Chicago

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From its skyline that steals your breath to a deep-dish pizza that changes you for life, Chicago knows how to leave a mark. Whether you're kayaking on the Chicago River, dancing at a summer festival in Grant Park, or strolling through neighborhoods bursting with character, the city serves big energy with Midwestern charm.

And clearly, the world has noticed, Chicago has been named Best Big City in the U.S. by readers of Condé Nast Traveler for eight years straight. That’s right. Since 2017, voters have picked Chicago over heavyweights like New York, Los Angeles, and San Francisco, thanks to its unbeatable mix of culture, food, architecture, and lakefront beauty.

Now, the 2025 Readers’ Choice Awards are open, and Chicago is going for its ninth win. Voting is open through June 30, and anyone can weigh in, no travel resume required.

If you've ever caught a show at Steppenwolf, admired the skyline from the Adler Planetarium, or powered through a winter with grace and grit, Chicago has earned your click. Don’t let the streak end here, vote on the Condé Nast Traveler's website and show the country why Chicago still wears the crown.

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