Chicago’s Smallest Bar.
A Neighborhood Favorite.
For over 75 years, The Matchbox has been a neighborhood favorite and one of Chicago’s most iconic small bars. Known for its tiny footprint and undeniable charm, it has changed hands without losing what makes it special. Step off the busy avenue into an intimate space for thoughtfully crafted cocktails. Bring a friend, a date, or your dog and see why this little bar continues to leave a lasting impression.