Chicago‘s Most Popular Neighborhood is Wicker Park. Known for its vibrant arts and culture scene, trendy boutiques and restaurants, and historic architecture, Wicker Park is a must-see destination for any tourist visiting the Windy City.

Morning: Breakfast and Coffee

Start your day off right with a delicious breakfast at one of Wicker Park’s many cafes. One popular spot is the Wicker Park Bucktown location of Big Star, a taco and whiskey joint that serves up some of the best breakfast tacos in the city. The lines can be long, but trust us, it’s worth the wait.

Mid-Morning: Explore the Neighborhood’s History and Architecture

After breakfast, take a leisurely stroll around Wicker Park’s historic streets. The neighborhood is home to a number of beautiful Victorian-era homes and greystones, many of which have been lovingly restored and are now used as single-family homes or condos. A great place to start your architectural tour is along Damen Avenue, where you’ll find a number of beautiful homes, including the Henry Harrison House, a Victorian-era mansion that is now home to the Wicker Park Field House.

Afternoon: Shop and Dine

Wicker Park is also home to a vibrant shopping and dining scene. The six-corner intersection of Damen, North, and Milwaukee Avenues is a great place to start your shopping excursion, with a variety of independent boutiques and vintage shops to explore. After a day of shopping, refuel with a delicious meal at one of the neighborhood’s many restaurants. Some popular options include Big Star, The Publican, and Girl and the Goat.

Evening: Enjoy the Arts and Nightlife

As the sun sets, Wicker Park comes alive with a vibrant arts and nightlife scene. The neighborhood is home to a number of music venues, including the iconic Double Door, which has hosted performances by a wide range of artists over the years, from local indie bands to national acts like Wilco and The Black Keys.

After the concert, head to one of Wicker Park’s many bars and clubs for a nightcap. Some popular options include The Violet Hour, a speakeasy-style bar with a carefully curated cocktail menu, and The Empty Bottle, a dive bar with a great selection of local and national beers.

Morning: Visit Wicker Park’s Iconic Public Art

Wicker Park is also home to some of the city’s most iconic public art. One must-see piece is the “Wicker Man” sculpture, located in the Wicker Park Field House. This sculpture, created by artist Rodney Carroll, is a tribute to the neighborhood’s history and is a popular spot for photos. Another popular piece of public art is the “Chicago Landmark” mural, located on the side of a building on the intersection of North Avenue and Damen Avenue. This mural, created by artist Eduardo Kobra, features a colorful depiction of some of Chicago’s most iconic landmarks and is a great way to get a sense of the city’s history and culture.

Mid-Afternoon: Visit the Wicker Park Farmers Market

For a taste of local, fresh produce and artisanal goods, head to the Wicker Park Farmers Market. Open on Saturdays from 8am-2pm, the market features a variety of vendors selling everything from fresh fruits and vegetables to baked goods and handmade crafts. It’s a great place to grab a snack or pick up some souvenirs to take home.

Late Afternoon: Take a Break in Wicker Park’s Parks

Wicker Park is also home to a number of beautiful parks, perfect for taking a break and enjoying the sunshine. One popular spot is Wicker Park itself, which features a playground, a large grassy field, and a pond. It’s a great place to relax, picnic or play frisbee. Another popular spot is the Wicker Park and Bucktown Dog Park, where you can let your furry friend run around off-leash.

Evening: Enjoy Wicker Park’s Festivals and Events

Wicker Park is also known for its many festivals and events throughout the year. Some popular events include the Wicker Park Fest, a two-day music festival featuring local and national acts, and the Wicker Park Secret Agent Supply Co. sidewalk sale, a shopping event featuring deals from local boutiques and vintage shops. Be sure to check out the Wicker Park Bucktown calendar of events to see what’s happening during your visit.


Wicker Park is a truly dynamic neighborhood with a wealth of things to do and see. From its historic architecture, to its vibrant arts and culture scene, to its delicious food and drink, there’s something for everyone in this beloved Chicago neighborhood. So why not make Wicker Park your next stop on your next trip to the Windy City? With so much to offer, you’re sure to have a day to remember.