Chicago is a vibrant city with something fun for everyone. If you’re looking for exciting activities on September 23, you’re in for a treat! From outdoor festivals and live music to tasty food events, there’s no shortage of entertainment. The Windy City is full of life in the fall, and you’ll find plenty of ways to enjoy the cooler weather.
Today, we’ll share some of the top things to do in Chicago on this special day. Whether you want to relax in a park, taste delicious local cuisine, or enjoy the arts, you’ll find the perfect activities to make your day unforgettable.
Things To Do In Chicago September 23
1. Explore the Art Institute of Chicago’s Remarkable Collection
The Art Institute of Chicago is a treasure trove for art lovers. It houses over 300,000 pieces of art, including famous masterpieces by Monet and Van Gogh. You can wander through its galleries and lose yourself in the beauty of both classic and contemporary art forms.
Don’t forget to visit the modern wing, which features incredible works by artists like Picasso and Matisse. The museum also offers special exhibitions throughout the year, showcasing varied themes and periods. You can enjoy interactive activities designed for all ages.
Every corner of this museum tells a story. Availability of audio guides makes your visit both educational and enjoyable. The museum’s café provides a great spot to relax and enjoy some refreshments after exploring the many exhibits.
Whether you are an art aficionado or a casual visitor, there is something for everyone to appreciate. Engaging with art can spark inspiration and deepen your understanding of different cultures and timelines.
Make your way to this magnificent institute to experience creativity in various forms. It is a day well spent in Chicago!
Address: 111 S Michigan Ave, Chicago, IL 60603.
2. Stroll Through Millennium Park and Enjoy the Iconic Cloud Gate Sculpture
Millennium Park is a vibrant landmark in the heart of Chicago. It features lush landscapes, stunning artwork, and interactive installations. One of the park’s main attractions is the famous Cloud Gate sculpture, also known as “The Bean.”
Cloud Gate is a fascinating piece of art that reflects the city’s skyline beautifully. You can walk underneath it for a unique perspective and take stunning photographs. The sculpture’s shiny surface offers a fun way to play with reflections.
The park is perfect for a leisurely stroll, with beautiful gardens and walking paths. You can also find the Jay Pritzker Pavilion, which often hosts free concerts and events. Enjoy live music, performances, and community events throughout the year.
Take a moment to relax on the grass or join a yoga class offered during the warmer months. Families can enjoy the interactive Crown Fountain, which features water shoots and LED screens displaying faces of Chicago residents.
Spending time in Millennium Park is a fantastic way to experience the outdoor charm and artsy atmosphere of Chicago.
Address: 201 E Randolph St, Chicago, IL 60602.
3. Visit the Field Museum to See Sue, the Famous T-Rex
The Field Museum is a must-visit for history and science enthusiasts. It is home to Sue, the largest and most complete Tyrannosaurus rex skeleton ever discovered. This impressive fossil is a highlight among millions of specimens in the museum.
You can explore various exhibitions focusing on everything from ancient Egypt to the diversity of life on Earth. The museum also features interactive exhibits, allowing for hands-on learning experiences. Kids adore the Ancient Eygpt exhibit where they can see mummies and artifacts up close.
Don’t miss the chance to immerse yourself in the environment of a rain forest or a replica of an African savanna. There’s plenty of engaging signage that makes learning fun for all ages.
As you stroll through the museum, take time to appreciate the stunning architecture too. The building itself is an excellent example of neoclassical design, making the visit even more special.
Plan to spend several hours at the Field Museum, as it promises a captivating journey into the past.
Address: 1400 S Lake Shore Dr, Chicago, IL 60605.
4. Attend the Chicago Gourmet Food Festival in Grant Park
Chicago Gourmet is a culinary extravaganza that food lovers should not miss. It is held annually in Grant Park, bringing together top chefs, food enthusiasts, and local restaurants. You can enjoy tastings, cooking demonstrations, and wine pairings.
Indulge in gourmet bites from some of Chicago’s best eateries. You will find everything from savory appetizers to delectable desserts, showcasing local flavors. This festival is a fantastic way to discover new dishes and chefs in the city.
Additionally, there are master classes; learn about unique cooking techniques from the pros. Engaging with chefs provides insight into their culinary inspirations and more about food preparation.
Enjoy live music that complements the festive atmosphere as you sip on exquisite wines. With various booths and vendors, there’s never a dull moment at this food lover’s paradise.
It’s an excellent opportunity to gather with friends and savor delicious creations while celebrating the vibrant food culture of Chicago.
Address: 337 E Randolph St, Chicago, IL 60601.
5. Walk Along the Chicago Riverwalk and Admire the Skyline Views
The Chicago Riverwalk is a scenic pathway that hugs the Chicago River. Walking here is a delightful experience, offering stunning views of the iconic skyline. You can enjoy the fresh air and watch boats cruising along the river.
This picturesque promenade features various public art installations and seating areas. It’s an excellent spot to relax and take in the hustle and bustle of the city. Picture yourself sipping coffee while watching the world go by!
There are several eateries along the Riverwalk where you can grab a bite or a drink. Enjoy everything from casual cafés to nice restaurants with outdoor seating. Dining with a view of the river makes for a memorable experience.
The Riverwalk also hosts events and festivals throughout the year, so there is always something happening. It’s a lively space that brings the community together and showcases local talents.
A stroll along the Chicago Riverwalk adds a unique dimension to your city experience, showcasing both natural beauty and urban flair.
Address: Chicago Riverwalk, Chicago, IL 60601.
6. Experience the Shedd Aquarium and Its Incredible Marine Exhibits
The Shedd Aquarium is a top destination for marine life lovers. It features thousands of aquatic animals, including sharks, dolphins, and colorful fish. The stunning exhibits immerse you in underwater environments from around the world.
Meet the playful Pacific white-sided dolphins as they showcase their acrobatics during live shows. The grand Oceanarium houses various marine animals and features a beautiful coral reef display, making it a must-see attraction.
Explore the Amazon Rising exhibit, mimicking the Amazon Rainforest environment. Encounter exotic species like piranhas and manatees as you walk through this lush habitat.
The interactive touch pools allow visitors to get hands-on with gentle sea creatures like stingrays and starfish. These experiences are not only fun but also educational, delivering memorable learning moments.
With its commitment to conservation and education, the Shedd Aquarium guarantees a fantastic day for individuals and families alike!
Address: 1200 S Lake Shore Dr, Chicago, IL 60605.
7. Discover the History of the City at the Chicago History Museum
The Chicago History Museum is a window into the city’s vibrant past. You can explore exhibits that include artifacts from the Great Chicago Fire to the stories of Chicago’s diverse communities. Each exhibit tells a unique story about this dynamic city.
Interactive displays make the history engaging and fun for all ages. Families can enjoy scavenger hunts or workshops that allow for hands-on learning experiences. You can delve deeper into Chicago’s culture and events that shaped the city.
A highlight is the “Chicago: Crossroads of America” exhibit, which showcases the city’s role in shaping American history. Learn about its transformation from a small settlement to a major metropolis.
The museum also offers guided tours showcasing Chicago’s architectural significance. Knowledgeable guides provide fascinating insights that elevate your understanding of the cityscape.
Visiting the Chicago History Museum is a wonderful way to deepen your appreciation for the city’s rich heritage.
Address: 1601 N Clark St, Chicago, IL 60614.
8. Take a Boat Tour on Lake Michigan for Breathtaking Water Views
What better way to experience Chicago than through a boat tour on Lake Michigan? The skyline viewed from the water is simply breathtaking. You can choose from various tours, including architectural boat tours or fun sightseeing cruises.
Many tours highlight Chicago’s iconic architecture while providing informative narratives about the buildings and their histories. You’ll see famous landmarks while enjoying the gentle motion of the waves.
During the summer, sunset cruises are popular. They offer a romantic setting with stunning views as the sun sets over the skyline and the horizon. It’s a memorable experience capturing the beauty of Chicago from a different angle.
Don’t forget to keep your camera handy. The photo opportunities are endless, with the city creating a stunning backdrop for your memories.
Taking a boat tour is a fun-filled and relaxing way to enjoy the scenery of the Windy City.
Address: 112 E Wacker Dr, Chicago, IL 60601 (departure point).
9. Enjoy Live Music at the Chicago Blues Festival in the Loop
The Chicago Blues Festival is a must-visit event for music lovers. It is held annually in the Loop and celebrates the rich blues history that Chicago embodies. The festival showcases incredible live performances from both up-and-coming and legendary artists.
You can enjoy multiple stages featuring various genres of blues, including traditional, soul, and contemporary blues sounds. Each performance creates an electrifying atmosphere invigorating the heart and soul of the city.
The festival allows for casual exploration in the Loop, where you can discover local vendors, art, and delicious food pairing perfectly with live music. Sample some of Chicago’s famous deep-dish pizza while tapping your feet to the rhythm!
Throughout the festival, you can connect with other music enthusiasts, making lasting memories. If you’re lucky, you might get a chance to see a few surprise guests join in on the jam.
Whether you’re a lifelong blues fan or just looking to have some fun, the Chicago Blues Festival promises unforgettable experiences.
Address: Various locations in the Loop, Chicago, IL 60601.
10. Explore the Vibrant Street Art Scene in the Pilsen Neighborhood
Pilsen is known for its vibrant street art, showcasing incredible murals that tell the stories of the community. Walking through this neighborhood feels like stepping into an outdoor gallery. You can admire the dynamic and colorful artwork covering buildings and alleyways.
Many murals are created by local artists, reflecting Chicago’s cultural heritage and social issues. Guided mural tours are available, providing insights into the meanings behind the artwork and the artists themselves.
As you explore, you can stop by local shops, cafes, and galleries. Pilsen’s rich heritage adds depth to your experience; some cafes serve traditional Mexican cuisine that’s not to be missed.
The neighborhood also hosts annual arts events and festivals that highlight the creative spirit of its residents. Mural festivals bring artists together to create new works and invite community participation.
Whether you’re an art lover or simply want to enjoy a lively atmosphere, Pilsen offers a fantastic day of discovery.
Address: Pilsen Neighborhood, Chicago, IL 60608.
11. Visit Lincoln Park Zoo and Enjoy the Lush Gardens and Wildlife
Lincoln Park Zoo is a beautiful, free attraction in Chicago. Nestled in Lincoln Park, it provides stunning landscapes and a wide variety of animals. This family-friendly destination is perfect for animal lovers and nature enthusiasts alike.
You can explore habitats filled with animals from around the world, including lions, gorillas, and snow leopards. The zoo focuses on conservation and education, making learning about wildlife fun and engaging.
The picturesque gardens surrounding the zoo offer peaceful spots to relax. Enjoy a leisurely stroll through the conservatory, which showcases beautiful floral displays and various plant species.
Fun events and activities are scheduled throughout the year, including seasonal festivals and educational programs. The zoo’s commitment to animals and community engagement ensures there’s always something exciting happening.
Whether you’re visiting with kids or enjoying a peaceful outing alone, Lincoln Park Zoo provides a delightful experience amidst nature.
Address: 2001 N Clark St, Chicago, IL 60614.
12. Walk Through the Historic Architecture of the Chicago Loop
The Chicago Loop is a treasure trove of historic architecture. Walking through this area, you’ll encounter stunning buildings that represent various architectural styles. From classic skyscrapers to unique art deco designs, the Loop offers a feast for the eyes.
Popular landmarks include the Willis Tower, formerly known as the Sears Tower, and the Chicago Board of Trade Building. Each structure tells a story about the city’s rich history and development. Guided architecture tours are available for a more in-depth look at these fascinating buildings.
Enjoy surprises at every turn as you stroll through the bustling streets filled with shops, cafes, and attractions. The blend of modern developments and historic sites gives the Loop its unique character.
The Loop is also home to multiple theaters and cultural institutions. You can catch a play or visit a gallery, enriching your experience further.
Exploring the Chicago Loop is a great way to appreciate the city’s evolution and its architectural gems.
Address: Chicago Loop, Chicago, IL 60602.
13. Participate in a Food Tour in the West Loop to Taste Local Cuisine
The West Loop is a culinary hotspot, and a food tour is the perfect way to explore this vibrant neighborhood. You’ll experience a variety of flavors, from gourmet dishes to classic Chicago-style foods. Guided tastings will take you to some of the trendiest restaurants and markets.
As you walk from stop to stop, you’ll learn about the food culture and history of the area. The narratives shared by local chefs and guides add depth to your culinary journey. Many food tours feature well-known favorites, including deep-dish pizza and Chicago-style hot dogs.
Sample dishes from local vendors and celebrated restaurants offering their signature bites. Many tours also showcase food markets and unique shops where you can purchase local ingredients.
Food tours are a fantastic social experience. You’ll meet fellow food enthusiasts and bond over your shared love of delicious meals. The expert guides ensure that you discover hidden gems you might not find on your own.
Joining a food tour in the West Loop makes for a fun and tasty adventure through Chicago’s food scene!
Address: West Loop, Chicago, IL 60607.
14. Visit the Museum of Science and Industry for Interactive Exhibits
The Museum of Science and Industry is a leading destination for learning through exploration. This massive museum features more than 400,000 square feet of interactive exhibits, making it one of the largest science museums in the Western Hemisphere. Here, you can engage with science and technology in a fun and memorable way.
You can explore fascinating topics like space, trains, and energy through hands-on installations. The U-505 Submarine exhibit, an actual World War II submarine, offers a unique glimpse into history. Visitors can even enter and explore the submarine’s interior!
The museum also features live demonstrations and immersive shows, drawing visitors into the world of science. Whether it’s a demonstration in chemical reactions or an engaging planetarium show, there’s something for everyone.
Interactive exhibits cater to learners of all ages, inspiring curiosity and creativity. Families can bond while exploring exhibits designed to be educational and entertaining for children and adults alike.
A visit to the Museum of Science and Industry guarantees an exciting day filled with discovery!
Address: 5700 S Lake Shore Dr, Chicago, IL 60637.
15. Enjoy a Relaxing Afternoon at Chicago’s Navy Pier
Navy Pier is an iconic entertainment and recreation destination for visitors of all ages. With its beautiful views of Lake Michigan, it is the perfect place to spend an afternoon unwinding. You can take a leisurely stroll along the pier while enjoying the sights and sounds of the waterside.
Visitors can enjoy rides at the amusement park, including the iconic Ferris Wheel offering stunning views of the skyline. Don’t miss the chance to grab street food or dine in one of the several restaurants overlooking the lake.
The pier is also home to theaters, shops, and art galleries that enhance your experience. Check the schedule for events such as live performances, festivals, and fireworks during the summer months.
Families can take part in interactive exhibits at the Children’s Museum, making it a fun place for kids. The pier’s vibrant atmosphere creates a lively backdrop for making memories.
A visit to Navy Pier is a delightful way to enjoy the outdoors while soaking in the lively spirit of Chicago.
Address: 600 E Grand Ave, Chicago, IL 60611.
16. Check out the Vendors and Live Entertainment at the Chicago Apple Fest
The Chicago Apple Fest is an annual celebration of all things apple. Held in the beautiful Lincoln Square neighborhood, this fall festival features local vendors offering delicious apple-based products. You can sample everything from fresh apple cider to homemade apple pies!
The atmosphere is family-friendly and filled with fun activities. Kids can enjoy apple-related games and crafts while parents shop from local artisans and growers. Live music adds to the festive ambiance, creating a lively community spirit.
Throughout the festival, don’t miss the chance to attend cooking demonstrations showcasing creative apple recipes. These demonstrations inspire visitors to try their hand at making their favorite dishes at home.
The festival highlights not only the joy of apples but the importance of local farms and food producers. It’s a great opportunity to connect with the community and support local businesses.
Visiting the Chicago Apple Fest is a delightful way to embrace the season and indulge in all things apple!
Address: Lincoln Square, Chicago, IL 60625.
17. Go on an Architectural River Cruise to Learn About Chicago’s Skyline
An architectural river cruise is a fantastic way to explore Chicago’s skyline. As you glide along the Chicago River, knowledgeable guides share insights about the city’s iconic buildings. You will learn about famous architects and the history behind these stunning structures.
From the historic Tribune Tower to the modern Willis Tower, you will see how the skyline has evolved over the years. The cruise offers a unique perspective on the city’s architectural diversity while providing photo opportunities to capture breathtaking views.
Many tours offer narrations by experts in architecture and design, ensuring you leave with a deeper appreciation of the structures that define Chicago. Notably, the evening cruises allow you to enjoy the skyline at sunset with dazzling colors reflecting on the water.
Relax on the open deck as the captain skillfully navigates through the heart of the city. The ambiance is perfect for both locals and tourists to engage with Chicago’s architectural beauty.
Don’t miss out on this memorable experience to learn more about the Windy City while enjoying a scenic boat ride!
Address: 112 E Wacker Dr, Chicago, IL 60601 (departure point).
18. Explore the National Museum of Mexican Art in Pilsen
The National Museum of Mexican Art is a cultural gem located in the Pilsen neighborhood. It showcases a rich collection of Mexican art spanning over 3,000 years. You can explore contemporary and traditional works that celebrate Mexican culture and heritage.
The museum features a variety of exhibitions, from stunning paintings to intricate textiles and folk art. Regularly changing exhibits ensure there’s always something new to see, making each visit unique.
This museum is dedicated to preserving Mexican culture and striving to educate visitors about its rich history. Admission is free, making it accessible for everyone interested in discovering the art and contributions of Mexican artists.
Interactive educational programs, workshops, and community events are also available. They promote engagement and inspire the next generation of artists and art lovers.
A visit to the National Museum of Mexican Art is a chance to immerse yourself in the vibrant culture and artistic expression of Mexico.
Address: 1852 W 19th St, Chicago, IL 60608.
19. Attend a Chicago Cubs Game at Wrigley Field
Wrigley Field is an iconic baseball stadium and a must-visit for sports enthusiasts. Home to the Chicago Cubs, it is one of the oldest ballparks in Major League Baseball. Attending a game here is an unforgettable experience, especially if you’re a sports fan!
As you enter, feel the excitement in the air. The historic marquee, the ivy-covered outfield walls, and the classic scoreboard add to the stadium’s charm. Enjoy the lively atmosphere filled with fans cheering for the home team.
While you’re there, indulge in traditional ballpark snacks, like hot dogs, popcorn, and peanuts. The bandwagon experience includes a variety of vendors offering tasty options to satisfy your cravings during the game.
Besides watching the Cubs, attendees enjoy the fan interactions and promotions in between innings. Cheer on the Cubs as they compete for victory while immersing yourself in this quintessential American pastime.
Experiencing a game at Wrigley Field is sure to leave lasting memories, while also connecting you to the heart of Chicago’s sports culture!
Address: 1060 W Addison St, Chicago, IL 60613.
20. Try Deep-Dish Pizza at a Famous Local Pizzeria like Giordano’s or Lou Malnati’s
No trip to Chicago would be complete without indulging in deep-dish pizza. This iconic dish is a defining feature of the city’s cuisine. Two of the most famous spots to try are Giordano’s and Lou Malnati’s, both offering delicious and satisfying slices.
Giordano’s is known for its stuffed deep-dish pizza that features layers of cheese and toppings encased in a buttery crust. The flavors blend together, creating a comfort food experience that is simply glorious. Don’t forget to order with extra cheese!
Lou Malnati’s, on the other hand, prides itself on using high-quality ingredients, delivering their signature dish with a crispy crust and rich tomato sauce. Their pies create a delightful balance of textures and flavors that leave you wanting more.
Both restaurants have friendly atmospheres and a culture of hospitality; it’s an excellent place to gather with friends and family. Enjoy the experience of dining in or take your pizza for a stroll while exploring the city.
Tasting deep-dish pizza is a delicious rite of passage while discovering Chicago’s thriving food scene!
Address: Multiple locations for both Giordano’s and Lou Malnati’s.
Final Thoughts
Chicago, with its vibrant culture and diverse attractions, offers endless opportunities for exploration. Whether you are awestruck by its stunning architecture, indulging in delicious cuisine, or immersing yourself in the city’s rich history, there is something for everyone. Don’t forget to check out more of Chicago’s diverse food offerings, including Unique Street Food Tours, as you explore.
Each experience contributes to the character of this dynamic city, making it a destination worth revisiting time and again. So pack your bags and get ready to discover the Windy City—where adventure, creativity, and unforgettable memories await!