25 Best & Fun Things to Do in Chicago September 23

September 23 is a great time to enjoy the vibrant city of Chicago. With its stunning skyline and beautiful parks, there is always something happening. From art events to music festivals, this day is packed with fun activities for everyone. Whether you are a local or visiting for the first time, you’ll find plenty to keep you entertained.

In this guide, we will be looking at some amazing things to do in Chicago on September 23. You can catch a live concert in the park, visit local art galleries, or simply stroll along the waterfront. Whatever your interests, Chicago has something special waiting for you!

Things to Do in Chicago September 23

1. Visit Millennium Park

Millennium Park is a must-see destination in Chicago. It features the famous Cloud Gate, also known as “The Bean,” which is a stunning reflective sculpture. People from all over the world come here to take photos and enjoy the park’s atmosphere.

Besides the Bean, the park offers beautiful gardens, public art installations, and green spaces. You can relax on the lawn or participate in seasonal events. The park frequently hosts free concerts and public performances.

A walk through the park will also lead you to the Jay Pritzker Pavilion. This outdoor concert venue has exceptional acoustics and stunning architecture. It’s a great spot to enjoy live music during summer months.

As you explore, make sure to visit the Crown Fountain. This interactive fountain displays video images of Chicagoans and provides a fun place for families, especially kids, to cool off on hot days.

Visiting Millennium Park is an enjoyable experience for all ages. It perfectly captures the vibrant spirit of Chicago and is ideal for a day out.

Address: 201 E Randolph St, Chicago, IL 60602.

2. Walk the Chicago Riverwalk

The Chicago Riverwalk is a delightful way to experience the city. This scenic pathway stretches for nearly two miles along the Chicago River. Here you can enjoy beautiful views of the skyline and the vibrant river life.

As you walk, take in the stunning architecture of the buildings lining the river. You will find plenty of benches and sitting areas to relax. This spot is perfect for people-watching or simply enjoying the city’s energy.

The Riverwalk also features several waterfront restaurants and cafes. Grab a drink or meal and enjoy it al fresco with a river view. Many spots offer unique Chicago cuisine, from deep-dish pizza to gourmet dishes.

If you’re interested in water activities, consider renting a kayak or taking a boat tour. This gives you a different perspective of Chicago’s famous architecture.

Walking the Chicago Riverwalk is an authentic experience that showcases the beauty and vibrancy of this bustling city.

Address: 400 N Michigan Ave, Chicago, IL 60611.

3. Discover The Art Institute of Chicago

The Art Institute of Chicago is one of the oldest and largest art museums in the United States. It houses a vast array of artworks spanning different periods and styles. From Impressionist masterpieces to contemporary art, there’s something for everyone.

Start your visit with iconic pieces like Grant Wood’s American Gothic and Georges Seurat’s A Sunday on La Grande Jatte. These artworks are not only beautiful but also significant in the art world.

The museum organizes various temporary exhibitions, so check what’s on during your visit. With engaging installations and art talks, there’s always something new to explore.

In addition to visual arts, the museum has a lovely café where you can relax and grab a bite. The gardens outside are also a beautiful place for a break.

Visiting the Art Institute is a fantastic way to immerse yourself in culture while connecting with the artistic heritage of Chicago.

Address: 111 S Michigan Ave, Chicago, IL 60603.

4. Experience 360 CHICAGO Observation Deck

For breathtaking views of Chicago, head to the 360 CHICAGO Observation Deck. Located on the 94th floor of the John Hancock Center, this deck offers panoramic views of the skyline, Lake Michigan, and the surrounding areas.

Take the elevator ride up and step out onto the observation deck. You can walk around and enjoy the spectacular sights. On clear days, you can see for miles, providing amazing photo opportunities!

A highlight of your visit is the TILT experience. This thrilling feature tilts you out over the edge of the building for an exhilarating view of the streets below. It’s not for the faint-hearted!

The deck also features interactive displays that teach you about Chicago’s history and architecture. You can learn fun facts about the buildings you see from up high.

Visiting the 360 CHICAGO Observation Deck is an unforgettable experience that should not be missed while in the city.

Address: 875 N Michigan Ave, Chicago, IL 60611.

5. Explore the Field Museum

The Field Museum is home to an incredible collection of natural history exhibits. You’ll find everything from ancient fossils to contemporary cultural artifacts. It’s one of the largest natural history museums in the world.

Make sure to see Sue, the most famous T-Rex fossil. This remarkable skeleton offers insights into the life of dinosaurs. You can even explore how scientists study bones and fossils.

The museum also features exhibitions on ancient civilizations, including Egypt and the Americas. Interactive displays make learning fun for visitors of all ages.

Another highlight is the Life on Earth exhibition, which showcases diverse ecosystems and the creatures that inhabit them. It’s an educational experience that emphasizes conservation.

Visiting the Field Museum makes for an exciting day filled with learning and discovery. It’s perfect for families and anyone interested in science and history.

Address: 1400 S Lake Shore Dr, Chicago, IL 60605.

6. Take a Chicago Architecture River Cruise

A Chicago Architecture River Cruise is a fantastic way to explore the city’s stunning skyline. These boat tours provide unique views of iconic buildings and historic structures along the Chicago River.

During the cruise, knowledgeable guides share interesting stories and facts about the buildings. You’ll learn about Chicago’s architectural history, including the styles and influences that shaped the city.

The cruise usually lasts around 90 minutes, giving you plenty of time to take photos and enjoy the views. You’ll pass by famous landmarks such as the Willis Tower and Tribune Tower.

Many cruises also offer refreshments and snacks onboard, making your experience even more enjoyable. Relax while taking in the scenery with a drink in hand.

Doing an architecture river cruise is a memorable and informative way to see Chicago from the water.

Address: 112 E Wacker Dr, Chicago, IL 60601.

7. Spend a day at Navy Pier

Navy Pier is a lively destination packed with fun activities for everyone. It’s a bustling waterfront area featuring shops, restaurants, and attractions. You can easily spend a whole day here enjoying various experiences.

A major attraction is the iconic Ferris wheel, offering stunning views of the city and Lake Michigan. It’s a perfect spot for photos and family fun. You can also explore other rides and attractions suitable for all ages.

Navy Pier also hosts numerous festivals and events throughout the year. Be sure to check the schedule for concerts, markets, and cultural celebrations during your visit.

For dining, there are many options ranging from casual eateries to fine dining. Fresh seafood options are plentiful, thanks to its location by the lake.

Visiting Navy Pier guarantees a day filled with excitement, entertainment, and memorable moments.

Address: 600 E Grand Ave, Chicago, IL 60611.

8. Catch a game or tour at Wrigley Field

Wrigley Field, home of the Chicago Cubs, is a historic baseball stadium that any sports fan should visit. The venue has a charming, old-fashioned atmosphere that adds to the excitement of catching a game.

Even if you aren’t a baseball enthusiast, guided tours are available, showcasing the rich history of the stadium. You’ll learn about its iconic features and stories of memorable moments in Cubs history.

Try to catch a game during the season. The energetic crowd and traditional ballpark snacks enhance the experience. Fans often gather at nearby bars and restaurants before and after the game to continue the fun.

The surrounding streets come alive on game days, filled with fans celebrating their team spirit. It’s a unique part of Chicago culture that you should experience.

Wrigley Field offers an authentic glimpse into America’s pastime and is a wonderful spot for family and friends.

Address: 1060 W Addison St, Chicago, IL 60613.

9. Visit Lincoln Park Zoo

Lincoln Park Zoo offers a fun day out for families and animal lovers. Admission is free, making it accessible to everyone. The zoo features a diverse range of animals, from big cats to exotic birds.

As you stroll through the zoo, you’ll encounter various exhibits dedicated to animal conservation. The variety of habitats allows visitors to learn about animals from different parts of the world.

The zoo also has beautiful gardens and green spaces for relaxing. You can picnic or simply unwind in the shade of the trees. It’s a lovely way to spend time outdoors in the city.

Be sure to check the schedule for animal feedings and educational programs. These events offer an engaging way to learn more about the animals.

Visiting Lincoln Park Zoo is a memorable experience that lets you enjoy nature right in the heart of Chicago.

Address: 2001 N Clark St, Chicago, IL 60614.

10. Explore the Museum of Science and Industry

The Museum of Science and Industry is a fascinating place that welcomes curious minds. It showcases a variety of engaging exhibits about science, technology, and innovation. It’s great for visitors of all ages.

From the U-505 Submarine to the Coal Mine exhibit, there’s plenty to see and do. Interactive displays invite visitors to learn through hands-on experiences. Kids especially enjoy exploring the various science demonstrations.

The museum also offers special features, such as live science shows. These entertaining presentations spark interest in scientific concepts and discoveries.

There’s a café inside where you can take a break and enjoy a meal or snack. After your exploration, you can unwind before continuing your adventure.

Visiting the Museum of Science and Industry is an exciting journey through innovation and the sciences, making it a fantastic family outing.

Address: 5700 S Lake Shore Dr, Chicago, IL 60637.

11. Enjoy the views from the Willis Tower Skydeck

The Willis Tower Skydeck is a must-visit for stunning views of Chicago. This iconic building, formerly known as the Sears Tower, offers breathtaking panoramas from the 103rd floor. It’s a great way to see the vast metropolitan area.

Stand out on the glass ledge, known as “The Ledge,” which juts out over the city. It’s a thrilling experience, perfect for grabbing unforgettable photos. Don’t forget to check out the interactive displays that provide insights into the city’s history.

During your visit, you can take your time exploring the Skydeck and soaking in the views. On clear days, you can see up to four states from the observation deck!

Arriving early is advisable to avoid lines, especially during peak hours. This can ensure you have more time to enjoy the sights.

Visiting the Willis Tower Skydeck is an essential experience that showcases the beauty of Chicago from above.

Address: 233 S Wacker Dr, Chicago, IL 60606.

12. Visit the Shedd Aquarium

The Shedd Aquarium is a delightful destination for marine life enthusiasts. It houses a vast collection of aquatic animals from around the world. Visitors can see everything from playful dolphins to colorful fish and fascinating reptiles.

Interactive exhibits make learning about marine ecosystems fun. You can watch live shows featuring dolphins and other sea creatures. These presentations are not just entertaining, but also educational, promoting awareness about ocean conservation.

The aquarium also hosts seasonal events and special exhibits, so there’s often something new to see. Be sure to check the schedule before your visit.

After exploring the exhibits, you can enjoy lunch at the café overlooking Lake Michigan. It’s a relaxing spot to take a break.

Visiting the Shedd Aquarium provides an enriching experience for those passionate about the ocean and its inhabitants.

Address: 1200 S Lake Shore Dr, Chicago, IL 60605.

13. Take a stroll through Grant Park

Grant Park is a beautiful urban oasis in the heart of Chicago. Often referred to as “Chicago’s Front Yard,” this expansive park offers green spaces, gardens, and public art installations. It’s an ideal place for a leisurely stroll or a picnic.

Within the park, you can visit attractions like the Buckingham Fountain. This iconic landmark features stunning water displays and is a favorite among visitors for photos. The park also hosts various festivals and community events throughout the year.

Walking paths wind through well-tended gardens, making it easy to enjoy nature without leaving the city. It’s a great place to relax and escape the city’s bustle.

Grant Park beautifully connects various neighborhoods, making it a central gathering spot for locals and tourists alike. You can even catch concerts and performances held here during summer evenings.

A visit to Grant Park offers a breath of fresh air and a chance to take in the beauty of Chicago.

Address: 337 E Randolph St, Chicago, IL 60601.

14. Experience the Chicago History Museum

The Chicago History Museum offers an insightful journey into the city’s rich past. It features engaging exhibits that cover everything from the Great Chicago Fire to the city’s role in the development of industry and culture.

You can explore artifacts, photographs, and interactive displays that bring history to life. The museum often hosts events and programs aimed at deepening your understanding of Chicago’s heritage.

A highlight of your visit may be the original Lincoln Park exhibit, detailing the impact of President Abraham Lincoln on the city. This exhibit dives into significant events that shaped the nation.

The museum shop offers unique Chicago-themed gifts and books, perfect for memory keeping.

Visiting the Chicago History Museum is an enriching experience that connects you with the city’s fascinating stories.

Address: 1601 N Clark St, Chicago, IL 60614.

15. Join a food tour in the West Loop

Joining a food tour in the West Loop allows you to indulge in Chicago’s culinary scene. This neighborhood is renowned for its trendy restaurants and diverse food offerings. A guided tour will take you to several top spots.

As you explore, you’ll taste iconic dishes, such as deep-dish pizza and gourmet sandwiches. The tour will often include tastings at artisanal shops and local eateries, highlighting the area’s unique flavors.

Your guide will share stories about the neighborhoods, providing insights into the local food culture. The experience is informative as well as delicious!

Food tours are a great way to experience Chicago beyond standard tourist fare. They also allow you to meet other food lovers and discover hidden gems.

Whether you’re a foodie or simply love to try new things, a food tour in the West Loop makes for a memorable outing.

Address: 1513 S Wabash Ave, Chicago, IL 60605.

16. Walk through the Chicago Botanical Garden

The Chicago Botanical Garden is a breathtaking destination for nature lovers. Located in the suburbs, it features 385 acres of beautiful landscapes and diverse plant collections. It’s the perfect place to escape the city’s hustle.

Explore the various themed gardens, including a Japanese Garden that offers tranquility and beauty. Each garden features paths and seating areas to enjoy the scenery.

You can also find educational exhibits and programs that teach about plants and gardening. Family-friendly activities are often available, making it a great spot for visitors of all ages.

Visiting during different seasons offers unique experiences as the gardens bloom and change. Don’t miss the stunning colors in spring and the fall foliage!

Whether you’re looking for relaxation or inspiration, the Chicago Botanical Garden is a beautiful oasis that delights all who visit.

Address: 1000 Lake Cook Rd, Glencoe, IL 60022.

17. See a show at The Chicago Theatre

The Chicago Theatre is an iconic venue that offers a chance to see world-class performances. Known for its stunning architecture, it’s a historic landmark in the city. Attending a show here is an unforgettable experience.

The venue hosts a variety of performances, from concerts to theater productions. It’s worth checking the calendar for upcoming events and shows during your visit.

Before the show, take a moment to admire the grand marquee and the intricate interior decor. The theatre’s rich history enhances the overall experience, making it truly special.

You can also participate in guided tours that share insights into the theatre’s background and significance in Chicago’s cultural scene. These tours provide a deeper appreciation of the performing arts history.

Visiting The Chicago Theatre allows you to immerse yourself in the vibrant arts culture that this city has to offer.

Address: 175 N State St, Chicago, IL 60601.

18. Visit the Chicago Cultural Center

The Chicago Cultural Center is a hidden gem located in downtown Chicago. This stunning building features beautiful architecture and offers free public programs. Visitors can explore various art exhibits, performances, and workshops.

One of the major highlights is the stunning Tiffany Dome, which showcases intricate glass mosaics. It’s a breathtaking sight that draws many photographers and art lovers.

The center also hosts a range of cultural events and activities throughout the year. Free concerts, art exhibitions, and lectures are designed to engage the community and celebrate Chicago’s diversity.

A visit is not complete without exploring the resource library that offers materials about Chicago’s cultural history. It’s a fantastic place to learn and discover more about the city.

Exploring the Chicago Cultural Center enhances your understanding of the city’s arts and culture scene, making it a worthwhile stop.

Address: 78 E Washington St, Chicago, IL 60602.

19. Explore the Museum of Contemporary Art

The Museum of Contemporary Art (MCA) is a hub for modern art enthusiasts. It features groundbreaking contemporary art from both established and emerging artists. The museum’s dynamic exhibits change regularly, ensuring there’s always something new to see.

Explore the thought-provoking installations, paintings, and sculptures that challenge perceptions and provoke conversations. Many exhibits focus on relevant social issues, making the art even more impactful.

The MCA also hosts events like artist talks, performances, and film screenings, enriching the visitor experience. Occasionally, special exhibits may feature works from notable contemporary artists.

Don’t forget to stop by the museum’s café, which serves refreshments and offers views of the outdoor sculpture garden. It’s a relaxing spot to rest after exploring the galleries.

Visiting the Museum of Contemporary Art is an inspiring journey into the world of modern creativity and innovation.

Address: 220 E Chicago Ave, Chicago, IL 60611.

20. Visit the Adler Planetarium

The Adler Planetarium is a fantastic place for stargazers and science enthusiasts. It is the first planetarium in the United States and features state-of-the-art exhibits about astronomy and space exploration. Visitors can explore the universe through engaging displays.

The planetarium offers incredible shows in its domed theaters that take you on journeys through the cosmos. This immersive experience is both educational and awe-inspiring. It’s an excellent way to learn about celestial phenomena.

Don’t miss the outdoor sky observatory where you can gaze through telescopes at the stars and planets, especially during special events.

The Adler also features interactive exhibits where you can learn about space missions and astronomy’s impact on daily life. It’s perfect for families and anyone with a curiosity about the universe.

Visiting the Adler Planetarium sparks your imagination and deepens your appreciation for the wonders of space.

Address: 1300 S Lakeshore Dr, Chicago, IL 60605.

21. Take a bike ride along the Lakefront Trail

The Lakefront Trail is a scenic 18-mile path that runs along the edge of Lake Michigan. It offers breathtaking views of the lake and the Chicago skyline. Biking along this trail is a refreshing way to enjoy the outdoors.

You can rent bikes from various rental stations along the route. The path is well-maintained, making it accessible for cyclists of all skill levels. It’s also shared with joggers and walkers, creating a vibrant atmosphere.

As you ride, you can stop at parks, beaches, and other attractions along the way. Several spots allow you to relax or picnic by the water. Make sure to pack some snacks!

The trail is especially beautiful during the sunset, providing a picturesque backdrop to your ride. It’s a popular spot for both locals and tourists.

Taking a bike ride along the Lakefront Trail combines exercise and enjoyment in one of Chicago’s most beautiful settings.

Address: 1800 N Lake Shore Dr, Chicago, IL 60614.

22. Visit the American Writers Museum

The American Writers Museum celebrates the spirit of writing and the influence of authors in American culture. It features exhibits highlighting the works of iconic writers throughout history. Literature lovers will find this museum engaging and inspiring.

The museum showcases interactive installations, allowing visitors to dive deeper into the writing process. You can explore the influence of literature on society and culture through educational displays.

Participate in writing workshops and events that the museum hosts regularly. It’s a fantastic way to enhance your own writing skills and creativity.

Be sure to check the schedule for special exhibitions focusing on notable American authors. These exhibits offer unique insights into their lives and legacies.

Visiting the American Writers Museum is a wonderful experience that captures the joy and importance of storytelling in our world.

Address: 180 N Michigan Ave, Chicago, IL 60601.

23. Check out the Pilsen neighborhood murals

Pilsen is a vibrant neighborhood known for its rich cultural scene and stunning street murals. This area is filled with colorful artwork that reflects the community’s heritage and diversity. A walk around Pilsen is a visual treat.

Art enthusiasts will enjoy exploring the murals, which are often created by local artists. Each piece tells a story or conveys a powerful message about culture and identity. It’s a unique way to experience neighborhood art.

Take a guided tour to learn more about the artists and their inspirations. Many tours provide insightful context about the murals and the history of Pilsen itself.

In addition to art, Pilsen boasts an array of celebrated restaurants and shops. You’ll find authentic Mexican cuisine, making it a culinary destination as well.

Exploring the murals of Pilsen offers a fantastic mix of art, culture, and food, perfect for a meaningful day out.

Address: 1824 S Blue Island Ave, Chicago, IL 60608.

24. Taste deep-dish pizza at Giordano’s

No trip to Chicago is complete without tasting its famous deep-dish pizza. Giordano’s is one of the top spots to experience this local culinary delight. Known for its stuffed crust, the pizza is hearty and packed with flavor.

When you visit, expect a warm and inviting atmosphere. Friendly staff welcomes you, and you can enjoy the bustling vibe of the restaurant. Order your pizza with a variety of toppings to customize your experience.

The preparation takes some time, as the pizzas are baked fresh. But the wait is well worth it for that first delicious slice. Every bite reveals layers of cheese, sauce, and your chosen toppings.

Pair your pizza with a classic Italian salad to complete your meal. Giordano’s also offers other Italian favorites for those looking to explore more of the menu.

Eating deep-dish pizza at Giordano’s is an essential Chicago experience, and it’s sure to satisfy your cravings!

Address: 730 N Rush St, Chicago, IL 60611.

25. Attend a local event or festival

Chicago hosts a plethora of local events and festivals throughout the year, celebrating the city’s diverse culture. Whether it’s a jazz festival, food event, or art fair, there’s always something happening in the city. Each neighborhood often has its own unique celebrations.

Check local listings to find out what events are scheduled during your visit. Popular events often feature live music, food vendors, and artisans showcasing their crafts. It’s a great opportunity to engage with the community and other visitors.

Many events are family-friendly, providing activities and entertainment for children. You can also find opportunities to learn about various cultures through music and art.

Attending a festival or event allows you to immerse yourself in Chicago’s vibrant spirit. It’s a rich experience that adds to your city adventure.

Don’t miss out on the chance to experience the local culture through these lively gatherings during your stay!

Address: Varies by event; check local listings for specific event addresses.

Final Thoughts

Chicago is a city that vibrates with life and culture. Each attraction offers a unique glimpse into its history, art, and gastronomy, making it a perfect destination for travelers of all interests. Whether you explore its iconic parks, dive into its culinary delights, or admire its stunning architecture, Chicago provides countless ways to create unforgettable memories.

As you plan your visit, take advantage of the diverse events happening throughout the city. Embrace the local culture, meet new people, and immerse yourself in the rich tapestry that defines Chicago. For wishful travelers looking to explore more of Illinois, consider checking out the top places to visit in Illinois. Your adventure will surely be one for the books, beckoning you to return time and again. And if you’re interested in nearby Joliet, explore what Joliet has to offer and make this trip even more memorable!