15 Best Things to Do in Chicago

Chicago, the third-largest city in the United States, has been ranked as the best city to live in. It is the largest city in the Midwest. Home to the Bears, the Bulls, the Blackhawks, the Cubs and the White Sox, Chicago offers not only a variety of sports but also a diverse array of attractions and activities for visitors, from its rich history and architectural wonders to world-class museums, vibrant neighborhoods, and iconic landmarks. Whether you’re into arts and culture, food, sports, or outdoor adventures, there’s something for everyone in the Windy City.

Here are some of the best things to do in Chicago:

1. Visit Millennium Park

Millennium Park is one of Chicago’s most famous attractions. At the heart of it is Cloud Gate, a reflective sculpture affectionately known as “The Bean” for its iconic shape. The polished stainless-steel surface of Cloud Gate mirrors the city’s skyline and the people below.

The park also features the striking Crown Fountain, an art installation that showcases digital video projections of Chicago residents on two 50-foot towers, with water cascading down the sides.

Millennium Park is also home to lush green spaces, including the serene Lurie Garden and wide-open lawns perfect for a peaceful stroll or a relaxing picnic.

2. Explore the Art Institute of Chicago

If you are looking to witness a magnificent art collection then try the Art Institute of Chicago located at the southern part of the Grant Park adjacent to the Museum Campus. The Art Institute presents masterpieces from the impressionist era of Monet and Seurat to the more modern pieces of Hopper and Warhol. Unique art pieces from the Renaissance and medieval Europe are also presented. From ancient artifacts to contemporary masterpieces, the Art Institute’s galleries are a must-visit for art lovers.

3. Take an Architectural River Cruise

Chicago is known for its remarkable architecture, and one of the best ways to appreciate it is by taking an architectural boat tour along the Chicago River. These tours offer a unique vantage point, allowing you to see the city’s most iconic buildings from the water. Expert guides provide fascinating insights into the history of Chicago’s skyline, highlighting the city’s transformation after the Great Chicago Fire of 1871 and the pioneering architects who shaped its modern identity. On the tour, you’ll encounter world-famous skyscrapers like the Willis Tower, Tribune Tower, and the striking Aqua Tower, each with its own story and architectural significance. The boat tour is a captivating way to experience the beauty and innovation of Chicago’s urban landscape while learning about the artistic and structural achievements that make this city a global architectural hub.

4. Walk or Bike the Lakefront Trail

Chicago’s Lakefront Trail stretches 18 miles along the stunning shores of Lake Michigan, offering breathtaking views of both the lake and the city’s iconic skyline. The trail is a favorite among locals and visitors alike, providing a scenic route for biking, walking, jogging, or even rollerblading. The Lakefront Trail passes several popular beaches, parks, and landmarks, including Navy Pier, Grant Park, and Lincoln Park, making it a versatile way to explore the city. Whether you’re looking for a peaceful morning jog, a casual bike ride, or a leisurely stroll to take in the sights, the trail offers an ideal setting for outdoor enthusiasts of all levels.

5. Enjoy Navy Pier

Navy Pier is one of Chicago’s top tourist destinations, offering fun and entertainment for visitors of all ages. Stretching 3,000 feet into Lake Michigan, it is home to a variety of attractions, including a 46-meter tall Ferris Wheel, located at the north of Grant Park. The Ferris Wheel provides stunning panoramic views of the Chicago skyline and lake. Navy Pier attracts nearly eight million tourists annually, drawn to its lively atmosphere filled with restaurants, shops, seasonal events, and cultural performances. Families can visit the Chicago Children’s Museum, which offers interactive exhibits for kids, while adults can explore art galleries, enjoy live music, or relax at one of the many waterfront restaurants. Throughout the summer, Navy Pier also hosts a spectacular fireworks show, adding to the festive environment. Navy Pier is a vibrant hub for both relaxation and excitement in the heart of Chicago.

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6. Visit the Field Museum

The Field Museum in Chicago is a treasure trove of natural history, offering a wide array of exhibits that span millions of years and explore the wonders of the natural world. One of the museum’s most famous residents is Sue, the largest and most complete Tyrannosaurus Rex fossil ever discovered. Sue stands at an impressive 40 feet long and 13 feet tall at the hips, offering a fascinating glimpse into the world of these prehistoric giants. The Field Museum features other notable exhibits, including displays on early human civilizations, evolving ecosystems, and the rich biodiversity of our planet. Visitors can explore a replica of an ancient Egyptian tomb, marvel at the museum’s extensive gem collection, and even travel through time in the “Evolving Planet” exhibit, which chronicles life on Earth from the earliest fossils to the rise of humankind. With interactive displays and educational programs, the Field Museum continues to inspire curiosity and foster a deeper understanding of the natural world.

7. See the Skydeck at Willis Tower

Formerly known as the Sears Tower, the Willis Tower is one of Chicago’s most iconic and tallest buildings, standing at 1,450 feet. A symbol of the city’s architectural prowess, it dominates the skyline and draws millions of visitors each year. The building’s Skydeck, located on the 103rd floor, provides breathtaking, panoramic views of the city and surrounding areas. On a clear day, visitors can see as far as four states—Illinois, Indiana, Wisconsin, and Michigan. For the adventurous, the Ledge at the Skydeck offers a heart-pounding experience. These glass boxes extend outward from the building, giving you the sensation of standing in mid-air with a thrilling view straight down 1,353 feet to the streets below. It’s a must-try for thrill-seekers and those looking for an unforgettable Chicago experience.

8. Stroll Through Lincoln Park Zoo

Lincoln Park Zoo is one of the oldest zoos in the United States, having opened in 1868, and it remains one of the few zoos in the country with free admission. The zoo is home to hundreds of animals from across the globe, ranging from big cats and primates to penguins, polar bears, and reptiles. It also features well-designed habitats, including the lush Regenstein African Journey and the historic Kovler Lion House. Visitors can enjoy educational exhibits, animal encounters, and seasonal events that cater to both children and adults. With its beautiful setting, diverse wildlife, and free access, Lincoln Park Zoo is a must-visit for anyone looking to enjoy a day of discovery and relaxation amidst nature. Located within the expansive Lincoln Park, this urban oasis offers a wonderful retreat for families, wildlife enthusiasts, and tourists looking to explore nature in the heart of Chicago.

9. Discover Chicago’s Food Scene

No trip to Chicago is complete without indulging in its famous deep-dish pizza – a rich, cheesy, and hearty dish that’s a staple of the city’s food culture. For an authentic taste, try iconic pizzerias like Giordano’s, Lou Malnati’s, or Pequod’s, where you can experience the signature buttery crust, layers of gooey cheese, and thick tomato sauce that make deep-dish pizza so beloved.

Chicago-style hot dog, the local delicacy, is typically served on a poppy seed bun and topped with mustard, onions, relish, pickles, tomatoes, sport peppers, and celery salt – but never ketchup! For the best hot dogs, check out spots like Portillo’s or neighborhood favorites like Gene & Jude’s.

Chicago is home to an incredible array of Michelin-starred restaurants like Alinea and Smyth, representing the finest in innovative, world-class cuisine. Chicago also boasts a diverse range of ethnic eateries reflecting the city’s vibrant immigrant communities. Trendy cafes and hip restaurants can be found throughout neighborhoods like Wicker Park and Logan Square, offering everything from farm-to-table dishes to globally inspired street food.

10. Visit the Shedd Aquarium

If you want your kids to marvel at colossal fish tanks filled with exotic sea creatures and enjoy exciting dolphin shows, then bring them to the Shedd Aquarium—a perfect destination for family fun and learning. Located on the picturesque shores of Lake Michigan, the Shedd Aquarium is one of the largest and most impressive aquariums in the world, offering a wide array of interactive and immersive experiences. With over 32,000 animals, the aquarium showcases an incredible variety of species, from playful sea otters and waddling penguins to majestic sharks and the famous beluga whales. The aquarium’s exhibits are designed to captivate both kids and parents alike, with hands-on opportunities to learn about marine life, ecosystems, and conservation efforts. Visitors can explore vibrant habitats like the Caribbean Reef and Amazon River ecosystems. The Shedd Aquarium offers a memorable experience that delights visitors of all ages.

11. Check Out the Museum of Science and Industry

Chicago’s Museum of Science and Industry is a captivating destination that brings science to life through a variety of hands-on exhibits. Located in the historic Palace of Fine Arts in Jackson Park, the museum is one of the largest science museums in the world covering space exploration and genetics to transportation and robotics. One of the highlights of the museum is the U-505 Submarine, a real German U-boat captured during World War II. Visitors can explore this historic vessel and learn about the challenges of underwater warfare. Another thrilling experience is the “Science Storms” exhibit, where guests can witness a simulated tornado and learn about the science behind severe weather phenomena. The “Inside the Human Body” exhibit allows visitors to walk through a life-sized model of a human heart, providing an educational perspective on how our organs function.

12. Explore the Chicago Cultural Center

The Chicago Cultural Center is a must-see destination for anyone interested in art, history, and stunning architecture. Renowned for its breathtaking design, the center features the world’s largest Tiffany stained-glass dome. The intricate mosaics and elegant interiors reflect the grandeur of the early 20th century. The Cultural Center offers free art exhibitions, concerts, and cultural events year-round. From contemporary art showcases to historical exhibitions, there’s always something new and exciting to experience. The center also hosts performances, lectures, and workshops, making it a dynamic space for creativity and community engagement. Whether you’re an art enthusiast, a history buff, or simply looking for a peaceful place to explore, the Chicago Cultural Center provides a rich cultural experience.

13. Visit The Adler Planetarium

The Adler Planetarium is a spectacular destination for anyone interested in astronomy and the wonders of the universe. Perched on the shores of Lake Michigan, this historic observatory not only offers a wealth of information about space but also boasts stunning views of the lake and the Chicago skyline. You’ll find engaging exhibits that delve into the mysteries of the cosmos, including interactive displays and immersive shows in the state-of-the-art Dome Theater. The planetarium is home to a variety of programs that cater to all ages, making it an ideal spot for families, school groups, and anyone with a curiosity about the stars. Visitors can also enjoy outdoor spaces that allow for breathtaking views, making it a perfect place to admire the natural beauty surrounding the city.

14. Shop Along The Magnificent Mile

The Magnificent Mile, located at 835 N. Michigan Avenue, is Chicago’s premier shopping destination. It offers over one hundred outlets and boutiques along with cafes and high-end stores. Majority of the Michigan north end area offers a variety of shops not only for the rich and famous but also to those looking for a good bargain. The Magnificent Mile is truly the ultimate shopper’s paradise. Along the way, you’ll also encounter historic landmarks like the Wrigley Building and Tribune Tower.

15. Explore Chicago’s Neighborhoods

Chicago is a city of neighborhoods, each brimming with its own unique character and charm, offering diverse experiences that reflect the city’s rich cultural tapestry.

Chinatown is a must-visit for anyone seeking authentic Chinese cuisine and cultural immersion. With its bustling streets, colorful storefronts, and delicious eateries, Chinatown offers a wide variety of dining options, from dim sum to traditional noodle shops. Visitors can also explore cultural landmarks such as the Chinese American Museum and the stunning Chinatown Gate.

Pilsen is another neighborhood worth exploring, renowned for its vibrant street art and Mexican heritage. The walls of Pilsen are adorned with stunning murals that reflect the culture and history of the community. Pilsen boasts fantastic Mexican food, with local favorites like tacos, tamales, and mole available at various eateries. The National Museum of Mexican Art is also located here.

For those looking for trendy boutiques and a hip atmosphere, Wicker Park is the place to be. This neighborhood is known for its eclectic mix of shops, from vintage stores to contemporary boutiques, as well as a variety of cafes and restaurants that cater to all tastes. Wicker Park is a hub for young creatives and features live music venues, art galleries, and lively nightlife, making it a great spot to experience Chicago’s contemporary culture.

Conclusion

Chicago offers something for everyone, whether you’re into history, food, nature, sports, or art. From towering skyscrapers to serene parks, world-class museums to charming neighborhoods, every visitor can create their own unforgettable Windy City adventure. No one can tour all of Chicago in just one day or even one weekend that is why I hope I helped in guiding your Chicago experience. Happy vacation!