12 Things to Do in Chicago

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Chicago, known as the Windy City, is a vibrant metropolis that offers an eclectic mix of culture, history, and innovation. From its iconic skyline and world-renowned museums to its diverse culinary scene and rich musical heritage, Chicago is a destination that captivates visitors from around the globe. Whether you’re a first-time traveler or a seasoned visitor, there’s always something new to discover in this bustling city. In this guide, we’ll explore the best activities and attractions to Chicago .

1. Explore the Architectural Marvels

Chicago Architecture River Cruise

One of the best ways to appreciate Chicago’s stunning architecture is by taking an Architecture River Cruise. This guided tour provides a unique perspective of the city’s skyline from the water, allowing you to see famous buildings like the Willis Tower and the Tribune Tower up close. Knowledgeable guides share the history of the architectural styles and the stories behind these iconic structures, making it both an educational and enjoyable experience.

Visit the Chicago Architecture Foundation

If you’re looking for a deeper dive into Chicago’s architectural history, head to the Chicago Architecture Foundation. Located in the heart of the city, this organization offers various tours, exhibitions, and events that highlight the city’s architectural significance. You can even participate in hands-on workshops or lectures to expand your knowledge further.

2. Immerse Yourself in Culture and History

The Art Institute of Chicago

A visit to Chicago is incomplete without stopping by the Art Institute of Chicago, one of the oldest and largest art museums in the United States. Home to an extensive collection of artworks, including pieces by Grant Wood, Georgia O’Keeffe, and Vincent van Gogh, the museum is a treasure trove for art lovers. Don’t forget to check out the iconic American Gothic and the Chagall Windows during your visit.

The Field Museum

Another cultural gem is the Field Museum, which boasts an impressive collection of natural history artifacts. From dinosaur skeletons to ancient Egyptian mummies, this museum offers an engaging experience for visitors of all ages. Make sure to explore the Sue the T. Rex exhibit, which is a highlight for many guests.

3. Experience Chicago’s Vibrant Neighborhoods

Wicker Park and Bucktown

Wicker Park and Bucktown are trendy neighborhoods known for their artistic vibe, unique boutiques, and delicious eateries. Spend an afternoon exploring local shops, coffee houses, and street art. Be sure to stop by Myopic Books, an independent bookstore with a vast collection of titles. For a bite to eat, check out Big Star, famous for its tacos and vibrant atmosphere.

Chinatown

For a taste of Asian culture, visit Chinatown, one of the largest Chinese communities in the United States. Explore the ornate architecture, shop for unique gifts, and indulge in authentic Chinese cuisine. Be sure to visit Ping Tom Memorial Park for a scenic stroll along the Chicago River.

4. Indulge in Chicago’s Culinary Scene

Deep-Dish Pizza

You can’t visit Chicago without trying its famous deep-dish pizza. There are numerous pizzerias to choose from, but two of the most iconic are Giordano’s and Lou Malnati’s. Whether you prefer a classic cheese or a more adventurous topping combination, this dish is a must-try when in the city.

Chicago-style Hot Dogs

Another Chicago staple is the Chicago-style hot dog, which is a unique combination of flavors and toppings. Visit Portillo’s or Superdawg for a taste of this local favorite. Don’t forget the essential toppings: mustard, onions, relish, tomatoes, and a pickle spear—just no ketchup!

5. Discover Chicago’s Music Scene

Jazz and Blues Clubs

Chicago is famous for its rich music history, especially in jazz and blues. Head to The Green Mill Cocktail Lounge, a historic jazz club where you can enjoy live performances in an intimate setting. Alternatively, visit Buddy Guy’s Legends, a blues club owned by the legendary guitarist Buddy Guy himself. Both venues provide a genuine Chicago music experience.

The Chicago Symphony Orchestra

For classical music enthusiasts, attending a performance by the Chicago Symphony Orchestra at Symphony Center is a memorable experience. The orchestra is renowned for its excellence and often features world-class guest artists. Check their schedule for upcoming concerts during your visit.

6. Engage with Science and Nature

The Museum of Science and Industry

The Museum of Science and Industry is a fascinating place to explore interactive exhibits that cover everything from space exploration to submarine technology. You can walk through a real submarine, experience a simulated tornado, and learn about the science of everyday life. This museum is perfect for families and anyone curious about the world around them.

Lincoln Park Zoo

For a more relaxed day, visit the Lincoln Park Zoo, one of the oldest zoos in the country. Admission is free, making it an excellent option for families. Stroll through the beautiful grounds and observe a variety of animals, from lions and gorillas to reptiles and birds. The zoo also offers educational programs and events throughout the year.

7. Enjoy Outdoor Activities

Lakefront Trail

Chicago’s Lakefront Trail is perfect for outdoor enthusiasts. This 18-mile path runs along Lake Michigan, providing stunning views of the water and the city skyline. You can walk, run, or bike along the trail and stop at various parks and beaches along the way, such as North Avenue Beach and Oak Street Beach.

Maggie Daley Park

Located near Millennium Park, Maggie Daley Park features a wide range of activities for all ages. Enjoy the whimsical adventure course, go ice skating in the winter, or simply relax in the beautifully landscaped gardens. The park also hosts seasonal events, so be sure to check the calendar for special activities during your visit.

8. Visit Iconic Landmarks

Willis Tower Skydeck

No trip to Chicago is complete without visiting the Willis Tower Skydeck. Ascend to the 103rd floor for breathtaking panoramic views of the city. Step out onto The Ledge, a glass balcony that extends four feet outside the building, offering a thrilling experience as you look down to the streets below.

Cloud Gate (The Bean)

Located in Millennium Park, Cloud Gate, affectionately known as “The Bean,” is one of Chicago’s most photographed landmarks. The shiny, reflective surface allows for stunning selfies and unique perspectives of the skyline. Take some time to wander around the park and enjoy the other sculptures and art installations.

9. Attend Local Festivals and Events

Chicago Air and Water Show

If you’re visiting in August, don’t miss the Chicago Air and Water Show, one of the largest free air and water exhibitions in the United States. Witness thrilling performances by military and civilian aircraft, as well as spectacular water displays by professional water-skiers and jet-skiers along the lakefront.

Chicago Gourmet

For food lovers, Chicago Gourmet is a premier culinary festival held in September. This event features tastings from top chefs, cooking demonstrations, and wine pairings. It’s a fantastic opportunity to indulge in the city’s diverse culinary offerings and learn from culinary experts.

10. Discover Unique Museums

The Museum of Contemporary Art

For those interested in modern art, the Museum of Contemporary Art offers an impressive collection of contemporary works and rotating exhibitions. Engage with thought-provoking installations and attend lectures and performances that showcase the best of today’s artistic talent.

The DuSable Black History Museum and Education Center

Explore African American history at the DuSable Black History Museum and Education Center. This museum features exhibits that highlight the contributions of African Americans to the cultural and historical landscape of Chicago. It’s an important place to learn about the rich heritage and stories that have shaped the city.

11. Shopping in Chicago

The Magnificent Mile

For those who love shopping, the Magnificent Mile is a must-visit destination. This famous stretch along Michigan Avenue is home to a mix of high-end retailers, department stores, and unique boutiques. Spend the day shopping for everything from luxury fashion to one-of-a-kind souvenirs.

State Street Shopping

Another shopping hotspot is State Street, known for its classic department stores and popular brands. Don’t miss the historic Harold Washington Library, located nearby, where you can admire the stunning architecture and browse the extensive collection of books.

12. Experience Sports Culture

Catch a Game at Wrigley Field

For sports enthusiasts, attending a Chicago Cubs game at Wrigley Field is a quintessential experience. This iconic ballpark is one of the oldest in the country, offering a nostalgic atmosphere that makes for a memorable outing. Enjoy the excitement of America’s pastime while indulging in classic ballpark snacks.

United Center

If basketball is more your style, check out the Chicago Bulls at the United Center. This state-of-the-art arena hosts thrilling NBA games and other events throughout the year. Make sure to check the schedule for game times during your visit.

Conclusion

Chicago is a city that offers something for everyone, from its rich history and diverse culture to its delectable cuisine and vibrant arts scene. Whether you’re exploring the stunning architecture, indulging in world-class dining, or immersing yourself in the local music scene, the Windy City is sure to leave a lasting impression.

As you plan your visit, remember to embrace the spirit of Chicago by venturing beyond the typical tourist attractions. Engage with the local community, discover hidden gems, and create unforgettable memories in this dynamic city. Whether you’re visiting for a weekend or an extended stay, Chicago’s charm and energy will surely capture your heart.

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