Webster's Wine bar was founded in 1994 by Janan Asfour and Tom MacDonald, two burned-out litigation consultants, who took a much-needed break by embarking on a four month back-packing tour through Europe.  While there, they fell in love with the tiny wine bars clustered around the cathedral in Seville, Spain. Returning to Chicago, they quit their jobs, borrowed money from friends and family, and opened Webster's Wine Bar - at the time, Chicago's only wine bar. Over twenty five years later, Webster's continues to lead the way in Chicago's wine scene, with hundreds of artisanal wines from around the globe and an emphasis on wines made with minimal intervention (aka "natural wines").


Since opening in 1994 we have always sought out wines made by small, family-owned producers who not only try to make great wine but who also deeply care for the environment.  We diligently search for wines that are crafted with as little intervention as possible, both in the vineyard and in the cellar.  We believe that what makes wine so special is that, when made with little to no manipulation (additives or chemicals), wine - way more than any other type of drink - can truly speak about a particular place.  Sometimes, it can even scream of its origin (Riesling in the Mosel Valley comes to mind, as do many others...). And ONLY those wines made with this philosophy can speak that language and inspire your tastebuds and soul.


Over the years, our incredible team of wine savvy, friendly staff has traveled to scores of wine regions around the world (France, Italy, Greece, Spain, USA, Austria, Germany, Argentina, Chile, Slovenia, and more) to get a first-hand look at the history and culture of these countries' wine regions.  This is crucial to truly understanding and appreciating the uniqueness of any wine region. But more importantly, these experiences are as fun as they are educational, and they enable us to bring back stories, recipes, and passion to share with our friends and customers.

We shall not cease from exploration

And the end of all our exploring

Will be to arrive where we started

And know the place for the first time.

~ T. S. Eliot 1942

Please come in and enjoy an evening of escape, relaxation, and a wine adventure! We truly hope that you enjoy every minute at Webster’s, and are deeply grateful for your support and patronage over the years.


Europe, 1993
Staff training in Galicia, Spain
Terroir testing in Greece