25 Best Things to Do in Chicago for First-Time Visitors
Chicago, often called “The Windy City,” is one of the most exciting destinations in the United States. Located on the shores of Lake Michigan, Chicago is known for its stunning skyline, deep-dish pizza, world-class museums, rich history, and vibrant neighborhoods. Whether you’re visiting for a weekend or planning a longer stay, there are endless things to do in Chicago for all ages and interests.
From iconic landmarks to cultural experiences and outdoor adventures, this guide covers the best things to do in Chicago to help you make the most of your trip.
Explore Millennium Park and See “The Bean”
One of the most popular things to do in Chicago is visiting Millennium Park, located in the heart of downtown. The park is home to the famous Cloud Gate sculpture, commonly known as “The Bean.” This reflective art piece is one of Chicago’s most photographed landmarks.
Millennium Park also features beautiful gardens, open green spaces, and seasonal events. During summer, visitors can enjoy free concerts and outdoor movies, while winter brings ice skating at the nearby McCormick Tribune Ice Rink.
Walk Along the Chicago Riverwalk
The Chicago Riverwalk is a scenic waterfront area that stretches through downtown Chicago. It’s perfect for walking, relaxing, dining, or taking photos of the city’s impressive architecture.
You’ll find cafes, bars, kayak rentals, and public art along the river. A stroll along the Riverwalk during sunset offers some of the best views of the Chicago skyline and is a must for first-time visitors.
Take a Chicago Architecture Boat Tour
Chicago is famous for its architecture, and one of the best ways to experience it is through a Chicago architecture boat tour. These guided tours travel along the Chicago River and provide fascinating insights into the city’s historic and modern buildings.
You’ll learn about famous architects, skyscraper designs, and how Chicago influenced modern architecture. This activity is both educational and relaxing, making it one of the top-rated things to do in Chicago.
Visit Navy Pier
Navy Pier is one of Chicago’s most family-friendly attractions. Located on Lake Michigan, it offers entertainment, dining, shopping, and stunning lake views.
Highlights include the Centennial Wheel, boat cruises, live performances, and seasonal fireworks. Navy Pier is also home to museums and cultural spaces, making it a great stop for visitors of all ages.
Enjoy the Views from Skydeck Chicago
For breathtaking views, head to Skydeck Chicago at the Willis Tower (formerly Sears Tower). The Skydeck features The Ledge, a glass balcony that extends out from the building, allowing visitors to look straight down over the city.
Standing over 1,300 feet above ground, Skydeck Chicago offers one of the best panoramic views in the country and is a must-do experience for thrill-seekers.
Discover World-Class Museums
Chicago is home to some of the best museums in the world. Museum lovers will find plenty of things to do in Chicago, especially along the Museum Campus.
Popular museums include:
- The Art Institute of Chicago, featuring famous works from around the world
- The Field Museum, known for natural history and the iconic T. rex “Sue”
- Shedd Aquarium, home to thousands of marine animals
- Adler Planetarium, offering interactive space exhibits
These museums are ideal for families, students, and culture enthusiasts.
Relax at Grant Park and Buckingham Fountain
Known as “Chicago’s front yard,” Grant Park is a large public park that hosts festivals, events, and outdoor activities. One of its main attractions is Buckingham Fountain, one of the largest fountains in the world.
The fountain features impressive water shows, especially at night when it’s illuminated with lights. Grant Park is also close to Lake Michigan, making it a great place for walking and sightseeing.
Explore Chicago’s Neighborhoods
One of the best ways to experience Chicago is by exploring its diverse neighborhoods. Each area has its own unique character, food scene, and attractions.
Popular neighborhoods to visit include:
- The Loop for downtown sights
- Lincoln Park for parks and zoos
- Wicker Park for art, shopping, and nightlife
- Chinatown for authentic cuisine and cultural experiences
- Hyde Park, home to the University of Chicago and museums
Exploring neighborhoods gives you a more local and authentic Chicago experience.
Taste Chicago’s Famous Food
Trying local food is one of the most enjoyable things to do in Chicago. The city is known for its unique and delicious dishes.
Must-try Chicago foods include:
- Deep-dish pizza
- Chicago-style hot dogs
- Italian beef sandwiches
- Garrett popcorn
Chicago also has a thriving food scene with international cuisine, fine dining, and food festivals throughout the year.
Visit Lincoln Park Zoo
The Lincoln Park Zoo is one of the oldest zoos in the United States and one of the few that is free to the public. It’s located in the beautiful Lincoln Park neighborhood and is perfect for families and animal lovers.
The zoo features a wide variety of animals, educational exhibits, and seasonal events. Its location near Lake Michigan makes it easy to combine with a walk along the lakefront.
Walk or Bike the Lakefront Trail
Outdoor enthusiasts will love the Lakefront Trail, a scenic path that runs along Lake Michigan. The trail is ideal for walking, biking, jogging, or simply enjoying the lake views.
Along the trail, you’ll find beaches, parks, and recreational areas. It’s one of the best free things to do in Chicago and offers a peaceful escape from the busy city streets.
Experience Chicago’s Live Music and Theater Scene
Chicago has a rich arts and entertainment culture. Visitors can enjoy live music, Broadway-style shows, and comedy performances year-round.
The city is famous for:
- Blues and jazz clubs
- Second City comedy shows
- Broadway productions and local theater
Attending a live performance is a great way to experience Chicago’s creative spirit.
Go Shopping on the Magnificent Mile
The Magnificent Mile is Chicago’s premier shopping district, located along Michigan Avenue. It features luxury brands, department stores, boutiques, and restaurants.
Even if you’re not planning to shop, the area is worth visiting for its architecture, street life, and vibrant atmosphere.
Enjoy Seasonal Festivals and Events
Chicago hosts many festivals and events throughout the year. Summer is especially lively with music festivals, food events, and cultural celebrations.
Popular events include food festivals, art fairs, and holiday celebrations. Checking local event calendars can help you find unique things to do in Chicago during your visit.things to do in Chicago.
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Final Thoughts on Things to Do in Chicago
Chicago is a city that truly has something for everyone. Whether you’re interested in sightseeing, food, culture, nature, or entertainment, you’ll find endless things to do in Chicago year-round.
From iconic landmarks like Millennium Park and Navy Pier to hidden neighborhood gems and world-class museums, Chicago offers unforgettable experiences for first-time visitors and returning travelers alike. No matter when you visit, the city’s energy, culture, and charm make it a destination worth exploring.
Frequently Asked Questions (FAQ)
What are some free things to do in Chicago?
Free things to do in Chicago include visiting Millennium Park, Lincoln Park Zoo, walking the Lakefront Trail, exploring Grant Park, and attending free festivals and outdoor events.
What is the best time of year to visit Chicago?
The best time to visit Chicago is from late spring to early fall (May to September) when the weather is pleasant and outdoor attractions, festivals, and events are in full swing.
Are there family-friendly things to do in Chicago?
Yes, Chicago offers many family-friendly attractions such as Navy Pier, Shedd Aquarium, Lincoln Park Zoo, museums, parks, and interactive exhibits suitable for all ages.
What are the top attractions in downtown Chicago?
Top downtown Chicago attractions include Millennium Park, the Art Institute of Chicago, the Chicago Riverwalk, Skydeck Chicago, the Magnificent Mile, and Navy Pier.
Is Chicago good for a weekend trip?
Chicago is perfect for a weekend getaway. Many major attractions, restaurants, and entertainment options are located close together, making it easy to explore in a short visit.
What food should I try when visiting Chicago?
Must-try Chicago foods include deep-dish pizza, Chicago-style hot dogs, Italian beef sandwiches, and Garrett popcorn. The city also offers diverse international cuisine.
What are the best outdoor things to do in Chicago?
Outdoor activities in Chicago include biking or walking along the Lakefront Trail, relaxing at Chicago beaches, kayaking on the Chicago River, and enjoying city parks.
Are there things to do in Chicago at night?
Yes, Chicago has a vibrant nightlife with live music, theater shows, comedy clubs, rooftop bars, night cruises, and illuminated city views along the Riverwalk.
