Chicago is a vibrant city full of exciting activities, especially during Labor Day weekend. Whether you’re a local or just visiting, there are plenty of fun events and attractions to enjoy. From music festivals to delicious food, you’ll find something for everyone. So, get ready to soak up the summer vibes and make the most of this long weekend!
Today, we’ll share some great things to do in Chicago over Labor Day weekend. We’ll cover events that are perfect for families, friends, and anyone looking to have a good time. So grab your sunglasses, and let’s see what Chicago has to offer!
Things To Do In Chicago Labor Day Weekend
1. Attend the Chicago Jazz Festival in Grant Park
The Chicago Jazz Festival is a celebration of music, culture, and community held in the magnificent Grant Park. Annually, this free event features renowned jazz musicians and emerging artists. Visitors can enjoy concerts from local talents and international stars alike, creating an incredible atmosphere of jazz appreciation.
The festival usually takes place over the Labor Day weekend. It transforms the park into a vibrant hub full of music, dance, and camaraderie. Attendees can bring picnic blankets or dance near the stage while soaking in the rhythm of the music. Various food vendors offer delicious snacks, enhancing the festival experience.
When you arrive, explore different stages showcasing various jazz styles. From traditional to modern jazz, there’s something for everyone. The festival also provides artist discussions, workshops, and film screenings related to jazz culture. These events add depth to the overall experience.
Whether you’re a jazz aficionado or new to the genre, the Chicago Jazz Festival is a delightful way to celebrate life through music. The festival is not only about listening; it’s also about connecting with others who share a passion for jazz.
Mark your calendar and make sure to experience this exciting event. You’ll leave with a newfound love for the jazz genre and fantastic memories.
Address: 337 E Randolph St, Chicago, IL 60601.
2. Visit the Art Institute of Chicago for its stunning collection
The Art Institute of Chicago is a treasure trove of artistic masterpieces. Established in 1879, it houses over 300,000 artworks, making it one of the oldest and largest art museums in the United States. The museum’s collection features everything from ancient artifacts to modern masterpieces.
As you enter, admire the iconic bronze lions at the entrance. Inside, enjoy works by famous artists like Grant Wood, Georgia O’Keeffe, and Vincent van Gogh. One highlight is “A Sunday on La Grande Jatte” by Georges Seurat, a classic example of pointillism. Each gallery reveals something new and captivating.
The museum also offers interactive exhibits, educational programs, and guided tours for a deeper understanding of the art. Take advantage of these offerings to enrich your visit. After exploring, relax at the museum café, where you can enjoy a light meal or refreshing drink.
Visiting the Art Institute is not just for art lovers; it’s an experience of cultural enrichment. Allow yourself plenty of time to explore its vast collection, as you’ll discover hidden gems in every corner.
Whether you’re an art enthusiast or simply curious, the Art Institute presents a delightful journey into creativity and inspiration.
Address: 111 S Michigan Ave, Chicago, IL 60603.
3. Explore the Lincoln Park Zoo, open free for all visitors
The Lincoln Park Zoo is a delightful green oasis in the midst of Chicago. Founded in 1868, it’s one of the oldest zoos in the United States and boasts free admission for all visitors. This makes it a perfect destination for families, animal lovers, and anyone looking for a fun day out.
As you stroll through the zoo, you’ll encounter a diverse range of animals, including lions, tigers, and bears. The zoo is home to over 1,000 animals from around the world. Each exhibit is designed to mimic the animals’ natural habitats, providing a more engaging experience for guests.
Don’t miss the chance to visit the charming Farm-in-the-Zoo. Here, you can interact with farm animals and learn about agriculture. It’s a hit with kids and offers a wonderful educational experience. Additionally, the beautiful gardens throughout the zoo create a scenic backdrop for your visit.
The Lincoln Park Zoo hosts events, such as concerts and nature walks, throughout the year. These activities foster a love for wildlife and conservation, making it more than just a zoo. It’s a fantastic place to connect with nature.
With its stunning surroundings and engaging activities, the Lincoln Park Zoo is a must-visit destination for anyone in Chicago.
Address: 2001 N Clark St, Chicago, IL 60614.
4. Take a boat tour on the Chicago River to admire the city skyline
Experience Chicago from a unique perspective by taking a boat tour on the Chicago River. This scenic journey allows you to admire the city’s stunning skyline while hearing stories about its iconic architecture. The tours run from spring to fall, making it a perfect activity during warmer months.
As you cruise along the water, knowledgeable guides point out famous buildings. You’ll see the Willis Tower, the John Hancock Center, and many more towering structures. The history and design of each building are fascinating, adding depth to your sightseeing experience.
Boat tours vary in duration and style. Some offer lunch or cocktails while you enjoy the views. Others focus solely on the architectural highlights, providing a more educational experience. Choose the one that suits your preference!
Don’t forget to take plenty of photos. The river provides fantastic vantage points for capturing the city’s beauty. As the sun sets, the skyline transforms with lights reflecting on the water, offering a magical atmosphere.
Taking a boat tour on the Chicago River is an unforgettable way to see the city. Make sure to add this adventure to your Chicago itinerary!
Address: 212 E Wisconsin St, Chicago, IL 60611.
5. Stroll along the Navy Pier and enjoy local dining and attractions
Navy Pier is a vibrant destination along Lake Michigan that offers fun for all ages. Stretching out for nearly a mile, this iconic pier features attractions like an amusement park, dining, shopping, and cultural events. A visit to Navy Pier is a must for a full Chicago experience!
As you walk along the pier, you’ll find the famous Ferris wheel, offering breathtaking views of the skyline and lake. Enjoy the thrill rides, or take a more relaxed stroll through the lovely gardens and public art installations. The atmosphere is lively, filled with street performers and families enjoying the day.
Don’t forget to explore the surrounding restaurants! From casual eateries to fine dining, there’s something to satisfy every craving. Savor local favorites or international cuisine while enjoying picturesque lake views. It’s a great way to take a break from exploring.
Navy Pier also hosts various events throughout the year, such as fireworks shows and festivals. Check the schedule to see what’s happening during your visit. There’s always something exciting to discover at the pier.
Whether you’re looking for adventure, good food, or simply a lovely place to walk, Navy Pier will delight your senses.
Address: 600 E Grand Ave, Chicago, IL 60611.
6. Participate in the Chicago Air and Water Show at North Avenue Beach
The Chicago Air and Water Show is one of the largest free admission events in the U.S. Held at North Avenue Beach, it attracts thousands of visitors every summer. This thrilling show features breathtaking aerial performances and stunning water displays.
Typically scheduled in August, the event showcases military and civilian aircraft. Expect to see acrobatic maneuvers, fast jets, and historic planes soaring through the sky. The sight of aircraft flying in perfect formation is truly awe-inspiring!
While the air show takes center stage, the water show also features impressive performances. Watch skilled jet skis, boats, and water-skiing acts while enjoying the beautiful backdrop of Lake Michigan. It’s a spectacular celebration of aviation and maritime skills.
Set aside time to stroll along the beach and soak in the sun. Many vendors offer snacks and drinks, allowing you to enjoy a full day of fun. Bring a blanket to sit on the beach and relax while watching the action unfold above you.
Attending the Chicago Air and Water Show is a uniquely exhilarating experience. Don’t miss your chance to be part of this exciting tradition!
Address: 1600 N Lake Shore Dr, Chicago, IL 60614.
7. Experience the Chicago Gourmet food festival in Millennium Park
Chicago Gourmet is a premier food festival held annually in Millennium Park. Celebrating the city’s culinary scene, this event showcases food from top restaurants, chefs, and artisans. If you love good food, you won’t want to miss this delicious gathering!
The festival features tastings, cooking demonstrations, and panel discussions. Visitors can sample dishes from various local chefs and discover new flavors. It’s a fantastic opportunity to try dishes that represent Chicago’s vibrant food culture.
Additionally, you can learn from acclaimed chefs during demonstrations. Watch as they share cooking tips and techniques, adding some valuable skills to your culinary repertoire. The atmosphere is lively, with plenty of opportunities to interact with food enthusiasts and professionals.
Don’t forget to pair your food tastings with drinks! Many vendors offer wine and cocktail pairings to enhance the flavors of the dishes. Enjoy live music while savoring exquisite cuisine in a beautiful park setting.
Chicago Gourmet is a feast for the senses. Mark your calendar and be part of this exceptional celebration of food in the heart of the city!
Address: 201 E Randolph St, Chicago, IL 60602.
8. Enjoy live music at the Pilsen Food Truck Festival
The Pilsen Food Truck Festival is a lively celebration of food, music, and culture in one of Chicago’s most vibrant neighborhoods. This annual event features a variety of food trucks offering delicious culinary delights from different cultures. Experience a taste of Pilsen’s rich heritage through its food and music.
As you savor delicious bites, enjoy live music performances from local artists. The festival features various genres, from salsa to rock, creating a lively atmosphere. It’s a great way to enjoy good food while listening to captivating music.
The Pilsen Food Truck Festival is not just about food and music; it also fosters community connections. It’s a place to meet friends, family, and fellow food lovers while celebrating local talents. The colorful murals and artistic vibe of the neighborhood add to the festival’s charm.
Take your time to explore all the food options. With so many trucks, there’s something for everyone. Don’t forget to capture the moments with photos of the delicious food and fun activities.
The Pilsen Food Truck Festival is a delightful experience filled with flavors and sounds that celebrate the heart of Chicago’s community.
Address: 18th & Ashland Ave, Chicago, IL 60608.
9. Visit the Field Museum to learn about natural history
The Field Museum is a must-visit for anyone interested in natural history. Located in Grant Park, this iconic museum houses one of the largest collections of natural specimens in the world. With more than 30 million artifacts, it offers a fascinating glimpse into our planet’s past.
As you explore the museum, don’t miss the famous Sue, the largest and most complete T. rex fossil ever discovered! Other exhibits include ancient Egypt, gemstones, and the diversity of life on Earth. Each presentation is engaging and perfect for visitors of all ages.
The museum also features a range of temporary exhibits, which often focus on current topics in science and culture. These rotating displays offer something new for repeat visitors. There are educational programs and interactive activities designed for children, making it a family-friendly destination.
After your exploration, relax in the museum’s cafe or gift shop. The cafe offers tasty meals and snacks, while the store showcases unique gifts and educational toys. It’s a perfect way to end your visit.
The Field Museum combines education, adventure, and fun in every experience. Make sure to plan a visit and uncover the wonders of our natural world!
Address: 1400 S Lake Shore Dr, Chicago, IL 60605.
10. Relax at the Chicago Botanic Garden in Glencoe
The Chicago Botanic Garden is a stunning complex of gardens and natural areas located just outside the city in Glencoe. Spanning over 385 acres, it provides a serene escape from the hustle and bustle of city life. It’s perfect for nature lovers and anyone seeking tranquility.
As you stroll through the meticulously maintained gardens, you’ll encounter diverse plant collections, including colorful perennials, elegant roses, and unique tropical plants. Each season brings a new experience as the flowers bloom and the landscapes shift.
The garden features walking trails, ponds, and serene sitting areas for a relaxing day out. There are various themed gardens, such as the Japanese Garden and the Butterfly Garden, each providing unique beauty and inspiration. Visitors can also participate in seasonal events and workshops that highlight horticulture and conservation.
Don’t forget to visit the garden’s gift shop and cafe. The shop offers gardening tools, books, and unique decor, while the cafe serves delicious light meals and refreshments. Enjoy your meal with views of the lovely gardens!
A visit to the Chicago Botanic Garden is a refreshing experience. It’s a wonderful way to connect with nature and find peace away from the city.
Address: 1000 Lake Cook Rd, Glencoe, IL 60022.
11. Tour the historic Merchandise Mart for unique shopping options
The Merchandise Mart is an iconic architectural gem in Chicago. This massive building serves as a hub for design, retail, and trade. With an array of showrooms, it’s one of the largest commercial buildings in the world. Here, you’ll discover unique pieces for your home and office.
Exploring the Merchandise Mart is like embarking on a shopping adventure. You’ll find everything from furniture and lighting to textiles and home decor. Many famous designers showcase their work, providing endless inspiration for your interior projects.
Keep an eye out for special events and exhibitions that frequently occur. These events often highlight new trends, showcase innovative designs, and offer educational workshops. It’s an opportunity to learn while exploring the latest in design.
Dining options are also available within the mart. Enjoy a casual meal or quick coffee while taking a break from shopping. The vibrant atmosphere makes for a pleasant outing.
The Merchandise Mart is not just a shopping destination; it’s a cultural icon that celebrates design and creativity. Make your way there for a unique experience in the heart of Chicago!
Address: 222 W Merchandise Mart Plaza, Chicago, IL 60654.
12. Attend a Cubs game at Wrigley Field if they’re playing at home
Wrigley Field is one of the most iconic baseball stadiums in the United States. Home to the Chicago Cubs, it offers an unforgettable experience for sports fans. Attending a Cubs game is a true Chicago tradition that allows you to immerse yourself in the city’s rich sports culture.
The atmosphere at Wrigley Field is electric, filled with excitement and camaraderie. Fans gather to cheer on their team while enjoying classic ballpark fare, like hot dogs and popcorn. Don’t forget to stop by the famous ivy-covered outfield wall, a trademark of this historic venue.
Before the game, take a walk around the surrounding neighborhood, where you’ll find plenty of bars and restaurants that offer pre-game specials. There’s also a baseball team store to grab merchandise and memorabilia.
Wrigley Field offers a unique nostalgia and charm that only a historic ballpark possesses. From the first pitch to the seventh-inning stretch, the traditions and rituals make for a fantastic experience.
Whether you’re a die-hard Cubs fan or just want to enjoy a game, Wrigley Field is the perfect spot for fun and excitement. Make sure to catch a game while you’re in town!
Address: 1060 W Addison St, Chicago, IL 60613.
13. Enjoy a picnic at Grant Park while taking in the city views
Grant Park, known as “Chicago’s front yard,” is the perfect place for a relaxing picnic. With its stunning views of the skyline, beautiful gardens, and plenty of open space, it’s an ideal destination for enjoying a meal outdoors. Pack a lunch and come enjoy the city’s beauty!
Find a shady spot under a tree or lay out your blanket on the grass. Take in the sights and sounds of the park around you. You may even explore nearby attractions like the Art Institute and Buckingham Fountain, which adds to the park’s charm.
The park hosts various events and festivals throughout the year, so you might catch live music or community events while there. This adds vibrancy to your picnic experience and allows you to mingle with other park-goers.
Don’t forget to bring a good book or games to elevate your picnic. Whether you’re relaxing alone or enjoying time with friends, it’s a lovely way to spend a sunny day in the city.
A picnic in Grant Park is a delightful way to appreciate the outdoors while soaking in the local culture and beautiful scenery. Make it part of your Chicago visit!
Address: 337 E Randolph St, Chicago, IL 60601.
14. Check out the Museum of Science and Industry for interactive exhibits
The Museum of Science and Industry is a captivating destination for visitors of all ages. Located in Hyde Park, it is one of the largest science museums in the world. This remarkable museum features over 400,000 square feet of interactive exhibits that explore various scientific concepts and innovations.
From the U-505 Submarine to the Coal Mine exhibit, each display offers a unique learning experience. Visitors can engage with hands-on activities, making science fun and accessible. Kids and adults alike will find something to pique their interest.
The museum also hosts rotating exhibits that cover current scientific advancements and technology. Be sure to check the calendar for special events and educational programs that add depth to your visit. Each time you return, there’s something new to discover!
Dining options are available on-site for a quick meal or snack. After exploring the museum, relax and enjoy the views of the surrounding park and lagoon.
Visiting the Museum of Science and Industry is a fantastic way to ignite curiosity and spark interest in the sciences. Plan your trip for a day filled with learning and fun!
Address: 5700 S Lake Shore Dr, Chicago, IL 60637.
15. Visit the Shedd Aquarium to see a wide variety of aquatic life
The Shedd Aquarium is a remarkable aquatic experience located on the shores of Lake Michigan. It is home to over 32,000 animals, making it one of the largest indoor aquariums in the world. A visit here is a must for families and marine enthusiasts alike.
As you explore the exhibits, you will see an impressive array of marine life, from vibrant tropical fish to majestic sea otters. The Caribbean Reef exhibit allows for an immersive experience, where you can walk through underwater tunnels surrounded by colorful fish and coral.
The aquarium often hosts live animal presentations and training sessions that educate visitors about the behaviors and habitats of marine creatures. It’s a great way to learn more about conservation efforts and the importance of protecting aquatic ecosystems.
Don’t forget to stop by the gift shop for unique souvenirs and educational materials. There is also a café offering light dining options, perfect for a quick snack before continuing your adventure.
Visiting the Shedd Aquarium will inspire awe and fascination while encouraging a deeper appreciation for the ocean and its inhabitants. Make sure to add this to your Chicago agenda!
Address: 1200 S Lake Shore Dr, Chicago, IL 60605.
16. Discover the murals and street art in the Wicker Park neighborhood
The Wicker Park neighborhood is famous for its vibrant street art and murals. This eclectic area boasts a thriving arts scene, making it a delightful place for a self-guided walking tour. As you wander through the streets, you’ll encounter colorful murals that convey powerful messages and celebrate community culture.
Many of these artworks are created by local and international artists, showcasing a diverse range of styles and techniques. Keep your camera ready to capture the striking visuals on buildings, fences, and even sidewalks.
The neighborhood is also home to trendy boutiques, cafes, and restaurants. As you explore the art, take breaks to enjoy local food and coffee. Many establishments feature their art, contributing to the creative atmosphere of the area.
Plan your visit during one of Wicker Park’s art events or festivals to fully immerse yourself in the high energy of the neighborhood. Community events often include live music, food vendors, and performance art, creating a joyful vibe.
Exploring Wicker Park presents a unique opportunity to connect with local artists and engage in the lively spirit of Chicago’s creative scene. Don’t miss this colorful experience during your stay!
Address: 1590 N Milwaukee Ave, Chicago, IL 60647.
17. Relax at the Lakefront Trail with a scenic bike ride or walk
The Lakefront Trail is one of the most popular recreational areas in Chicago. This scenic path runs along the beautiful shoreline of Lake Michigan, stretching over 18 miles. It’s perfect for walking, jogging, or biking while enjoying stunning views of the city skyline and the lake.
As you ride or walk, you’ll encounter parks, beaches, and art installations along the trail. There are ample opportunities to stop for a break, take photos, or simply relax by the water. The refreshing breeze off the lake makes it a pleasant escape from city life.
The trail is easily accessible from various points in the city, making it convenient to include in your daily itinerary. Whether you’re looking for exercise or a leisurely stroll, the Lakefront Trail offers something for everyone.
Keep an eye out for local events and fitness classes held along the trail, which often include yoga sessions or group rides. Engaging with the community while enjoying the outdoors adds to the experience.
Exploring the Lakefront Trail is a fantastic way to appreciate the beauty of Chicago’s natural environment while staying active. Don’t forget your water bottle and sunscreen!
Address: 600 N Lake Shore Dr, Chicago, IL 60611.
18. Attend the Chicago Labor Day Parade for vibrant local culture
The Chicago Labor Day Parade is a vibrant celebration of the city’s proud labor history. Held annually, this festive event honors workers and their contributions to the community. Taking place in the Loop, it showcases a diverse array of participants, including unions and advocacy groups.
As you watch the parade, enjoy the lively atmosphere filled with colorful floats, music, and performances. Local organizations proudly display their banners, representing various professions and causes. It’s a fantastic opportunity to experience the city’s rich cultural fabric.
Families and friends come together to support and celebrate workers’ rights. Vendors offer food, drinks, and fun activities for children, making it a family-friendly event. The parade emphasizes solidarity and community spirit, fostering a sense of belonging among Chicagoans.
Don’t forget to bring along your favorite picnic snacks to enjoy while you watch the festivities unfold. The enthusiasm in the air is truly contagious!
The Chicago Labor Day Parade is not only entertaining but also educational, reminding us of the importance of labor movements and the progress made over the years. Make it a part of your holiday traditions!
Address: 1625 W Jackson Blvd, Chicago, IL 60612.
19. Take a culinary tour in the West Loop to taste Chicago’s best eats
The West Loop neighborhood is a culinary gem in Chicago, famous for its trendy eateries and vibrant food scene. Taking a culinary tour here is a delightful way to indulge in the best flavors the city has to offer. Explore the area’s many award-winning restaurants and unique dining experiences.
On the tour, you may sample various dishes from local chefs who showcase the creativity and diversity of Chicago cuisine. From classic deep-dish pizza to innovative dishes, you’ll experience a gastronomic adventure that highlights culinary trends and flavors.
Guided tours often include behind-the-scenes visits to kitchens, where you can meet chefs and learn about their inspirations. This adds an extra layer of depth to your culinary exploration. Don’t forget to bring your appetite!
The West Loop is also home to beautiful food markets and specialty shops. Take the time to browse artisanal ingredients and local products that you can bring home for your own cooking adventures.
A culinary tour in the West Loop is not just a meal; it’s a chance to celebrate the city’s flavors and meet the talent behind them. If you’re a food lover, this is an experience you won’t want to miss!
Address: 1000 W Randolph St, Chicago, IL 60607.
20. Enjoy the city’s skyline views from the Willis Tower Skydeck
The Willis Tower, formerly known as the Sears Tower, is one of Chicago’s most recognizable landmarks. The Skydeck, located on the 103rd floor, offers breathtaking views of the city skyline and beyond. It’s a must-visit attraction for anyone visiting Chicago!
As you ascend in the fast elevator, anticipation builds. When you reach the Skydeck, step outside on the glass ledge for an exhilarating experience. The views extend far beyond the city; on a clear day, you can see four states!
Interactive exhibits in the Skydeck provide insights into Chicago’s history and architecture. There are also great photo opportunities, so be sure to capture the stunning skyline as a backdrop.
The experience becomes even more magical at sunset, when the city lights begin to twinkle, creating a stunning panorama. You can also find dining options nearby to enjoy a meal with a view after your visit.
Make sure to include a visit to the Willis Tower Skydeck on your Chicago itinerary. It’s a thrilling way to appreciate the beauty of the city from high above!
Address: 233 S Wacker Dr, Chicago, IL 60606.
Final Thoughts
Chicago is a vibrant city that offers a rich blend of culture, food, and activities. From its stunning architecture and historical sites to its lively festivals and scenic parks, there’s something for everyone to enjoy. Each experience enriches your understanding of the city’s spirit and diversity.
As you explore the various attractions, you’re sure to create lasting memories that capture the essence of Chicago. Whether you’re dancing at a festival or enjoying a quiet moment in a park, the Windy City welcomes all who come to experience its charm and vibrancy. If you’re interested in discovering more about Chicago, check out our article on things to do in Chicago.
For travelers seeking alternative destinations, don’t miss the chance to explore Savannah this weekend, where you’ll find fascinating sights and activities to enjoy!