10 Best Things to Do in Chicago

Chicago, also known as the Windy City, is a vibrant metropolis known for its stunning architecture, deep dish pizza, and world-class museums. Whether you're visiting for the first time or you're a longtime resident, the city offers an endless list of activities that cater to every interest. From cultural attractions to thrilling outdoor experiences, there are countless things to do in Chicago that will leave you in awe. In this guide, we’ve compiled the top 10 things to do in Chicago that you simply can't miss.

Admire the Skyline at Skydeck Chicago

Skydeck Chicago, located in the iconic Willis Tower, offers one of the best panoramic views of the city. Standing at 1,353 feet, it provides visitors with a breathtaking 360-degree view of Chicago’s skyline. The highlight of this attraction is "The Ledge," a series of glass-floored balconies extending from the building, allowing visitors to look straight down at the streets below.

For the best experience, visit just before sunset to witness the city's transformation from day to night. Booking tickets in advance can help you skip the long lines, making your visit more enjoyable. If you’re looking for things to do in Chicago, Illinois that offer a thrilling experience, Skydeck Chicago should be at the top of your list.

Explore Millennium Park and "The Bean"

A trip to Chicago isn’t complete without visiting Millennium Park, home to one of the city's most famous landmarks, Cloud Gate better known as "The Bean." This massive, reflective sculpture is a favorite among photographers and tourists alike.

Beyond The Bean, Millennium Park offers lush green spaces, public art installations, and live music performances at the Jay Pritzker Pavilion. You can also stroll through Lurie Garden or relax by Crown Fountain, which features two 50-foot glass towers that project video images of Chicagoans. Whether you're taking a casual walk or attending a seasonal event, Millennium Park is one of the top 10 things to do in Chicago year-round.

Stroll Along the Chicago Riverwalk

The Chicago Riverwalk is a scenic, pedestrian-friendly stretch along the Chicago River that offers some of the best views of the city's architecture. Whether you want to grab a bite at a riverside café, rent a kayak, or simply take in the beautiful surroundings, this area is perfect for a leisurely afternoon.

For a unique experience, take an architectural boat tour. Chicago is famous for its skyscrapers, and a guided tour will help you appreciate the city's rich architectural history. Many tour operators offer daytime, sunset, and even cocktail cruises, making it a perfect activity for all visitors.

Experience Navy Pier’s Entertainment

Navy Pier is one of the most iconic attractions in Chicago, drawing millions of visitors each year. This 50-acre lakefront destination features entertainment, restaurants, and attractions for all ages.

One of the highlights is the Centennial Wheel, a towering Ferris wheel offering spectacular views of the Chicago skyline and Lake Michigan. Navy Pier is also home to the Chicago Children's Museum, the Chicago Shakespeare Theater, and seasonal fireworks displays.

Whether you’re taking a boat cruise, enjoying a street performance, or indulging in some classic Chicago-style popcorn, Navy Pier is undoubtedly one of Chicago’s best things to do for families and couples.

Discover Art at The Art Institute of Chicago

The Art Institute of Chicago is one of the oldest and most renowned art museums in the country. Located in Grant Park, it houses an extensive collection of over 300,000 works spanning thousands of years.

Visitors can marvel at famous pieces like Grant Wood’s American Gothic, Vincent van Gogh’s The Bedroom, and Georges Seurat’s A Sunday on La Grande Jatte. The museum’s modern wing, designed by Renzo Piano, is a must-see for fans of contemporary art.

With rotating exhibits and a world-class collection, this museum is a dream destination for art lovers. It’s easily one of the top things to do in Chicago, Illinois for those looking to immerse themselves in culture.

Enjoy the Views from 360 CHICAGO Observation Deck

If you’re looking for another spectacular viewpoint, visit 360 CHICAGO, located on the 94th floor of the John Hancock Center. This observation deck offers stunning views of the city, the lake, and even neighboring states on a clear day.

One of the main attractions here is Tilt, a thrilling glass structure that tilts outward, allowing visitors to lean forward over the edge of the building. It’s an exhilarating experience and one of the most exciting things to do in Chicago Illinois for those who love heights.

Take a Food Tour of Chicago’s Best Eats

Chicago is a food lover's paradise, known for its deep dish pizza, Chicago-style hot dogs, and Italian beef sandwiches. One of the best ways to experience the city's culinary delights is by taking a food tour.

Some of the top spots to try include:

Lou Malnati’s – Known for its buttery crust and rich tomato sauce, this is a must-try for deep-dish pizza lovers.
Portillo’s – Famous for Chicago-style hot dogs and delicious chocolate cake shakes.
Al’s Beef – Home to the legendary Italian beef sandwich, served juicy and packed with flavor.

Exploring Chicago’s food scene is one of the top 10 things to do in Chicago and a must for anyone visiting the city.

Visit the Museum of Science and Industry

The Museum of Science and Industry is one of the largest science museums in the world, offering interactive and immersive exhibits that captivate visitors of all ages.

Some of the most notable attractions include:

The U-505 Submarine – Step inside a real German U-boat captured during World War II.
Science Storms – An interactive exhibit featuring a simulated tornado, lightning strikes, and tsunamis.
The Coal Mine – A journey into a recreated underground coal mine.

This museum is a must-visit, especially for families with kids, making it one of the best things to do in Chicago Illinois for an educational yet fun experience.

Catch a Game at Wrigley Field

Sports fans can't miss a trip to Wrigley Field, home of the Chicago Cubs. Built in 1914, it is one of the oldest ballparks in the country and offers an electric atmosphere, whether you’re watching a game or just exploring the historic neighborhood of Wrigleyville.

Even if baseball isn’t your thing, the surrounding bars and restaurants make for a great night out. Consider taking a Wrigley Field tour to learn about the stadium’s rich history, including its legendary ivy-covered outfield walls.

Relax at Lincoln Park and the Free Zoo

Lincoln Park is one of Chicago’s largest green spaces, offering scenic trails, stunning lakefront views, and one of the best free attractions in the city the Lincoln Park Zoo.

This historic zoo is home to a variety of animals, from lions to polar bears, and it’s completely free to the public. While in the area, make sure to visit the Lincoln Park Conservatory, a peaceful escape filled with lush gardens and tropical plants.

Plan Your Trip to Chicago

With so many incredible attractions, planning your itinerary is key to making the most of your visit. If you’re considering a move to the city, hiring professional movers in Chicago Downtown, IL can help make your transition smooth and stress-free.

Chicago is a city that offers excitement, culture, and world-class entertainment at every turn. Whether you’re gazing at the skyline, indulging in delicious food, or exploring its museums, these things to do in Chicago will make your trip unforgettable.

Image credit: Depositphotos