Chicago, often called the Windy City, is a vibrant metropolis offering an unparalleled mix of attractions, cuisine, and cultural experiences. From iconic landmarks to hidden gems, this guide highlights the best things to do in Chicago for every type of traveler. Whether you’re exploring the city’s history, indulging in its culinary delights, or embarking on outdoor adventures, Chicago promises unforgettable memories.
In this Things to Do in Chicago Guide, we’ll take a look at:
Chicago Outdoor Activities
Millennium Park
Start your Chicago journey at Millennium Park, home to the iconic Cloud Gate sculpture (affectionately known as “The Bean”). This urban oasis offers walking trails, free concerts, and the stunning Crown Fountain.
Lakefront Trail
Spanning 18 miles along Lake Michigan, the Lakefront Trail is perfect for biking, jogging, or a stroll. Enjoy breathtaking skyline and lake views as you pass through beaches and parks.
Lincoln Park Conservatory
Escape the hustle and bustle at Lincoln Park Conservatory, a lush retreat filled with exotic plants and flowers. It’s an ideal spot for nature lovers.
Cultural Attractions in Chicago
Art Institute of Chicago
One of the top cultural attractions in Chicago, the Art Institute boasts an impressive collection of masterpieces, including works by Monet, Van Gogh, and Grant Wood. The museum’s modern wing is equally captivating.
Chicago History Museum
Dive into the city’s rich history at the Chicago History Museum. The exhibits are both educational and engaging from the Great Fire of 1871 to the development of its diverse neighborhoods.
Museum of Science and Industry
A favorite among families, this interactive museum features a World War II submarine, a replica coal mine, and hands-on science exhibits.
Family-Friendly Activities in Chicago
Navy Pier
Navy Pier is a hub for family-friendly activities in Chicago, offering a Ferris wheel, carousel, and Chicago Children’s Museum. Don’t miss the stunning fireworks during summer evenings.
Shedd Aquarium
Home to over 32,000 aquatic creatures, the Shedd Aquarium provides an immersive underwater experience. Kids will love the touch tanks and dolphin shows.
Lincoln Park Zoo
One of the oldest zoos in the U.S., Lincoln Park Zoo is free to visit and features a wide variety of animals, making it perfect for a budget-friendly family outing.
Unique Local Experiences
Chicago Riverwalk
Stroll along the Chicago Riverwalk, a pedestrian-friendly pathway featuring public art, waterfront cafes, and boat tours. It’s a great way to see the city from a unique perspective.
Wrigley Field
Catch a Cubs game at historic Wrigley Field. Even if you’re not a baseball fan, the atmosphere and energy of this iconic ballpark are unforgettable.
Chicago Architecture Center Tours
Discover the stories behind Chicago’s architectural wonders with a guided tour. Options include walking, bus, and river cruises.
Quirky and Unusual Attractions
The International Museum of Surgical Science
Explore the fascinating and slightly eerie history of medicine and surgery at this unique museum located in a historic mansion.
Oz Park
Inspired by The Wizard of Oz, this park features sculptures of beloved characters, making it a whimsical spot for photos and relaxation.
Magic Parlour
Enjoy an intimate evening of mind-blowing magic at this exclusive show hosted by master magician Dennis Watkins.
Outdoor Movie Experiences
Movies in the Parks
The Chicago Park District hosts free outdoor movie screenings in various parks during summer. Bring a blanket and snacks to enjoy classic films under the stars.
Rooftop Cinema Club
For a more upscale experience, head to Rooftop Cinema Club, where you can watch films with cityscape views while lounging in cozy deck chairs.
Culinary Tours Beyond the Classics
Chinatown Food Tour
Sample dim sum, bubble tea, and traditional Chinese pastries on a guided tour of Chicago’s vibrant Chinatown.
West Loop Food Scene
Explore the trendy West Loop neighborhood, home to some of the city’s best restaurants and bars. Try deep-dish pizza, gourmet tacos, and innovative small plates.
Chicago Cocktail Tours
Learn about the city’s Prohibition-era history while sipping craft cocktails at historic bars and speakeasies.
Themed Tours
Gangsters and Ghosts Tour
Step into Chicago’s seedy past with this thrilling tour that explores the city’s Prohibition-era mob history and haunted sites.
Street Art Tours
Discover vibrant murals and graffiti in neighborhoods like Pilsen and Logan Square, guided by local artists.
Seasonal Events and Festivals
Chicago Jazz Festival
Held annually over Labor Day weekend, this free festival showcases world-class jazz performances in Millennium Park.
Christkindlmarket
Experience a traditional German Christmas market featuring festive gifts, mulled wine, and holiday treats.
Taste of Chicago
This iconic summer festival offers dishes from the city’s best restaurants, food trucks, and pop-ups.
Eco-Friendly Activities
Chicago Botanic Garden
Explore 385 acres of stunning gardens, native plants, and serene lakes. It’s a peaceful escape for nature enthusiasts.
Kayaking on the Chicago River
Paddle through the city’s heart while learning about its history and architecture. Many tours focus on eco-friendly practices.
Family-Friendly Hidden Gems
Maggie Daley Park
This whimsical park features climbing walls, a skating ribbon, and an imaginative playground. It’s a hit with kids and parents alike.
Garfield Park Conservatory
Known as “landscape art under glass,” this hidden gem offers indoor gardens and interactive exhibits, perfect for all seasons.
Conclusion
From iconic landmarks and Chicago outdoor activities to engaging cultural attractions in Chicago, the Windy City has something for everyone. Whether discovering family-friendly activities in Chicago or indulging in the city’s renowned culinary scene, Chicago offers endless opportunities for adventure and exploration. Below is a summary to help plan your visit:
Activity | Description |
Millennium Park | Iconic urban park with Cloud Gate and free concerts. |
Art Institute of Chicago | It is a world-class museum with an extensive art collection. |
Navy Pier | Entertainment hub with rides, museums, and fireworks. |
Chicago Riverwalk | Scenic pathway with cafes and public art. |
Chinatown Food Tour | Guided culinary exploration of Chicago’s Chinatown. |
Lincoln Park Zoo | It is a free zoo with a variety of animals and exhibits. |
Rooftop Cinema Club | Outdoor movie experience with cityscape views. |
Chicago Jazz Festival | Free annual event celebrating world-class jazz. |
Frequently Asked Questions
What is the best time to visit Chicago?
Spring (April to June) and fall (September to November) offer pleasant weather and fewer crowds, making them ideal for visiting.
Are there free attractions in Chicago?
Yes, popular free attractions include Millennium Park, Lincoln Park Zoo, and the Chicago Cultural Center.
How can I get around Chicago?
Chicago has a robust public transportation system, including the L trains and buses. Ride-sharing services and bike rentals are also convenient options.