After I moved to Bucktown earlier this year, I asked Hey Chicago readers for help sourcing what to explore in the neighborhood and in nearby Wicker Park. As always, you delivered.
But, first, some history: The Great Chicago Fire of 1871 brought wealthy residents to the area, where mansions were built out of stone and brick. The working class population grew in the 1930s as Milwaukee Avenue became known as the Polish Corridor, and again in the ‘60s and ‘70s as the area’s Latino population increased. Efforts to revitalize the area in the ‘80s have led to the gentrification we see today.
Richard Goldsmith has lived in the area for 15 years. He shared his recs — and I’m throwing in a few of mine I’ve discovered.
Something to Eat
Tortello has amazing pasta and the best hot chocolate in the city. Phodega has great banh mi and Vietnamese coffee. If you’re in the mood for burgers, stop at Small Cheval or Leavitt Street Inn & Tavern. And fine dining patrons can hit up Schwa. (Check out these local fine dining tips!)
Something to Drink
The Royal Grocer has one of the best patios in the city. Valedor, attached to the Robey Hotel, has tasty cocktails in a moody space.
Something to See
The Den Theatre is an intimate space with the some of the best standup acts in town. Catch concerts at Subterranean or Outset — the latter opens next month.
Something to Do
Want a relaxing day? Hit up Ivy Hall, where the line at the dispensary moves pretty quick. Then, shop at Shuga Records, Mildblend Supply Co., and the Wicker Park Farmers Market.

Boundaries of Bucktown and Wicker Park. (Google Maps)







