Area Attractions

Kennedy Rooftop is now open atop the new Hyatt Place Chicago / Wicker Park. We Have Created an Urban Chic Rooftop To Celebrate The People & The City. The Interior, Food & Drink Options Are Designed to Accentuate The Modern, Trendy Fabric Of Wicker Park. While Enjoying Your Favorite Cocktail, You Are Able to Take In The Beautiful Chicago Skyline. The Kennedy Rooftop Prides Itself on Its Panoramic Views of The Entire Skyline. Cheers to Wicker Park’s Very Own Kennedy Rooftop!

Tuck into pork tacos, queso fundido, and bourbon at this casual Mexican taqueria, known for its massive, dog-friendly patio beneath a canopy of twinkling lights.

Since 1995, this 24-hour old-school diner has been a Wicker Park mainstay, slinging comfort fare like hearty omelets, stacks of buttermilk pancakes, patty melts, and more.

This upscale eatery features a seasonally rotating menu of southern-inspired eats as well as an incredible dessert list including signature hot chocolate with housemade marshmallows.

Sample New Haven-style pizza (made with red sauce and no mozzarella) at this laidback brewery and pizza joint, featuring specialty pies and award-winning brews.

This nearly three-mile elevated walking trail—converted from an abandoned railroad track—runs through Wicker Park, Logan Square, and Humboldt Park.

An iconic Art Deco-inspired building at the Six Corners intersection in the heart of Wicker Park, the Flatiron Arts Building is home to several artists’ studio and eclectic small businesses—it opens to the public the first Friday of every month.

The neighborhood’s namesake park is tiny at just four square acres, but it’s a tree-lined respite from the hustle of the city, with a fountain, weekly farmers market, basketball courts, and open park.

Catch a show from up-and-coming theater troupes in one of the world’s greatest theater cities at this local playhouse.

One of the world’s best art museums contains thousands of masterpieces, including Edward Hopper’s Nighthawks and Grant Wood’s American Gothic.

Dive deep into the colorful history of the Windy City, where you’ll learn about the Great Chicago Fire, climb aboard one of the first L cars, and more.

Nestled on the shores of Lake Michigan, the Shedd Aquarium is home to a diverse array of marine life, including beluga whales, penguins, jellyfish, and giant octopuses.

Root, root, root for the home team at Wrigley Field, one of the oldest and most celebrated ballparks in the country.

Home to both the city’s professional basketball and hockey teams, this long-standing, indoor arena on Chicago’s West Side, also plays host to major concerts and other winter events.

This historic stadium, nestled in Chicago’s scenic museum campus close to Lake Michigan, is where to go in the fall and winter to cheer on the city’s storied pro football team.

Venture down to the South Side in the summertime and cheer on the city’s other famous baseball team in their home stadium.