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A Perfect

10

Chicago votedBest big city
Ten years straight

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A decade of Never Done

Chicago was just named the Best Big City in the U.S. for a historic 10th year in a row.

Explore the moments and milestones that shaped the past decade and see what’s next for Chicago.

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Curses broken, championships won

A decade ago, the Chicago Cubs won the World Series — ending a 108-year drought and ushering in a new era of Chicago sports.

Since then, the Sky and the Hounds brought home championships of their own. And the city welcomed major sporting events, like the NFL Draft and the world’s first NASCAR Street Race.

Plan the perfect fall trip to Chicago for sports fans 
© 2026 Galdones Photography/JBF

From James Beard to The Bear

Over the past decade, the city has earned its place as a culinary powerhouse.

The longtime home of the James Beard Awards, Chicago has Beard-winning chefs and Michelin-starred restaurants across the city. And shows like The Bear put a spotlight on the city’s hustle and heart.

Plan a food-focused trip to Chicago 

Plan your visit

Chicago itineraries

Discover the latest things to do and see in the country’s Best Big City.

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Your fall culture bucket list

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Chicago for sports lovers

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The perfect fall day for families

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Chinatown Dining

A foodie itinerary to Chicago

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The Bean in winter

Plan a cozy winter getaway to Chicago

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Making waves on the waterfront

Chicago is shaped by water, from the sandy shores of Lake Michigan to the Chicago River flowing through the heart of the city.

When the Chicago Riverwalk was completed in 2019, it transformed the downtown riverfront into a pedestrian oasis. And the lakefront continues to evolve, from a reimagined Navy Pier to an improved Lakefront Trail.

Discover the best of Chicago’s waterfronts 
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The skyline kept rising

Chicago’s iconic skyline is never finished — what else would you expect from the birthplace of the skyscraper?

The St. Regis broke barriers as the tallest building in the world designed by a woman. Closer to the ground, the Robie House was recognized as a UNESCO World Heritage Site for its influence on modern architecture.

Learn more about Chicago’s iconic architecture 
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About the award

Readers’ Choice Awards

The prestigious Readers’ Choice Awards by Condé Nast Traveler is the industry’s longest-running and most trusted awards program.

This year, nearly 800,000 travelers from around the world cast their votes — weighing in on each city’s culture, attractions, hospitality, and more.

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Turning up the volume

It’s been a decade of hits for Chicago music.

Lollapalooza expanded to four days, Sueños and El Grito drew hitmakers to Grant Park, and cool new venues like the Salt Shed brought fresh energy to the city’s live music scene. And Chicago’s artists continued to push boundaries across genres.

Dive into the city’s legendary music scene 
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Neighborhoods that are never done

No visit to Chicago is complete without exploring one of our diverse neighborhoods.

Some enclaves have undergone dramatic transformations — like Fulton Market, from meatpacking district to dining mecca. Others are regularly ranked among the world’s coolest neighborhoods, like Avondale, Pilsen, and West Town.

Discover Chicago’s dynamic neighborhoods 
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Hosting historic moments

History is made in Chicago. The city is a premier destination for major events from top organizations like Sundance, Premier League, NCAA, and more.

We’ve hosted everything from some of the world’s largest conventions and trade shows to major milestones like the 2024 Democratic National Convention.

Plan your next meeting or event in Chicago 
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Defining (and redefining) culture

In 2025, Time Out named Chicago one of the world’s best cities for culture — the only U.S. city to make the list.

The city’s dynamic cultural scene is always pushing the boundaries, from cutting-edge productions through Broadway in Chicago to blockbuster exhibits at our must-visit museums.

Check out top cultural events in Chicago this fall 
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Building for the future

Chicago doesn’t settle when it comes to building a better, more sustainable city.

In the past decade, the city achieved 100% renewable energy for all city-owned facilities and added more than 500 miles of bike lanes. In 2026, Chicago was ranked number one in the world for climate resilience — the only U.S. city in the top 10.

Learn more about sustainability in Chicago 
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A lasting legacy

In 2026, the Obama Presidential Center opened its doors in the historic Hyde Park neighborhood.

It was a transformative moment for the city’s South Side, cementing the area’s cultural significance and attracting visitors from all over the world to come discover what’s next for Chicago.

Come explore the dynamic South Side 
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2027 and beyond

Come see what’s next for the Best Big City

What's coming in 2027 and beyond