10 Amazing Experiences You Can't Miss in Chicago

10 Amazing Experiences You Can't Miss in Chicago

Discover the newest experiences in Chicago, United States. From sustainable eco-tourism to hygge-inspired experiences, these carefully selected options embody everything we love about mindful, authentic travel.

1. Chicago Riverwalk Self-Guided History Audio Tour

Discover the stories behind Chicago’s stunning Riverwalk on this immersive self-guided audio tour. As you stroll along the water, you’ll uncover the fascinating history of the city’s transformation from an industrial hub to an architectural icon. Listen to engaging narration that brings to life landmarks like the Wrigley Building, Marina City, and the DuSable Bridge while enjoying the peaceful flow of the Chicago River beside you. With the flexibility to pause and explore at your leisure, this tour offers the perfect balance of education and relaxation - ideal for solo travelers, couples, or anyone who enjoys exploring at their own rhythm.

Provider: Expedia

Sustainability Score: 8/10 | Hygge Factor: 8/10

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2. Chicago Fulton Market Donut Adventure

Treat yourself to a delicious exploration of Chicago’s vibrant Fulton Market neighborhood on this donut-themed walking tour. Led by a local guide, you’ll visit some of the city’s best bakeries and donut shops, sampling a variety of creative and classic flavors along the way. As you stroll through this revitalized industrial district, learn about its transformation into one of Chicago’s top foodie destinations filled with innovation and charm. With plenty of tastings, stories, and cozy café stops, this tour is the perfect mix of indulgence and discovery for travelers who love local flavor and good company.

Provider: Expedia

Sustainability Score: 7/10 | Hygge Factor: 8/10

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3. Must-See Chicago Walking Tour

Get to know the best of the Windy City on this engaging 90-minute walking tour through downtown Chicago. Led by a knowledgeable local guide, you’ll explore the city’s top attractions, including Millennium Park, the Chicago Theatre, the Riverwalk, and the Wrigley Building. Along the way, learn how Chicago’s architecture, art, and innovation helped shape modern urban life. The tour’s short length and central route make it ideal for first-time visitors who want a fun, informative, and scenic introduction to the city. With its relaxed pace and fascinating stories, it’s the perfect way to experience Chicago’s charm up close.

Provider: Expedia

Sustainability Score: 9/10 | Hygge Factor: 9/10

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4. Chicago Magnificent Mile Walking Tour

Discover the heart of downtown Chicago on a guided walking tour along the city’s most iconic avenue - the Magnificent Mile. Learn how this bustling stretch of Michigan Avenue became a world-renowned destination for architecture, culture, and shopping. Your expert guide shares fascinating stories about the area’s transformation after the Great Chicago Fire, pointing out historic landmarks such as the Tribune Tower, Wrigley Building, and John Hancock Center. Along the way, enjoy stunning views of the skyline, Lake Michigan, and vibrant street life. This tour offers a perfect mix of history, beauty, and city energy, ideal for first-time visitors or anyone eager to see Chicago up close.

Provider: Expedia

Sustainability Score: 9/10 | Hygge Factor: 9/10

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5. Chicago River Guided Architecture Riverboat Tour

Experience Chicago’s legendary architecture from the best vantage point—the river itself. This guided 1.5-hour riverboat tour takes you through the heart of downtown, where you’ll see over 40 architectural masterpieces and learn how Chicago became the birthplace of the modern skyscraper. Expert guides share fascinating stories about the city’s history, design innovations, and the architects who shaped its skyline. As you glide along the water, enjoy panoramic views of iconic landmarks like the Wrigley Building, Willis Tower, and Marina City. Perfect for architecture enthusiasts or first-time visitors, this cruise blends education, relaxation, and breathtaking scenery.

Provider: Expedia

Sustainability Score: 7/10 | Hygge Factor: 8/10

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6. Museum of Science and Industry Chicago

Ignite your curiosity at the Museum of Science and Industry in Chicago, a hands-on museum that brings science and discovery to life. Located in the historic Palace of Fine Arts, this massive museum features fascinating exhibits - from a full-size replica coal mine and a WWII German submarine to a model railroad that crosses the country and an immersive space exploration exhibit. Perfect for visitors of all ages, the museum blends education and excitement, encouraging guests to experiment, learn, and explore the science behind everyday life. With its engaging atmosphere and endless opportunities for wonder, it’s one of Chicago’s most inspiring destinations.

Provider: Expedia

Sustainability Score: 9/10 | Hygge Factor: 9/10

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7. Museum of Contemporary Art Chicago

Step into one of the nation’s premier contemporary art museums and experience creativity in its most dynamic form. The Museum of Contemporary Art Chicago (MCA) showcases innovative works across mediums - from painting and sculpture to performance and digital installations - highlighting both established and emerging artists from around the world. Explore ever-changing exhibitions that challenge perspectives and celebrate artistic experimentation. Located near the Magnificent Mile, the MCA offers a modern, welcoming space to reflect, engage, and be inspired. Whether you’re an art enthusiast or a curious visitor, this experience connects you to the pulse of Chicago’s vibrant cultural scene.

Provider: Expedia

Sustainability Score: 9/10 | Hygge Factor: 9/10

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8. The Art Institute of Chicago

Immerse yourself in creativity and culture at the Art Institute of Chicago, home to an extraordinary collection of art spanning thousands of years. Wander through galleries showcasing iconic works like Grant Wood’s American Gothic, Georges Seurat’s A Sunday on La Grande Jatte, and pieces by Monet, Van Gogh, and Picasso. Beyond paintings, the museum features photography, sculpture, textiles, and modern installations that bring art to life from every corner of the world. With its inviting atmosphere and stunning architecture, including the modern Renzo Piano–designed wing, the Art Institute offers a peaceful, inspiring escape in the heart of downtown Chicago.

Provider: Expedia

Sustainability Score: 9/10 | Hygge Factor: 9/10

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9. Chicago Highlights Running Tour

Get your workout in while exploring Chicago’s most iconic sights on this guided running tour through the city. Led by a knowledgeable local runner, you’ll jog at a comfortable pace past landmarks such as Millennium Park, the Bean, Buckingham Fountain, and the Museum Campus. Along the way, your guide shares fun facts and historical insights about Chicago’s architecture, culture, and lakefront beauty. With frequent stops for photos and breathtaking skyline views, this experience blends fitness and exploration - perfect for active travelers who want to see the Windy City in a fresh and energizing way.

Provider: Viator

Sustainability Score: 9/10 | Hygge Factor: 8/10

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10. Lincoln Park Nature Museum and Zoo Walking Tour

Experience the natural side of Chicago on this guided walking tour through Lincoln Park, one of the city’s most beloved green spaces. Stroll through tree-lined paths, scenic gardens, and tranquil ponds while learning about the park’s history and ecological importance. Visit the Lincoln Park Zoo - one of the oldest free zoos in the country - and explore the Peggy Notebaert Nature Museum, home to interactive exhibits and a stunning butterfly haven. With a relaxed pace and plenty of opportunities to connect with nature, this tour offers a refreshing escape from the city’s bustle and a cozy glimpse into Chicago’s outdoor beauty.

Provider: Viator

Sustainability Score: 8/10 | Hygge Factor: 8/10

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Plan Your Trip to Chicago

Ready to explore Chicago? These experiences represent the best of sustainable, hygge-inspired travel. Each option has been carefully selected for its commitment to environmental responsibility and authentic local experiences.

Remember to travel mindfully, support local businesses, and leave only footprints behind. Safe travels!

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