A Perfect Day as a Chicago Local: Exploring Wicker Park & Bucktown

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Advisor - MaryAlexa Divver
Curated By

MaryAlexa Divver

  • Arts & Culture

  • City Travel

  • Couples Travel

  • Digital Nomad Travel

  • Chicago

  • Local Culture

  • Local Food

  • Entertainment

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Curator’s statement

Wicker Park, Bucktown and Logan Square are some of Chicago's most vibrant neighborhoods, offering a mix of history, culture and creativity. Whether you're drawn to the eclectic boutiques, artistic vibes or the diverse culinary scene, this area is perfect for a day of exploration. From cozy breakfast spots to trendy dinner destinations, and everything in between, these neighborhoods provide a perfect snapshot of Chicago’s unique charm and energy.

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Day: Wander around Wicker Park & Bucktown

The image shows the iconic Chicago Theatre with its famous marquee sign, set against towering skyscrapers and bustling city traffic.

Breakfast at Cozy Corner

Begin your day with a hearty breakfast at Cozy Corner, a classic diner in the heart of Wicker Park. Known for its friendly service and extensive menu, Cozy Corner serves up comfort food favorites like fluffy pancakes, omelets, and their signature skillets, especially the Abuelita skillet.

Explore Wicker Park

After breakfast, take a leisurely walk-through Wicker Park’s namesake park. This urban green space is ideal for a morning stroll, offering a peaceful retreat from the city’s hustle and bustle. If you're a book lover, stop by Open Books, a nonprofit bookstore offering a wide selection of used books while supporting literacy programs in Chicago.

Boutique Shopping on Milwaukee Avenue

Milwaukee Avenue is the main artery running through Wicker Park and Bucktown, lined with an eclectic mix of boutique shops, vintage stores and trendy fashion outlets. Whether you’re hunting for unique vintage finds at Ragstock or exploring indie fashion at Una Mae’s, Milwaukee Avenue offers a lively shopping experience.

Coffee Break at Ipsento 606

Recharge with a cup of coffee at Ipsento 606, located right off the 606 trails. Known for its expertly crafted coffee and cozy atmosphere, Ipsento is a favorite spot among locals. Try their signature "Ipsento Latte" with coconut milk, honey and cayenne for a unique twist on your morning brew.

Walk or Bike The 606

Take some time to explore the 606, a repurposed elevated railway track turned into a vibrant urban park that connects Wicker Park, Bucktown, and Logan Square. This 2.7-mile trail offers a scenic route for walking, running or biking, with beautiful views of the city and various public art installations along the way.

Lunch at Ramen Wasabi

A local favorite for authentic Japanese ramen, Ramen Wasabi offers a cozy spot to enjoy flavorful bowls of ramen with rich broths and perfectly cooked noodles. The Spicy Roasted Garlic Tonkotsu is a must-try for those who love a bit of heat.

Explore the Logan Square Farmers Market

If it’s Sunday, take a stroll through the Logan Square Farmers Market, where you can browse local produce, artisanal goods and enjoy food trucks. It’s a lively spot that gives you a taste of the local community.

Street Art Walk

Take some time to explore the vibrant street art scene in Logan Square. The murals and public art installations throughout the neighborhood offer a colorful glimpse into local culture and creativity.

Dinner at BarBara Taqueria

For dinner, head to BarBara Taqueria, a trendy spot known for its authentic Mexican cuisine with a modern twist. Savor their flavorful tacos — cochinita pibil is top notch—, fresh ceviche and don’t miss their signature margaritas, all in a lively and welcoming atmosphere.

Nightcap at Red & White Wines

Conclude your day with a nightcap at Red & White Wines, a chic wine shop and bar in Bucktown. Offering a curated selection of natural and organic wines, it's the perfect place to relax with a glass of wine and reflect on your day exploring these vibrant neighborhoods.

Advisor - MaryAlexa Divver

Travel Advisor

MaryAlexa Divver

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This guide is a part of our ongoing series on travel to Chicago. Looking for more travel inspiration? Check out my guide, Weekend Getaway in Greenville, South Carolina