Wicker Park, Chicago, is a beloved oasis in the summertime. The quaint neighborhood and serene atmosphere offer a respite from the hustle and bustle of downtown Chicago. Whether you’re interested in exploring picturesque outdoor farmers’ markets, scenic trails, or the patio scene, Wicker Park’s charm has something for everyone.
Planning the perfect itinerary for a day in Wicker Park can be quite challenging, so we have taken the liberty of creating one for you. Below, you’ll find a detailed Saturday agenda that encompasses a wide variety of our favorite activities in Wicker Park. Starting with a visit to a Michelin-starred restaurant known for its delectable morning pastries, and concluding the evening with a visit to one of the best late-night dining spots in Chicago.
1. Grab morning pastries from Kasama
Renowned chefs Genie Kwon and Timothy Flores have established a celebrated Michelin-starred bakery and modern Filipino restaurant in Wicker Park, Chicago. This award-winning establishment offers an irresistible array of sweet and savory pastries, making it the quintessential destination after turning off your alarm.
In the morning, patrons can enjoy a delightful counter-service breakfast menu, while the evening presents an exquisite tasting menu. Due to its overwhelming popularity, we recommend arriving early, as seating is allocated on a first-come, first-served basis, and the line often extends for several blocks.
2. Head to the 606 for a leisurely walk or bike ride
Wicker Park offers a plethora of experiences, and one way to fully immerse yourself in the local charm is by visiting The 606. This 2.7-mile repurposed rail line is a bustling thoroughfare for walking, jogging, and biking.
As you traverse this popular trail, you’ll encounter an array of parks, captivating public artworks, vibrant murals, and an eclectic mix of bars and restaurants, all contributing to the vibrant atmosphere of The 606.
3. Take yourself on a self-appointed bar crawl on Division Street
In Wicker Park, Chicago, you’ll find some of the most inviting outdoor patios perfect for enjoying the lively atmosphere of the city. After a refreshing stroll along the 606 trail, you can explore the lively streets and treat yourself to appetizing dishes and drinks at eateries with charming outdoor seating areas.
You have the choice to embark on your own adventure from the East end, starting at the elevated neighborhood pub Bangers & Lace, or from the West end at the newly opened American Bistro, Mirella’s Tavern. Following that, you can continue your exploration by visiting alluring restaurants like Smoke Daddy, The Perch Kitchen & Tap, and Takito Kitchen.
4. Shop at one of the many vintage stores in Wicker Park, Chicago
One of the many vintage shops to visit in Wicker Park, Chicago, is Kokorokoko, a personal favorite. The store’s vibrant and lively atmosphere, true to its name, is a sight to behold. Renowned as the top thrift shop in Chicago for era-specific clothing, Kokorokoko offers a wide range of clothing, accessories, and carefully curated vintage items from the 80s, 90s, and Y2K era, ensuring there’s something for everyone.
5. Step into a hidden speakeasy
Wicker Park is home to some of the city’s dazzling speakeasies. Among them is the renowned Violet Hour, an establishment that captivates its patrons with three salon-inspired rooms adorned with candlelit tables, evoking the spirit of the prohibition era.
Another beloved gem is Dorians, a versatile venue that doubles as a record store by day and transforms into a chic cocktail lounge at night. Upon entering Dorians, guests are welcomed by a dimly lit, intimate lounge exuding an air of sophistication and vibrancy.
6. Finish your night with some late-night eats
Estelle’s has been a neighborhood bar and staple for 25 years in the heart of Wicker Park, Chicago. The bar’s menu boasts an array of late-night munchies, including delectable bar bites, mouthwatering burgers, hearty sandwiches, and irresistible fries, all expertly crafted in the small open kitchen located right behind the bar. With its cozy ambiance and delicious offerings, Estelle’s is the go-to destination for winding down an evening in Wicker Park.