work of art. Come by our flagship Chicago store today to see what makes an Optimo the best hat in the world.
Life's better in a great hat!

