28 Fun Things to Do in Chicago

Grace Armstrong

By Grace Armstrong | Updated 3 Days Ago

Chicago offers an exhilarating mix of experiences that cater to every kind of traveler. This vibrant city pulses with energy and charm from towering skyscrapers to serene lakeside parks.

What makes Chicago so captivating is its blend of history, art, and modern attractions, ensuring an unforgettable visit for anyone who explores its bustling streets. Whether you’re a fan of architecture, a lover of the arts, or a foodie ready to indulge in deep-dish pizza, Chicago’s unique character promises to surprise and delight.

Art Institute of Chicago

Our Rating: 9.5/10

The Art Institute of Chicago is a gem nestled in the heart of downtown Chicago. Visitors can marvel at famous masterpieces from art legends like Monet and Van Gogh. With its grand galleries, it becomes a paradise for art lovers.

The Modern Wing offers a vibrant collection featuring the works of Picasso and Miró. Each room holds surprises, perfect for unfolding new artistic stories. Nearby, the museum’s Japanese prints add a touch of elegance. Art lovers and newbies will enjoy exploring the museum’s iconic American art pieces. Each visit promises a discovery, making this a must-see spot for anyone.

Millennium Park

Our Rating: 9.5/10

Millennium Park is a vibrant oasis in Chicago’s bustling downtown. Visitors can marvel at the iconic Cloud Gate sculpture, affectionately known as “The Bean.” Its reflective surface captures the city’s skyline in a mesmerizing way. Outdoor concerts at Jay Pritzker Pavilion offer music lovers a chance to hear everything from classical to jazz while surrounded by stunning architecture.

Nearby, Lurie Garden provides a peaceful escape with colorful native plants and flowers. Families enjoy a splash in the Crown Fountain, where water flows from interactive video screens. The park’s spacious layouts and pathways invite leisurely strolls and perfect photo opportunities. Millennium Park is a must-see for anyone wanting to experience the heart of Chicago in a unique way.

Navy Pier

Our Rating: 9.0/10

Navy Pier is a must-visit spot that offers fun and relaxation. The iconic Centennial Wheel offers breathtaking views of the Chicago skyline and Lake Michigan. With climate-controlled gondolas, it’s an experience you can enjoy all year round. For family fun, the Chicago Children’s Museum is a delight. It’s packed with hands-on exhibits that spark joy and curiosity alike. Meanwhile, Pier Park offers rides and games for children and adults.

Food lovers will find plenty to savor at the diverse dining spots. From quick bites to special meals, there’s a taste for every craving. And don’t miss the live performances! Concerts, plays, and shows are often held, adding vibrant energy to your visit.

Wrigley Field

Our Rating: 8.7/10

Wrigley Field is not just a baseball stadium; it’s an experience waiting to happen. Home to the Chicago Cubs, this iconic ballpark transports visitors to the heart of America’s favorite pastime. Visitors can enjoy a thrilling game or take a behind-the-scenes tour to explore the dugout, press box, and the famous ivy-covered outfield walls.

Beyond baseball, Wrigley Field hosts various concerts and events, adding a lively vibe to the historic venue. Just across the street, sports bars like the Cubby Bear offer a perfect spot for pre- and post-game excitement. Rooftop venues around the ballpark provide a unique way to watch the game with an unparalleled view and festive atmosphere.

Museum of Science and Industry

Our Rating: 9.1/10

The Museum of Science and Industry in Chicago is an awe-inspiring destination for curious minds of all ages. Visitors can explore over 400,000 square feet of exhibit space packed with interactive and engaging displays. In the heart of the museum, you can partake in fascinating, hands-on science activities.

Highlights include a giant domed theater that shows stunning scenes of far-off places and a striking display of iconic artifacts. This historic museum stands proudly in the former Palace of Fine Arts, offering a rich blend of past and future innovations. With a wide array of tours, films, and experiences, there’s always something new to discover.

Shedd Aquarium

Our Rating: 9.3/10

Explore Shedd Aquarium’s wonders next to Lake Michigan, offering a world of aquatic discovery. Dive into the vibrant colors of tropical coral reefs and witness dolphins showcase their breathtaking acrobatics.

Children and adults alike can enjoy interactive exhibits, diving deep into the mysteries of the sea. Exciting programs invite visitors to connect with marine life and learn about conservation efforts in fun and engaging ways. Take a scenic break outside with views of Lake Michigan. With so much to see and do, Shedd Aquarium is a haven of experiences that captivate all who visit.

Chicago Riverwalk

Our Rating: 9.0/10

The Chicago Riverwalk is a vibrant place offering a mix of activities for everyone. Visitors can enjoy the views while relaxing at waterfront cafes. It’s a great spot to sip a coffee and watch boats glide by. Adventurous types can rent a kayak to paddle the river. This offers a unique perspective of the city’s skyline.

Architecture tours by boat are also popular, providing insight into the city’s impressive buildings. For a more laid-back experience, floating tiki bars offer delicious drinks with a tropical flair. With art installations and pop-up events, the Riverwalk is a lively destination that captures the spirit of Chicago.

The Second City

Our Rating: 9.3/10

The Second City in Chicago is a legendary comedy club known for its lively shows and famous alumni. Guests can expect an evening filled with laughter and engaging performances. Visitors will enjoy watching talented comedians improvise with quick wit and humor, making every performance unique. It’s a chance to participate, laugh, and maybe even see the next big comedy star.

Whether catching a weekend show or a weekday performance, attendees will find a buzzing atmosphere. With cozy seating and a variety of drinks available, it’s the perfect spot for a night out in the city.

Skydeck Chicago

Our Rating: 9.5/10

Skydeck Chicago offers an incredible experience from the top of Willis Tower, one of the tallest buildings in the world. Visitors ride elevators to the 103rd floor for breathtaking views of the city’s skyline. The Ledge, a glass box extending four feet from the building, provides a unique thrill of standing above the city with unparalleled views.

On a clear day, Lake Michigan and four other states can be seen from this height, making it a fascinating spot for both locals and tourists. The Skydeck offers picture-perfect moments that become lasting memories as the city unfolds beneath your feet.

Lincoln Park Zoo

Our Rating: 8.8/10

Lincoln Park Zoo is a vibrant attraction with a rich history. Founded in 1868, it is one of the oldest zoos in North America. This lively zoo offers free entry, making it a must-visit family spot. Visitors can explore various animal exhibits featuring over 200 species, from majestic lions to playful monkeys. The combination of both outdoor and indoor exhibits ensures all-weather fun.

Families can enjoy educational activities and watch live animal demonstrations. Located close to the beach and other attractions, it makes for a perfect day out in Lincoln Park.

Adler Planetarium

Our Rating: 8.9/10

Adler Planetarium, perched on Chicago’s Museum Campus, invites visitors to journey through the universe without leaving the city. Inside its two impressive dome theaters, guests are treated to stunning space shows that light up the night sky. Interactive exhibits at the planetarium make learning about stars and planets fun for all ages. Kids and adults can engage in hands-on activities to spark curiosity and wonder.

With spectacular views of Lake Michigan, the planetarium also hosts special events like lectures and star-gazing parties, offering a chance to connect with the cosmos. Perfect for families or solo explorers, Adler Planetarium brings the magic of space exploration to life in an unforgettable way.

Garfield Park Conservatory

Our Rating: 9.5/10

Garfield Park Conservatory is a true botanical wonder. Spanning over 10 acres, it offers a vibrant escape into nature’s beauty. Visitors can wander through lush greenhouses filled with exotic plants and outdoor gardens that bloom year-round. Families enjoy interactive play spaces where kids can learn about nature through hands-on activities.

The conservatory hosts seasonal flower shows like the Spring Flower Show. Visitors can admire themed floral displays that change each year during these events. Nature lovers can explore the themed rooms, each showcasing different climates and plant species. Birdwatching and photography enthusiasts will also find plenty to capture. Garfield Park Conservatory promises a colorful and enriching experience for everyone.

Field Museum of Natural History

Our Rating: 9.2/10

The Field Museum of Natural History offers a journey through time. Visitors can marvel at SUE, the world’s most complete T. rex skeleton. Walking through the halls, they can explore ancient civilizations like Egypt and the Americas. Kids and adults alike can engage with interactive exhibits, making learning a hands-on adventure.

The museum also features a replica of an 800-year-old pueblo, giving a glimpse into the past. Younger visitors particularly enjoy spotting animals like polar bears and giraffes. Strategically located at Chicago’s Museum Campus, it’s best to visit on weekday mornings. This helps avoid crowds and allows more time to enjoy the fascinating exhibitions.

Chicago Cultural Center

Our Rating: 9.0/10

The Chicago Cultural Center dazzles visitors with its grand architecture and vibrant art exhibits. This iconic venue is perfect for those interested in exploring creativity and design. They showcase free programs and events that captivate the imagination and draw art lovers from all over.

One of the most notable features is the stunning Tiffany stained-glass dome, a masterpiece that mesmerizes all who see it. People can enjoy guided tours, which offer insights into the building’s history and design. The Center regularly hosts concerts and performances, adding a rhythm to the day that is hard to resist. Whether you’re an art aficionado or just curious, this spot offers something for everyone.

Chicago Symphony Orchestra

Our Rating: 9.3/10

The Chicago Symphony Orchestra is a must-see for music lovers visiting the city. Their concerts offer a mix of classical masterpieces and contemporary works. Held in the grand Symphony Center, the acoustics are designed to make each performance an unforgettable experience.

Visitors can enjoy performances from world-renowned musicians. Attending a concert provides a chance to listen to stunning symphonies and orchestral magic. It’s a great way to feel the cultural heartbeat of Chicago. Besides music, the venue itself is a marvel. Take a moment to admire the architecture inside. Whether you’re a seasoned symphony-goer or a first-timer, the Chicago Symphony Orchestra promises a rewarding evening.

Magnificent Mile

Our Rating: 9.2/10

The Magnificent Mile, a vibrant stretch in Chicago, delights visitors with its shopping, dining, and entertainment mix. Famous for its bustling atmosphere, this 13-block area along Michigan Avenue offers something for everyone.

Shopaholics can explore luxury stores and unique boutiques, enjoying a day of retail therapy. Food lovers will find diverse dining options, from charming cafes to high-end restaurants serving sumptuous meals. For a cultural experience, visitors can wander through renowned museums or catch a show in the nearby Downtown Theater District. Each spot brings the Magnificent Mile to life, making it a must-visit.

Peggy Notebaert Nature Museum

Our Rating: 8.4/10

A visit to the Peggy Notebaert Nature Museum offers an enchanting escape into nature right in the heart of Chicago. Visitors are greeted by immersive exhibits that engage all ages and reveal the wonders of the natural world. From vibrant butterfly gardens to intriguing native wildlife displays, diverse experiences await every curious mind.

Outside, a winding trail stretches nearly a third of a mile, surrounded by prairie grass and a peaceful pond. The outdoor space creates an urban oasis where one can take a tranquil walk and connect with nature’s beauty. This museum also hosts family-friendly events and educational programs, making it a must-visit for locals and tourists alike.

Frank Lloyd Wright Home and Studio

Our Rating: 8.7/10

Frank Lloyd Wright’s Home and Studio in Oak Park is a must-visit for architecture lovers. The birthplace of the Prairie School style, this site lets visitors explore where Wright crafted many iconic designs. Guided tours offer a glimpse into his revolutionary ideas while showcasing the unique architectural elements within the house.

One highlight is the chain-hung balcony in Wright’s studio, which sparks creativity and inspiration. Families will love the playroom, designed with treetop views for his children. Visitors can also go on a self-guided walking tour of the historic district to see more Wright designs in the neighborhood, completing a rich and educational experience.

Grant Park

Our Rating: 9.3/10

Grant Park is a lively oasis. With 300 acres of green space, it’s a must-visit for anyone exploring downtown. Visitors can stroll through beautifully maintained rose gardens or enjoy a lakeside view. Sports enthusiasts might join a volleyball game or run through its scenic paths.

Art lovers will appreciate the outdoor public art and nearby cultural gems like the Art Institute of Chicago. The iconic Buckingham Fountain, with its stunning water displays, is a highlight not to be missed. In summer, free concerts create a lively atmosphere, adding to the park’s vibrant charm. Whether relaxing or active, Grant Park offers something for everyone.

Chicago History Museum

Our Rating: 8.5/10

The Chicago History Museum offers an engaging peek into the city’s fascinating past. Visitors can immerse themselves in dynamic exhibits that explore significant events like the Great Chicago Fire. Kids will love “Sensing Chicago,” where they experience the city through their five senses. One highlight includes a giant hot dog bun prop for the ultimate playful photo op.

This museum is a haven for history buffs and curious minds alike. Artifacts, photographs, and interactive displays bring Chicago’s vibrant story to life. Whether you’re exploring solo or with family, the museum offers a unique journey through time, making it an essential stop on your Chicago adventure.

Museum of Contemporary Art

Our Rating: 8.7/10

The Museum of Contemporary Art is a vibrant hub for modern art enthusiasts. It offers an ever-changing lineup of exhibits featuring innovative works from world-renowned artists. Visitors can discover edgy installations that challenge perspectives and inspire creativity.

Artist talks and performances enrich the experience by providing deeper insights into the art on display. The museum is committed to engaging its audience, making each visit unique and thought-provoking. By frequently updating its exhibits, the Museum of Contemporary Art ensures there’s always something new to explore, making it a must-visit.

United Center

Our Rating: 8.5/10

The United Center is a gateway to vibrant Chicago culture. Visitors can explore nearby museums like the expansive Art Institute of Chicago, showcasing classic masterpieces and modern gems. Cirque du Soleil performances and various live shows blend awe and spectacle. Before you find your seat, indulge in a meal at the iconic Billy Goat Tavern. Their legendary Cheezborger makes for a quintessential Chicago bite that captures the local flavor.

Nearby, adventurous spirits can try their hand at Bad Axe Throwing. The activity promises a unique and thrilling experience that will bring out everyone’s competitiveness. This ensures a memorable time spent near the heart of Chicago’s West Side.

National Museum of Mexican Art

Our Rating: 9.4/10

The National Museum of Mexican Art is a vibrant hub that celebrates the essence of Mexican culture. Nestled in the lively Pilsen neighborhood, this museum offers an exciting exploration of 3,600 years of artistic history. Visitors can marvel at an impressive collection of over 10,000 pieces. It ranges from traditional folk art to contemporary sculptures and textiles.

The museum hosts engaging performances highlighting Latino talent for those interested in performing arts. The museum offers a unique look into Mexican traditions through exhibits and collaborative events with local artists. Whether you’re an art lover or simply curious, it’s a memorable and enriching experience worth a visit.

Chicago Botanic Garden

Our Rating: 9.1/10

The Chicago Botanic Garden, stretching across 385 acres, offers a delightful escape into nature. Wander through its more than 25 themed gardens, each bursting with vibrant life. Visitors can enjoy the captivating Orchid Show, which runs until March 23, 2025. The stunning display showcases a breathtaking peacock made entirely of orchids alongside a colorful banyan tree.

The garden provides plenty of peaceful nooks for those seeking tranquility. Families and nature enthusiasts will enjoy the lush landscapes and beautiful floral displays.

Hyde Park

Our Rating: 8.5/10

Hyde Park is a must-visit. The neighborhood is alive with culture and history. Visitors can wander through Jackson Park, where the lush Osaka Garden provides a serene escape. The garden’s exotic trees and tranquil setting make it a peaceful place to relax and enjoy nature’s beauty. Nearby, Promontory Point offers stunning views of Lake Michigan. It’s perfect for a picnic or simply enjoying the cool breeze.

Over at the Midway Plaisance Park, there’s fun for everyone. Its vast ice skating rink is a hit in winter, making it a lively spot even in colder months. Art lovers will appreciate the Hyde Park Art Center, a vibrant hub for emerging artists. With its dynamic exhibitions and creative energy, it’s an inspiring place to discover new talent.

Oriental Institute Museum

Our Rating: 9.3/10

The Oriental Institute Museum stands proudly on the University of Chicago campus. It is a haven for history lovers. Visitors begin their journey in the Egyptian Gallery, where a towering 17-foot statue of King Tutankhamen captivates everyone’s attention. This museum showcases thousands of artifacts from ancient civilizations, offering a glimpse into the world of Egypt, Mesopotamia, and Persia.

Guests can wander through captivating exhibits full of objects telling ancient peoples’ stories and their cultures. The museum offers a chance to explore history through its impressive collection, leaving visitors inspired and enlightened by the richness of the past. Donations are welcomed, making it easier for everyone to enjoy this incredible experience.

North Avenue Beach

Our Rating: 8.5/10

North Avenue Beach is a lively hotspot that promises fun for everyone. With its sandy shores lining Lake Michigan, visitors can soak up the sun or take a refreshing dip. The standout feature is the sleek beach house resembling a beached ocean liner, offering snacks and rentals. Volleyball courts beckon enthusiasts for a quick game.

For those seeking adventure, renting a bike is ideal for exploring the scenic Lakefront Trail. In the warmer months, North Avenue Beach is a must-visit due to its vibrant atmosphere and picturesque views.

Robie House

Our Rating: 8.7/10

The Robie House in Chicago’s Hyde Park is a masterpiece by Frank Lloyd Wright. It’s famous for its strong horizontal lines and stunning stained-glass windows.

Visitors can explore the interior and exterior on guided tours, offering a glimpse into the Prairie-style design. The architecture draws inspiration from the vast landscapes of the Midwest. A visit here is like stepping into a piece of living history. The nearby area is lively, with cafes and shops perfect for a leisurely day after exploring this architectural gem.

Chicago offers endless activities that promise to enrich your days and light up your nights. Whether you’re a history buff, a foodie, or simply searching for adventure, the Windy City will surely deliver an unforgettable experience.