The experience of moving to a new city can be both exhilarating and overwhelming. Chicago, known for its vibrant culture, rich history, and diverse neighborhoods, offers a plethora of activities to help you settle in and feel at home. Whether you’re a foodie, art enthusiast, sports fan, or nature lover, the Windy City has something for everyone. Here’s a comprehensive guide to the best things to do in Chicago after relocation, focusing on key Chicago attractions and offering insights into what to do in Chicago and how to explore this bustling metropolis.
Things to Do in Chicago
Discover the Heart of Chicago — Downtown and Millennium Park
One of the first places to start your adventure is downtown Chicago. The Loop, as it’s locally known, is the city’s business district and home to some of the most iconic Chicago attractions. Begin your journey at Millennium Park, where you can marvel at the Cloud Gate, popularly known as “The Bean.” This reflective sculpture offers a unique photo opportunity and is a must-see for anyone new to the city.
Nearby, the Jay Pritzker Pavilion hosts free concerts and events throughout the year. It’s a great spot to unwind and soak in the local culture. Don’t miss the Crown Fountain, an interactive video sculpture that’s especially popular with children during the summer months.
Immerse Yourself in Art and Culture
For art lovers, the Art Institute of Chicago is a treasure trove of masterpieces. This renowned museum is located just south of Millennium Park and houses an extensive collection of artworks from around the world. From impressionist paintings to contemporary installations, there’s something to captivate every art enthusiast.
If you prefer modern art, head over to the Museum of Contemporary Art (MCA). The MCA features cutting-edge exhibits and thought-provoking installations. The museum also hosts various performances, lectures, and workshops for a dynamic cultural experience.
Take in the Skyline Views
One of the quintessential things to do in Chicago is to take in the breathtaking views of its skyline. Willis Tower (formerly Sears Tower) offers the Skydeck experience, where you can step out onto “The Ledge,” a glass balcony extending 1,353 feet above the ground. For another perspective, visit the John Hancock Center’s 360 Chicago Observation Deck, which features TILT, an exhilarating attraction that tilts you out over the city.
Explore Chicago’s Neighborhoods
Chicago is a city of neighborhoods, each with its own unique character and charm. Exploring these areas is among the best things to do in Chicago and a great way to get to know your new home.
Lincoln Park
This neighborhood is known for its expansive green spaces and the Lincoln Park Zoo, one of the oldest zoos in the country and free to the public. The area also boasts the Chicago History Museum and the Peggy Notebaert Nature Museum. It’s perfect for history buffs and nature enthusiasts alike.
Wicker Park and Bucktown
These trendy neighborhoods are a haven for hipsters and creatives. With a plethora of independent boutiques, coffee shops, and art galleries, Wicker Park and Bucktown offer a vibrant and eclectic atmosphere. The 606, an elevated trail converted from an old railway line, is perfect for a leisurely walk or bike ride.
Pilsen
Known for its rich Hispanic heritage, Pilsen is a cultural gem. Murals and street art adorn the neighborhood, and the National Museum of Mexican Art offers a deep dive into Mexican culture and history. Don’t forget to sample the local cuisine at one of the many taquerias and Mexican restaurants.
Hyde Park
Home to the University of Chicago, Hyde Park is an intellectual and cultural hub. The Museum of Science and Industry, located here, is one of the largest science museums in the world. It is a must-visit for families. The neighborhood also features the historic Robie House, designed by Frank Lloyd Wright.
Enjoy the Great Outdoors
Chicago’s location on the shores of Lake Michigan provides ample opportunities for outdoor activities. The Lakefront Trail stretches for 18 miles, offering stunning views of the lake and skyline. It’s perfect for jogging, cycling, or a leisurely stroll.
During the summer, head to one of the city’s many beaches, such as North Avenue Beach or Oak Street Beach, to soak up the sun and enjoy water activities. In the winter, the city transforms into a winter wonderland. You can go ice skating at the McCormick Tribune Ice Rink in Millennium Park or the Maggie Daley Park Skating Ribbon.
Savor Chicago’s Culinary Scene
Chicago’s food scene is legendary, offering a diverse array of culinary delights. Deep-dish pizza is a must-try, with iconic spots like Lou Malnati’s, Giordano’s, and Pequod’s serving up their unique takes on this cheesy, saucy delicacy.
For a taste of Chicago’s diverse cuisine, visit the West Loop’s Randolph Street, known as “Restaurant Row.” Here, you’ll find a mix of fine dining establishments and trendy eateries. Don’t miss out on trying a Chicago-style hot dog, complete with mustard, onions, relish, tomatoes, pickles, and sports peppers, all on a poppy seed bun.
If you’re a fan of international cuisine, the city’s neighborhoods offer a world of flavors. Head to Chinatown for authentic dim sum, Devon Avenue for Indian and Pakistani fare, or the Italian Village in the Loop for classic Italian dishes.
Dive into Chicago’s Music and Nightlife
Chicago has a rich musical heritage, particularly known for its contributions to jazz and blues. The Green Mill Cocktail Lounge in Uptown is a legendary jazz club that dates back to the Prohibition era. For blues enthusiasts, Buddy Guy’s Legends offers live performances by some of the best blues musicians in the world.
The city’s nightlife scene is equally vibrant, with a variety of bars, clubs, and music venues to explore. The Wicker Park and Logan Square neighborhoods are hotspots for nightlife. They offer everything from craft cocktail bars to indie music venues.
Catch a Game or Visit a Stadium
Sports fans will find plenty to cheer about in Chicago. The city is home to several major sports teams, including the Chicago Cubs (MLB), Chicago White Sox (MLB), Chicago Bulls (NBA), Chicago Bears (NFL), and Chicago Blackhawks (NHL).
Wrigley Field, home of the Cubs, is one of the oldest and most iconic baseball stadiums in the country. Catching a game here is a quintessential Chicago experience. For a different atmosphere, head to Guaranteed Rate Field to see the White Sox play.
If basketball is more your speed, the United Center hosts the Chicago Bulls. Football fans can catch the Bears at Soldier Field. Hockey enthusiasts can watch the Blackhawks at the United Center as well.
Attend Festivals and Events
Chicago is known for its vibrant festival scene, with events happening throughout the year. The Taste of Chicago, held in Grant Park, is the world’s largest food festival. It offers a chance to sample dishes from the city’s best restaurants.
In the summer, the Chicago Air and Water Show dazzles spectators with aerial acrobatics and water stunts. The Chicago Blues Festival and Chicago Jazz Festival celebrate the city’s musical heritage with free performances in Millennium Park.
During the winter, the Christkindlmarket brings a touch of European holiday charm to Daley Plaza, with its festive stalls and delicious German treats. The Magnificent Mile Lights Festival kicks off the holiday season with a parade and tree-lighting ceremony.
Shop ‘Til You Drop
Chicago offers a wide range of shopping experiences, from luxury boutiques to vintage shops. The Magnificent Mile, a section of Michigan Avenue, is a premier shopping destination featuring high-end stores, department stores, and flagship locations.
For unique finds, explore the vintage shops and independent boutiques in neighborhoods like Wicker Park and Andersonville. The Chicago French Market in the West Loop offers a variety of artisanal goods, fresh produce, and gourmet foods.
Embrace the Theater Scene
Chicago has a thriving theater scene, with a rich tradition of both mainstream and avant-garde performances. The Chicago Theatre, with its iconic marquee, hosts a variety of concerts, comedy shows, and theatrical performances. It is one of the best and most exciting things to do in Chicago.
For a more intimate experience, check out the Steppenwolf Theatre Company or the Goodman Theatre, both of which are renowned for their innovative productions. The Second City, Chicago’s famous improv comedy club, has launched the careers of many notable comedians and offers hilarious shows and classes.
Get Involved in the Community
Finally, one of the best ways to feel at home in a new city is to get involved in the community. Chicago offers numerous volunteer opportunities, from local food banks and shelters to environmental organizations and cultural institutions. Joining a community group or club can also help you meet new people and build connections.
The Final Thoughts
Relocating to Chicago opens up a world of possibilities. From exploring its diverse neighborhoods and savoring its culinary delights to immersing yourself in its rich cultural scene and enjoying its outdoor spaces, there’s no shortage of things to do in Chicago. Embrace your new home, and soon you’ll feel like a true Chicagoan, ready to take on all the city has to offer.
