City Cast Chicago logo

Get to Know Wicker Park, Bucktown

Posted on May 8, 2024   |   Updated on September 30, 2025
Sidney Madden

Sidney Madden

A three-way intersection in Wicker Park.

A three-way intersection in Wicker Park. (Victor Grigas / Wikimedia Commons)

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.

City Cast

The Chicago of 1871 Was Built to Burn

00:00:00

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!)

City Cast

Is Chicago’s Fine Dining Scene Overrated?

00:00:00

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

Boundaries of Bucktown and Wicker Park. (Google Maps)

Share article

Hey Chicago

Stay connected to City Cast Chicago and get ready to join the local conversation.

Can't subscribe? Turn off your ad blocker and try again.

The latest in Chicago

Chicago, ExplainedSeptember 11

Take This Week's Chicago News Trivia Quiz

How closely were you paying attention to this week's current events in Chicago? Test yourself in our weekly trivia quiz.

A large brick building with glass roof and intricate metal on the corners
Keep It LocalSeptember 10

Sheep Cult Comics Celebrates Local Chicago Comic Artists

Stepping into Sheep Cult Comics, you’re surrounded by whimsical, winding caverns of cloud-like shelves, presided over by sculpted sheep h...

A large entrance in a store in the shape of a sheep. There are books along both sides of it
Keep It LocalSeptember 10

Your Guide To Chicago’s Comic Book Stores

I’ve compiled a list of stores where you can find the newest graphic novels, affordable used comics, or even your next favorite board gam...

Comics on display in what looks to be a multicolored customized bookshelf
Chicago, ExplainedSeptember 8

Mayor Brandon Johnson Answers YOUR Tough Questions

Mayor Brandon Johnson told City Cast Chicago he’ll announce whether he’s running again Sept. 13. And that’s not all he said. We sat down...

Two men sitting across from each other at a table looking at the camera. The man on the left has his arms crossed and is holding a piece of paper. The man on the right has a suit on and is showing a peace sign
Keep It LocalSeptember 3

Your Guide To Karaoke Bars in Chicago

Whether your perfect karaoke night involves performing to an entire bar or renting a room for a more intimate experience, you’ve got opti...

A woman singing into a mic. A man is holding up what looks to be a tv screen
Keep It LocalSeptember 3

The Art of Karaoke

Karaoke is pretty serious business, and I want to make sure you know what you’re getting yourself into.

A woman singing into a mic with her finger pointed up. There's a man behind her holding a screen
Keep It LocalAugust 27

How To Start Growing Your Own Food

Amid a summer of foodborne illnesses, intense weather, and ever-rising grocery prices, many Chicagoans are exploring ways to grow their o...

A man in a bucket hat and glasses holding vegetables in a large garden
Keep It LocalAugust 27

Your Guide To Chicago’s Garden Shops

From expansive gardening centers to little shops packed with houseplants, it’s not hard to find all the supplies you need to bring some m...

A garden with an assortment of big leafed plants