Discover the top 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 Half-Day Bike Rental
Discover the freedom of exploring Chicago on two wheels with a convenient half-day bike rental. Ride along the Lakefront Trail for stunning views of Lake Michigan, or cruise through downtown neighborhoods and parks like Grant Park and Millennium Park.
Perfect for sightseeing, photography, or a relaxed adventure, this self-guided experience lets you set your own pace and itinerary. With well-maintained bikes and easy access to Chicago’s top attractions, it’s a fun, sustainable, and flexible way to experience the city’s vibrant atmosphere.
Provider: Viator
Sustainability Score: 9/10 | Hygge Factor: 9/10
2. Chicago’s City Bike Tour
Discover the heart of Chicago on this scenic and easy-going bike tour that highlights the city’s culture, history, and natural beauty. Follow your guide along the waterfront paths, where you’ll enjoy fresh lake breezes and panoramic skyline views.
Ride through Museum Campus and past landmarks like Buckingham Fountain, the Field Museum, and Grant Park, learning about the stories behind Chicago’s public art and green spaces along the way. The smooth, family-friendly route makes this tour both fun and accessible, offering a perfect blend of sightseeing, relaxation, and local insight into the Windy City’s vibrant atmosphere.
Provider: Viator
Sustainability Score: 8/10 | Hygge Factor: 8/10
3. 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
4. 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
5. Small-Group History and Architecture Walking Tour
Step back in time and uncover the stories that shaped Chicago on this guided small-group walking tour. Led by a knowledgeable local guide, you’ll explore the city’s architectural gems, from historic skyscrapers and ornate theaters to public art and cultural landmarks.
Along the way, learn how Chicago rose from the ashes of the Great Fire to become a hub of innovation and design. With a relaxed pace and plenty of time for questions and photos, this tour offers a personal, insightful, and inspiring look at the Windy City’s dynamic history and skyline.
Provider: Viator
Sustainability Score: 8/10 | Hygge Factor: 8/10
6. 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
7. Lakefront and Museum Campus Segway Tour
Experience Chicago’s beautiful waterfront from a new perspective on this two-hour guided Segway tour. After a quick training session, you’ll cruise effortlessly along Lake Michigan, taking in views of the skyline, Buckingham Fountain, and the famous Museum Campus - home to the Field Museum, Shedd Aquarium, and Adler Planetarium.
Your local guide shares stories about the city’s history, architecture, and parks while you enjoy the fresh breeze and stunning scenery. Blending fun, learning, and relaxation, this eco-friendly tour is an enjoyable way to explore Chicago’s most picturesque spots.
Provider: Viator
Sustainability Score: 8/10 | Hygge Factor: 8/10
8. Chinatown History and Culture Walking Tour
Step into one of Chicago’s most vibrant neighborhoods and explore the fascinating history and culture of Chinatown. Led by a knowledgeable local guide, this 2-hour walking tour takes you through colorful streets lined with traditional architecture, family-run shops, and authentic eateries.
Learn about the stories of early Chinese immigrants, the symbolism behind the neighborhood’s landmarks, and the community’s enduring influence on Chicago’s identity. With its blend of history, culture, and sensory experiences, this tour offers an intimate and educational glimpse into one of the city’s most unique and welcoming areas.
Provider: Viator
Sustainability Score: 8/10 | Hygge Factor: 8/10
9. River North Food Walking Tour
Explore one of Chicago’s most vibrant culinary districts on a delicious walking tour through River North. Led by a local guide, you’ll visit a curated selection of eateries, sampling everything from artisanal pizza and gourmet doughnuts to Chicago classics and modern bites.
Along the way, learn about the neighborhood’s history, architecture, and evolving food scene that makes it a favorite among locals. With short walks between tastings and plenty of cozy stops, this tour perfectly captures the warmth, creativity, and flavor that define Chicago’s dining culture.
Provider: Viator
Sustainability Score: 7/10 | Hygge Factor: 8/10
10. 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
11. Chicago Lakefront Electric Bike Tour
Glide through Chicago’s most beautiful waterfront areas on this guided electric bike tour that combines relaxation, sightseeing, and fun. Starting downtown, you’ll cruise past Millennium Park, Navy Pier, and the Museum Campus, taking in sweeping views of Lake Michigan and the city skyline.
With the help of your e-bike, you can cover more ground comfortably while enjoying the fresh air and lively energy of the lakefront. Your local guide shares stories about Chicago’s history, culture, and architecture, making this an engaging and sustainable way to explore the Windy City.
Provider: Viator
Sustainability Score: 5/10 | Hygge Factor: 5/10
12. 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
13. 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
14. Behind-the-Scenes Chicago Pizza Tour
Discover why Chicago is world-famous for its pizza on this guided coach tour dedicated to the city’s most beloved dish. Travel through different neighborhoods to sample a variety of styles - from classic deep-dish to crispy tavern-style - and learn the stories behind each recipe and restaurant.
Your expert guide shares fun insights into the city’s pizza history and the local pride that makes each slice unique. With comfortable transportation and plenty of delicious stops, this tour is the perfect combination of flavor, culture, and cozy indulgence.
Provider: Viator
Sustainability Score: 7/10 | Hygge Factor: 8/10
15. Chicago in a Day: Food, History, and Architecture Tour
Experience the full spirit of Chicago on this immersive full-day tour that captures the city’s flavor, culture, and creativity. Walk through downtown and historic neighborhoods with a local guide who shares stories of the city’s past, from its rebuilding after the Great Fire to its rise as a hub of innovation.
Along the way, sample classic Chicago bites like deep-dish pizza and hot dogs, and admire architectural marvels such as the Wrigley Building and Millennium Park. With time for both sightseeing and savoring, this tour perfectly balances learning, tasting, and connecting with the city’s vibrant atmosphere.
Provider: Viator
Sustainability Score: 8/10 | Hygge Factor: 8/10
16. 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
17. 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
18. Chicago River Architecture Tour
Experience Chicago from a fresh perspective on a guided architecture cruise through the heart of the city. As you glide down the Chicago River, expert guides share the stories behind the city’s most iconic buildings and how Chicago became the birthplace of modern architecture.
See landmarks like the Wrigley Building, Marina City, and Willis Tower up close while learning about the innovative designs that shaped the skyline. The calm water, gentle breeze, and dazzling reflections create a cozy yet awe-inspiring experience that captures Chicago’s creative spirit and history.
Provider: Viator
Sustainability Score: 7/10 | Hygge Factor: 9/10
19. Chicago Architecture Center Walking Tour
Step into the birthplace of the skyscraper and uncover the stories behind Chicago’s architectural legacy on this in-depth walking tour. Guided by certified experts from the Chicago Architecture Center, you’ll stroll through downtown and the Loop, discovering landmarks that shaped modern design - from Art Deco towers to sleek contemporary masterpieces.
Learn how visionaries like Louis Sullivan and Mies van der Rohe transformed the city’s skyline and influenced architecture worldwide. With fascinating insights and up-close views of architectural icons, this tour offers a thoughtful, educational, and inspiring look at the structures that define Chicago’s identity.
Provider: Viator
Sustainability Score: 9/10 | Hygge Factor: 8/10
20. 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
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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